Personalized care for your dog or cat - Chester

Highly-rated overnight sitters - Chester

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$49
per night
4.9 out of 5 stars
80 reviews
31 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius

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Bill S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
560 reviews
259 repeat clients
25 years of experience
Annapolis, MD, 21409

Communication with Michelle was easy. She met us at our car when we arrived and had Leia ready and out the door when we arrived to pick her up. She sent pictures each evening as well. We will use her again in the future.

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Lynn C.
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
161 reviews
76 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was wonderful! It was my first time leaving my fur baby with her— she sent photos within a few minutes of drop-off, along with plenty of updates throughout his stay. It was clear he was happy and well cared for. I’ll definitely be booking with her again!

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Katie S.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
74 reviews
29 repeat clients
15 years of experience
Severna Park, MD, 21146

Another stay with Carlie and we cannot recommend her enough! We always have such peace of mind with her daily updates and photos and knowing that our pup, Indi, is safe and having fun. Indi gets her own vacation when she stays here and we love knowing that our she gets to enjoy herself, too! Between Carlie's loving and kind family, the huge bonus yard, and Carlie's attention and ability to continue medicine (she even notices any behavioral changes!), we just know we've made the right choice. Do yourself a favor, and get on her schedule for your pup sitting needs! :)

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Kyanna B.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
8 years of experience
Arnold, MD, 21012

Very pleased with how thoughtful and caring Katelyn and Blaze were with our dog. Katelyn provides frequent communication, photos and video. I highly recommend and will surely be back.

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Henry G.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!

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Andrea M.
Sitter Profile Image: Brigid S.
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Brigid S.
from
$65
per night
5.0 out of 5 stars
5 reviews
18 years of experience
Chester, MD, 21619

Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!

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Emily A.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
51 reviews
17 repeat clients
12 years of experience
Arnold, MD, 21012

Thank you so much for taking care of Austin for me. He loves the gift you sent home with him and absolutely will be using your services next time I’m out of town :)

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Sarah V.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
94 reviews
30 repeat clients
10 years of experience
Arnold, MD, 21012

Another 4 out of 4 paws for Jean from Bear & Benny! Jean even stayed with us when my Mom’s flight got delayed. Jean takes good care of us old guys!

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Ginny W.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady was great. Thank you for letting me drop Honey off early in the morning, and staying up close to midnight so that I could pick her up. You listened well to Honey’s needs, and I can tell she enjoyed herself in your big backyard. Would definitely use again.

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DWayne W.
Sitter Profile Image: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
359 reviews
108 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Maurice and Kelly are simply the best. We went out of town and our beloved Biggie unfortunately had a stomach issue the first full day with Maurice and Kelly. They kept us informed of his condition throughout the day and Biggie eventually bounced back to his normal self. We were mentally prepared to end our vacation but Maurice and Kelly handled the issue smoothly. We really appreciate them and our beloved Biggie missed them a bunch.

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Richard S.
Sitter Profile Image: Hester D.
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Hester D.
from
$38
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!

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Andrew L.
Sitter Profile Image: Marliez G.
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Marliez G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
22 reviews
10 repeat clients
20 years of experience
Glen Burnie, MD, 21060

Marliez took amazing care of Ozzie. He walked with her Husky Wolf several times a day receiving plenty of needed exercise. Oz was received as part of her family. I could tell from the photos he was really enjoying his stay and looking forward to go back. Marliez paid attention to the nuance of my dog's antics to adjust to him. She is a wonderful sitter

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Raymond L.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
68 reviews
32 repeat clients
31 years of experience
Pasadena, MD, 21122

Justine did an amazing job boarding my golden retriever, Gibson, for 4 nights. Communication was great, drop-off and pickup were easy, and Gibson came home happy and relaxed. It’s clear she genuinely cares about the dogs she watches. I had zero concerns while I was away, and I’d absolutely book with her again. Highly recommend.

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Bob L.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
100 reviews
36 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was absolutely wonderful! She was able to take my dog on very short notice and was super accommodating. She sent lots of pictures and updates. It took no time at all for Kashi to feel right at home. I highly recommend!!

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Heather B.
Sitter Profile Image: Janice & Stalio C.
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Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

We couldn’t be happier with Janice and Stalio! They didn’t balk at any of our special requests, of which there were several including giving meds, medicated baths, belly band changes and not leaving our Chihuahua alone, and without a lap for too long. The dogs didn’t greet us with their usual excitement when we returned, which we take to mean that they were spoiled beyond belief. We are supremely grateful to have found J & S!

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Alisa P.
Sitter Profile Image: Jasmine S.
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Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
13 repeat clients
4 years of experience
Glen Burnie, MD, 21061

Jasmine was able to fit us in last minute. She was great with our golden retriever. We received updates and our pup was calm and happy when we picked her up. Will use her services again!

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Alicia O.
Sitter Profile Image: Crystal S.
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Crystal S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
86 reviews
41 repeat clients
26 years of experience
Lanham, MD, 20706

Crystal is wonderful she sends you pictures and updates!! Believe me my pup is always happy this has been the best experience with boarding! Book book with her!

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Lashonnah T.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca was wonderful with Bandit. Her son Kash got along with Bandit and they seemed to have fun together. I would ask her to care for Bandit again in the future, and I’d recommend Becca to others.

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Mady H.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$78
per night
4.9 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena was the best!! She cared for my boy just like her own dogs! She made sure she had all her questions answered and took the time to get to know my dog during our pre visit. She kept me informed every day how things were going and sent pics and videos!! I will definitely use her to care for my dog again!! Thanks Lena!!

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Nancy C.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Chester

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Bohdanna G.
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Bohdanna G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
80 reviews
28 repeat clients
25 years of experience
Stevensville, MD, 21666

Wonderful experience with Bo! She was friendly, responsive, sweet and we caring. Also flexible when our travel plans changed not once, but twice! Would definitely book with Bo again to care for our cat.

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Amanda A.
Sitter Profile Image: Brigid S.
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Brigid S.
from
$23
per visit
5.0 out of 5 stars
5 reviews
18 years of experience
Chester, MD, 21619

Brigid is so kind and gave our cat a lovely home during our time away. Will definitely look for Brigid again when we need to find a warm, kind and safe place for our cat to stay in the future.

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Cristina F.
Sitter Profile Image: Mary L.
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Mary L.
from
$20
per visit
4.9 out of 5 stars
36 reviews
16 repeat clients
30 years of experience
Stevensville, MD, 21666

We were extremely pleased with Mary and the care she gave our rabbit Maxx. She made sure to keep us informed as to how she was doing. We hope that we can call on her again in the future.

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Susan M.
Sitter Profile Image: Bryan J.
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Bryan J.
from
$20
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
20 years of experience
Chester, MD, 21619

Bryan was great! Very communicative, followed all my notes perfectly, and took great care of my kitties

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Marykate B.
Sitter Profile Image: Savannah T.
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Savannah T.
from
$27
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
1 year of experience
Stevensville, MD, 21666

Savannah was so friendly and helpful. She handled everything how i would have. My boys are pretty emergentic and cuddly- she was able to really help me feel at ease while we were gone. She did a wonderful job and we will be using her again for sure!

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ruthie b.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$12
per visit
1 year of experience
Stevensville, MD, 21666

About: I love cats! I grew up with cats, worked with shelter cats, stray cats, kittens and elderly cats, you name it. Working with cats is about respecting boundaries and remembering to wear long sleeves (claws a not always meant to be unkind after all, especially with kittens).

Sitter Profile Image: Hannah P.
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Hannah P.
from
$23
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Chester, MD, 21619

Thank you Hannah for this trial run. Taking the time to get to know my boys & their schedules We are looking forward to our vacation now knowing they will be well taken care of while we are gone

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Julie B.
Sitter Profile Image: Christopher Z.
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Christopher Z.
from
$17
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Arnold, MD, 21012

Great communication and everyone (cats and chickens!) was fed, clean, and happy!

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Allison S.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$27
per visit
5.0 out of 5 stars
77 reviews
17 repeat clients
10 years of experience
Chester, MD, 21619

I needed a last minute sitter just to stop at my house and feed my dog this last weekend (mind you- he’s a German Shephard/Lab- he’s a big boy!) breakfast and take him out to go potty. I have been hesitant to use a kennel, as my dog was severely bit a few months ago. So I turned to Rover- Brooke was luckily able to pick up the job at the last minute and help out! She met with me the day before, we video chatted and she was understanding of Ace’s routine and our home guidelines. She has tons of experience with dogs! I highly recommend Brooke & will be using her again!

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Chrissy L.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena was a calm, caring presence for my senior kitty -- just what he needed. I so appreciated her photos and videos as well. Will definitely use her again!

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Laura T.
Sitter Profile Image: Emmy S.
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Emmy S.
from
$14
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Stevensville, MD, 21666

Emmy was absolutely wonderful! She took amazing care of our baby while we were away and went above and beyond to stay in touch and make sure he always had what he needed. We highly recommend Emmy and will definitely be using her again. Thank you, Emmy!

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Courtney C.
Sitter Profile Image: Terri H.
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Terri H.
from
$18
per visit
7 years of experience
Stevensville, MD, 21666

About: Hello! My name is Terri but I usually go by T. I have owned both dogs and cats my entire life. Ive worked as a supervisor at 2 boarding and daycare facilities over the course of 4 years until I ultimately moved into veterinary medicine as a technician at a specialty clinic! So I have a lot of experience and am comfortable around all breeds,sizes, ages, and most (stable) medical conditions. I’ve always had a special place in my heart for animals and promise to provide the best care possible to ensure that your fur baby gets all the love he or she deserves. I’ll treat them like my own and you can rest easy knowing your pet is getting all of their necessities and some extra love along the way.

Sitter Profile Image: Tiffany O.
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Tiffany O.
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

Tiffany was a real trouper to come visit our 3 month old puppy. She is knowledgeable, organized and loves dogs. Communicates promptly, and is open to changing circumstances. I highly recommend her.

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Shirley C.
Sitter Profile Image: Brianne S.
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Brianne S.
from
$23
per visit
4.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

Sitter Profile Image: Rachel R.
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Rachel R.
from
$18
per visit
6 years of experience
Stevensville, MD, 21666

About: I have taken care of my cat at home since we rescued him. Now I am responsible for feeding him, giving him water, playing with him, and brushing him. I have taken care of pets before and I believe they deserve as much playtime as any other pet! I promise to live your cat like my own (and mine is my bestfriend)!

Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$18
per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Chester, MD, 21619

Lindsay is very friendly and took great care of our pet(s) plus did everything we asked and extra! Thank you so much! We would love to book again soon!

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Ashley R.
Sitter Profile Image: Julie K.
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Julie K.
from
$23
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Chester, MD, 21619

She was amazing!! Super flexible with our crazy schedule!

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Jenna K.
Sitter Profile Image: Cristina M.
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Cristina M.
from
$27
per visit
5.0 out of 5 stars
9 reviews
25 years of experience
Stevensville, MD, 21666

Cristina is an excellent pet sitter! Our sweet kitty is in end stage cancer and Cristina took such great care of her, ensuring she got her shot and monitored her food/water intake to assure us that all was well while we were away. I would definitely hire Cristina again!

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Sue M.
Sitter Profile Image: Kate M.
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Kate M.
from
$15
per visit
4.8 out of 5 stars
5 reviews
2 repeat clients
32 years of experience
Chester, MD, 21619

About: I absolutely love animals. I currently have a black lab and I love to just spend time cuddling with her, or going for long walks. If possible, I try to bring her along (assuming they get along at the meet and greet). I’ve noticed that dogs can wear each other out a lot faster than I can, and probably have more fun doing it too. Maddie gets along with everyone and just loves to meet someone new. For your dog, I will treat him/her as my own. I will play with them and take them for walks. I have no problems cleaning up messes, sometimes accidents happen. Let me love and take care of your pet so you don't have to worry about them during the day. Why I love dog sitting I've always been an animal lover. I've had dogs all my life and had two of my own. They truly are the best things that ever happened to me. I’m very active, so I would spend as much time outside as possible with your fur baby. My experience administering medication: I am fine with administering medication, but would like to have the owner show me the correct way of doing it before I start.

Sitter Profile Image: Amanda M.
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Amanda M.
from
$23
per visit
5.0 out of 5 stars
1 review
15 years of experience
Chester, MD, 21619

About: I love playing with dogs and walking them. I've grown up around all types of dogs small and large. I'm very fun and outgoing as well as criminal justice trained ensuring your pets safety. I have taken care of our families dogs as well as watching other family friends pets. I have watched animals with allergies and medication needs. Dogs of all ages are welcome. I will meet any needs of the dog/dogs and ensure to have them back to you safe worn out and happy. I work part time so most of my day is running errands or cleaning the house. If they love car rides they are more than welcome to drive around with me. I will adjust my schedule to meet the needs of the dog or animal. Also absolutely love my kitties. Open to all animal requests just ask! Im a full time optician and part time cook. With plenty of notice I will take off my parttime job to care for your babies. Your pet will be loved as family. Your pet will be able to sleep with me and get full access of my apartment. Toilet bowl lids will always be closed

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Perfect for high energy dogs - Chester

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Sydney T.
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Sydney T.
from
$40
per day
5.0 out of 5 stars
9 reviews
6 repeat clients
17 years of experience
Chester, MD, 21619

Sydney is so great! She took lots of photos and I could tell my dog enjoyed spending time with her! She's really responsive, easy to talk with, and very friendly!

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Drew J.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$60
per day
4.9 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena is great! She is flexible, knows dogs and is very communicative

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Connor T.
Sitter Profile Image: Mary L.
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Mary L.
from
$40
per day
4.9 out of 5 stars
36 reviews
16 repeat clients
30 years of experience
Stevensville, MD, 21666

Mary was great, she just incorporated Allie into her family and daily life. She sent photos of Allie totally chilling out and interacting with people. It made me feel better knowing she was safe and content. I could see that in her face and body language.

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Robin M.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
560 reviews
259 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle took excellent care of my baby. We are getting used to a new area, and new people, and she made it that much easier for my Boston Terrier!

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Howard W.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$20
per day
5.0 out of 5 stars
77 reviews
17 repeat clients
10 years of experience
Grasonville, MD, 21638

About: I have been walking/sitting all sized dogs for 10+ years simply because dogs make me happier than anything else! I consider myself affordable so you can work away from home with ease knowing your dog won't be in a kennel all day long! I also dog sit/house sit if you need to go away for business or vacation and can not take your 4 legged friends with you. I am trustworhty and dependable so you do not have to worry about a stranger coming in for your dog but more so your dogs BFF coming in to let the out for a little and play and to use the bathroom for a potty break! I hope to talk to you soon and meet your furry friend(s)! I am home almost all day everyday so my schedule is pretty open and I am extremely flexible to accommodate your schedule as well if needed! I have a fenced in big back yard and a very friendly 3 year old lab to accompany your dog! Frequent let outs and frequent cuddle seshs!

Sitter Profile Image: Alicia W.
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Alicia W.
Star Sitter
from
$120
per day
5.0 out of 5 stars
26 reviews
4 repeat clients
15 years of experience
Saint Michaels, MD, 21663

She went above and beyond. Taking great care of our precious puppy George Bailey. It was a great relief to have someone watching him during the heat wave. She went above and beyond to help. Would book again and recommend.

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David W.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$30
per day
8 years of experience
Stevensville, MD, 21666

About: I have been caring for cats and dog since I was a freshman in high school and have pet sat for several families! I have taken care of all different breeds from small to big and young to old! Whether it’s just a quick feed, playtime, administering medicine, or overnight care, I will make sure your pet feels loved, safe, comfortable, and cared for! I currently work at a produce stand working about 5 days a week! My schedule however is extremely flexible as I get to choose the days I want off. I also work with other girls my age that pet sit and we are able to leave when needed to provide care! In my home, we have a nice sized backyard where I am able to play catch and I also live in a large neighborhood where I walk everyday and can exercise with your pet! I also have a clean house if your pet is indoors!

Sitter Profile Image: Aliciya M.
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Aliciya M.
from
$25
per day
1 repeat client
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Capitol Hill, Annapolis, MD, 21401

They were sweet with Kodi and sent picture updates during the day. I look forward to using them again!

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erin t.
Sitter Profile Image: Jason & Tracy Y.
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Jason & Tracy Y.
from
$25
per day
4.9 out of 5 stars
78 reviews
31 repeat clients
10 years of experience
Stevensville, MD, 21666

About: We are very personable, friendly, responsible, and I love animals! My schedule is very flexible; I can accommodate all of your and your pet's needs. We are familiar with various pet health problems. we have experience walking and caring for and dog sitting for neighborhood pets. When my neighbors or friends go out of town for any reason, we always offer to pet sit for them. We like to know the dog's history, including any known behavioral issues (good or bad) or special needs to help identify appropriate activities, such as walking. We truly love dogs of all kinds, this is a dream job for me. Your pet's well-being is our number one concern. we are looking forward to meeting you all and your dogs! Pet Care Fits Into My Life Because I Am Home A Lot Trying To Earn My High School Diploma And Saw This As An Opportunity To Do What I Love Taking Care Of Dogs To Make Money I Do Not Have A Fenced In Yard And I Do Not Own Any Dogs But I Love What I Do It Is Big Fun Due To Personal Injury I Do Not Use Retractable Leashes And They Are Not Recommended I Work For Rover as my soul's means of income, and I Really Enjoy What I Do For A Living. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. All The Animals Are Like My Own Kids I will do whatever is necessary to meet my clients' animals' needs, be it medication or whatever it takes to make sure the animals in my care are well cared for.

Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

Elena was absolutely phenomenal with our pup!

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Chanel R.
Sitter Profile Image: Amy D.
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Amy D.
from
$45
per day
5.0 out of 5 stars
28 reviews
13 repeat clients
7 years of experience
Arnold, MD, 21012

About: I have two cats of my own who I adore. I frequently help take care of relatives' and neighbors dogs. My own black lab recently passed and taking care of other dogs is enjoyable and therapeutic. I am a teacher and home by early afternoon . My husband is home all day and helps take care of fur babies in our home while I’m at work. I am free in the evenings and weekends to help care of your fur babies! I have a two-story home with a back yard. Typically, dogs hang out with us during the day in our family room and sleep on dog beds in my bedroom. We live in a very dog-friendly neighborhood and walk dogs during the day on leashes. We have two cats in our home who are used to having dogs in the home.

Sitter Profile Image: Brianne S.
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Brianne S.
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$35
per day
4.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

Brianne and her daughter were wonderful sitters. Communication was great and they were very flexible as we were coming from out of town. Will definitely use them again if we are in MD.

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Glenn D.
Sitter Profile Image: Lindsay M.
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Lindsay M.
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from
$55
per day
5.0 out of 5 stars
49 reviews
11 repeat clients
40 years of experience
Annapolis, MD, 21401

If I could give Lindsay 10 STARS I would!!! If you're traveling to the Annapolis area and don't know who to trust with your most precious asset - your pup (this was me!) - choose Lindsay! As you can see from all of Lindsays reviews, she is amazing with animals - its in her heart - but what makes Lindsay stands apart is her responsiveness, her communication, her ability to work with your schedule. She is so kind, and loving towards your dog, that you can enjoy your time away with peace in your heart. Thank you for everything Lindsay! <3

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Pamela C.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
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$40
per day
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!

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Meredith C.
Sitter Profile Image: Stacia D.
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Stacia D.
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$49
per day
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! I believe in open communication to ensure the safety of you, your pet, me and mine. I work fully remote and am able to support daycare and boarding. I usually walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Dana L.
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Dana L.
Star Sitter
from
$60
per day
5.0 out of 5 stars
35 reviews
15 repeat clients
20 years of experience
Arnold, MD, 21012

Dana is our guardian angel. I am a self proclaimed helicopter mama but I felt completely at easy leaving my little girl. Maddie got to go on a field trip to the garden store and then play in the yard. She couldn’t have been happier which made me happy. We can’t wait to spend another day with Dana and her amazing husband.

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Kate M.
Sitter Profile Image: Anne N.
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Anne N.
from
$25
per day
25 years of experience
Annapolis, MD, 21401

About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I work managing a restaurant downtown in Annapolis, and also do freelance graphic design work from home. Except for Mondays, my shifts at the restaurant are all p.m. shifts so I'm home and available most days anytime before 3:00. I'm off from the restaurant on Tuesdays and Fridays. I currently have and have always had dogs so I'm very used to going for multiple walks a day. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.

Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
64 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Andy & Lydia took wonderful care of our pup during his day visit in their home, he was so happy and energetic when we picked him up, we knew he had had a great time!

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Anna K.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
62 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

Alex communicated throughout our dog’s stay, shared lots of photos, and took him out for walks. Our shy boy normally takes weeks to adjust to a new sitter, but clearly liked being with Alex and her pack.

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Martin N.
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More than 1.6 million
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Adventure-ready dog walkers - Chester

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Bohdanna G.
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Bohdanna G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
81 reviews
28 repeat clients
25 years of experience
Stevensville, MD, 21666

Gus, my dog loves you he is alway well taken care. Communication is always great thank you so much for caring for Gus. and I feel comfortable

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Dawn M.
Sitter Profile Image: Bryan J.
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Bryan J.
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$26
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
20 years of experience
Chester, MD, 21619

About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! As far as overnight sitting, I will be there from 8 pm until 8 am and will also be coming by a few times a day. Puppies and youngsters (or whoever needs it!) can be accommodated with more drop ins just let me know! If you require 24/7 care this can be arranged as well just let me know prior to booking! Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

Sitter Profile Image: Ryan L.
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Ryan L.
from
$27
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
25 years of experience
Annapolis, MD, 21409

Highly recommend Ryan! He took the time to do a meet and greet and really understand my dog’s specific needs. He was very communicative and flexible whenever any changes came up, which I truly appreciated. What stood out most was how he followed my dog’s training routines and even used the exact phrases we’ve been working on. He handled my dog’s reactivity with care and confidence, and it made a huge difference. I felt completely at ease knowing my dog was in such good hands!

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Stacie Z.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$39
per walk
4.9 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

About: I've owned pets my whole life. My gentle composure and empathic nature make them feel loved and safe with me. I fostered a puppy from the Caribbean that nobody else wants to deal with. Within a month, she let me pet her and take her on walks. I train dogs with care and lots of pets! I am a freelancer and work from home. Dogs that stay at my house can go in and out and be protected by a fenced-in yard. I will ask about diet, routines, and special needs for your pets. I will come to your house for free for a meet and greet and see if we connect with your pet.

Sitter Profile Image: Brooke F.
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Brooke F.
from
$25
per walk
5.0 out of 5 stars
77 reviews
17 repeat clients
10 years of experience
Chester, MD, 21619

What a fantastic person ❤️! We were super lucky to have Brooke walk Tank. She was punctual for every walk. Definitely recommend her. And will use her services again.

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Donna T.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$20
per walk
8 years of experience
Stevensville, MD, 21666

About: I have been caring for cats and dog since I was a freshman in high school and have pet sat for several families! I have taken care of all different breeds from small to big and young to old! Whether it’s just a quick feed, playtime, administering medicine, or overnight care, I will make sure your pet feels loved, safe, comfortable, and cared for! I currently work at a produce stand working about 5 days a week! My schedule however is extremely flexible as I get to choose the days I want off. I also work with other girls my age that pet sit and we are able to leave when needed to provide care! In my home, we have a nice sized backyard where I am able to play catch and I also live in a large neighborhood where I walk everyday and can exercise with your pet! I also have a clean house if your pet is indoors!

Sitter Profile Image: Julie K.
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Julie K.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Chester, MD, 21619

About: I have taken care of many dogs from different families! As well as cats and other animals. I am able to give medication to them and meet all your needs. I will stay at your house and love to meet the animals before hand if you would like. I currently work a full time job at a Daycare and part time at my church. When I Dogsit I normally stay the night or come over before work to take care of the animals . Then after work I am able to go and take care of them again. I’m very flexible for whatever your dog may need. I’m able to give medicine, walk the dog, crate the dog, etc. whatever you need I can do!

Sitter Profile Image: Savannah T.
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Savannah T.
from
$20
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
1 year of experience
Stevensville, MD, 21666

About: I am currently employed as a kennel attendant and a veterinary assistant where I have gained experience in dog handling, feeding, medicating, and more. I have experience with dogs of all sizes, breeds, and temperaments. I am currently working part time at 2 jobs attending college. My schedule changes weekly but I always have extra time to watch your pups! I am located on Kent Island and I am not able to provide services over the Bay Bridge. I am not currently offering boarding in my home however I would be more than happy to watch your animals in your house.

Sitter Profile Image: Alexis B.
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Alexis B.
from
$15
per walk
5.0 out of 5 stars
1 review
1 repeat client
12 years of experience
Grasonville, MD, 21638

Alexis is amazing!! She goes the extra mile and loved on our dogs so well! I will have her back again and again!

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Mari H.
Sitter Profile Image: Jack C.
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Jack C.
from
$18
per walk
15 years of experience
Grasonville, MD, 21638

About: I have grown up loving dogs my entire life. I was lucky enough to have two of my own Lucy and Wilson who were truly part of my family and meant everything to me. Since coming to college I have not been around dogs at all and I miss that connection more than I realized. Being around dogs brings me a lot of happiness and comfort and it is something I have always had in my life until now am a college student with a flexible schedule, which allows me to spend plenty of time caring for and giving attention to pets. I am available most weekdays all day due to online school. Some weekends are also available, although I do have an internship that takes up certain weekends I treat every pet as if they are my own and always prioritize their safety and comfort. I carefully follow feeding, walking, and medication instructions and make sure your pet feels secure and loved in my care

Sitter Profile Image: Terri H.
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Terri H.
from
$15
per walk
7 years of experience
Stevensville, MD, 21666

About: Hello! My name is Terri but I usually go by T. I have owned both dogs and cats my entire life. Ive worked as a supervisor at 2 boarding and daycare facilities over the course of 4 years until I ultimately moved into veterinary medicine as a technician at a specialty clinic! So I have a lot of experience and am comfortable around all breeds,sizes, ages, and most (stable) medical conditions. I’ve always had a special place in my heart for animals and promise to provide the best care possible to ensure that your fur baby gets all the love he or she deserves. I’ll treat them like my own and you can rest easy knowing your pet is getting all of their necessities and some extra love along the way. I work as a surgical veterinary technician 5 days a week so walking is a side gig for me on my off time but the more time I get to spend around animals the better :) I promise to follow any particular instructions/tips you have for keeping your pups safe and happy! As well as provide some extra love in the process.

Sitter Profile Image: Brianne S.
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Brianne S.
from
$20
per walk
4.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

Sitter Profile Image: Hannah P.
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Hannah P.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Chester, MD, 21619

About: Hi, I’m Hannah — a responsible, caring pet sitter who treats your home and pets like my own. I know how difficult it can be to leave your furry family member behind, so I’m here to give you peace of mind with loving, attentive in-home care. Whether your dog needs belly rubs, playtime, medications, or a quiet companion on the couch, I adapt to their unique needs and stick to their usual schedule. I’ll also keep your home tidy and safe so you can return to everything just how you left it (or better!). ~Staying overnight at your home ~Feeding, walks, and potty breaks on your schedule ~Playtime, snuggles, and companionship ~Administering medication (if needed) ~Daily updates with photos and notes ~Light home care (mail, plants, trash, etc.) ~Respectful, clean, and professional behavior in your space Hi! I’m Hannah, a very energetic stay-at-home mom. I can’t wait to welcome your pets into my life! I'm home full-time this summer, so your dogs or cats will get constant attention, affection, and supervision while you’re away. I'm a huge animal lover — patient, kind, and great at following routines. Whether your pet needs playtime, snuggles, walks, or quiet companionship, I'll provide a safe, loving environment that feels like home. Our animals are happiest in their environment with their familiar smells, toys, and routines. I help minimize stress and keep them comfortable while you enjoy your time away, worry-free.

Sitter Profile Image: Aliciya M.
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Aliciya M.
from
$20
per walk
1 repeat client
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Mary L.
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Mary L.
from
$30
per walk
4.9 out of 5 stars
36 reviews
16 repeat clients
30 years of experience
Stevensville, MD, 21666

About: My family & I been around & cared for kitties & puppies for 20+ years. I’ve personally owned chickens & rehabbed bunnies & squirrels. My fur family is extremely important to us & we pledge to care for your pets like our own. We have a fenced in backyard and plenty of domestic pet care experience. Currently I’m a full time homemaker and have lots of time to spend quality time with your fur babies. Occasionally my husband Brandon helps with Rover duties. He is awesome with both animals & people! If needed I have the ability to separate my pets & yours. I can administer medicine including injections with proper instructions. Ask me about brining in mail, watering plants, garden care, farm animal care, & light cleaning. Call my Rover number to receive my personal cell phone Having extra puppies around the home is easy & we can offer long potty breaks in our fenced in backyard as well as a daily walk! The home & yard are secure & your fur babies will be safe with us. Please let us know if your pup tends to run/escape!

Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$15
per walk
1 year of experience
Stevensville, MD, 21666

About: I lived around both dogs and cats my whole life, with both family and roommates, and I absolutely love it. While I'm not in the position to have my own furry friend at the moment, I love to care for animals. I spent about a year (2025) volunteering with the MCACAC shelter cats and dogs in Christiansburg, including participating in their training courses, and now feel confident bringing that experience to work with pets that already have found their families as well. I'm currently job hunting, so my schedule is extremely flexible and I am available throughout the day. I am occasionally out of town for travel or job-search related activities. My apartment is is pet-free, so I cannot host pets at this time. As far as working with pets in your home, please let me know your house rules. I generally use whatever items the pet uses at home (leash, treats, etc) for the sake of consistency for the pet and pet parent.

Sitter Profile Image: Kate M.
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Kate M.
from
$25
per walk
4.8 out of 5 stars
5 reviews
2 repeat clients
32 years of experience
Chester, MD, 21619

About: I absolutely love animals. I currently have a black lab and I love to just spend time cuddling with her, or going for long walks. If possible, I try to bring her along (assuming they get along at the meet and greet). I’ve noticed that dogs can wear each other out a lot faster than I can, and probably have more fun doing it too. Maddie gets along with everyone and just loves to meet someone new. For your dog, I will treat him/her as my own. I will play with them and take them for walks. I have no problems cleaning up messes, sometimes accidents happen. Let me love and take care of your pet so you don't have to worry about them during the day. Why I love dog sitting I've always been an animal lover. I've had dogs all my life and had two of my own. They truly are the best things that ever happened to me. I’m very active, so I would spend as much time outside as possible with your fur baby. My experience administering medication: I am fine with administering medication, but would like to have the owner show me the correct way of doing it before I start.

Sitter Profile Image: Jason & Tracy Y.
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Jason & Tracy Y.
from
$15
per walk
4.9 out of 5 stars
78 reviews
31 repeat clients
10 years of experience
Stevensville, MD, 21666

Thank you!!

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Erin H.
Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$15
per walk
5.0 out of 5 stars
2 reviews
3 years of experience
Chester, MD, 21619

About: I have been a pet care attendant at a dog kennel for two years now. My responsibilities include feeding, walking, playing, bathing/grooming, and administering medications for animals. I have training in dog behavior as well as any medical needs of animals. I also come from a veterinary medical background and have watched and walked dogs for members of my community for many years. I have experience dealing with aggressive, dog reactive, leash reactive, cage brave, and resource guarding animals as well as any other needs that your pet may have. I am currently enrolled at the University of Maryland but can make time to walk and care for pets around my school schedule. I am at my apartment all other times of the day and will be easily available to care for pets. I live in an apartment currently but can easily crate your animals when leaving for class. I live in a pet friendly community with no others pets living in my apartment and can easily walk your pet around my community or take them to the courtyard in my apartment for a quick potty break. There is also an animal bathing room in my apartment complex so I am able to bathe your animals if needed.

Sitter Profile Image: Cristina M.
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Cristina M.
from
$30
per walk
5.0 out of 5 stars
9 reviews
25 years of experience
Stevensville, MD, 21666

About: I've been caring for dogs and cats in a personal and professional capacity for 25 years now. For many years, I turned our home into an orphan kitten and cat rescue and worked with the organization Planned Pethood to care for and adopt out over 50 cats! I've taken care of cats and dogs for friends, family, and clients in all life stages - from bottle babies to elderly and incontinent cancer patients. I have experience administering pills and insulin injections, and welcome working with dogs and cats at all life stages. Tricky diets and particularities don't put me off.. I've seen it all! Long walks and cuddles are my specialty, and I look forward to making new four legged friends! I'm currently completing a graphic design certificate online, so my schedule is incredibly flexible. I'm available both weekdays and weekends, as I have no particular set schedule. I make sure to keep dogs on their leash during walks, and to secure all yard gates before letting them outdoors. I keep the home clean and tidy, and make sure there haven't been any accidents or breakages. I tend to stay at the home all day when staying overnight so the animals always have company and any emergencies are handled immediately.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Chester

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$49
per night
4.9 out of 5 stars
80 reviews
31 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius

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Bill S.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
74 reviews
29 repeat clients
15 years of experience
Severna Park, MD, 21146

Another stay with Carlie and we cannot recommend her enough! We always have such peace of mind with her daily updates and photos and knowing that our pup, Indi, is safe and having fun. Indi gets her own vacation when she stays here and we love knowing that our she gets to enjoy herself, too! Between Carlie's loving and kind family, the huge bonus yard, and Carlie's attention and ability to continue medicine (she even notices any behavioral changes!), we just know we've made the right choice. Do yourself a favor, and get on her schedule for your pup sitting needs! :)

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Kyanna B.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!

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Andrea M.
Sitter Profile Image: Brigid S.
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Brigid S.
from
$65
per night
5.0 out of 5 stars
5 reviews
18 years of experience
Chester, MD, 21619

Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!

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Emily A.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
51 reviews
17 repeat clients
12 years of experience
Arnold, MD, 21012

Thank you so much for taking care of Austin for me. He loves the gift you sent home with him and absolutely will be using your services next time I’m out of town :)

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Sarah V.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady was great. Thank you for letting me drop Honey off early in the morning, and staying up close to midnight so that I could pick her up. You listened well to Honey’s needs, and I can tell she enjoyed herself in your big backyard. Would definitely use again.

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DWayne W.
Sitter Profile Image: Hester D.
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Hester D.
from
$38
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!

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Andrew L.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
68 reviews
32 repeat clients
31 years of experience
Pasadena, MD, 21122

Justine did an amazing job boarding my golden retriever, Gibson, for 4 nights. Communication was great, drop-off and pickup were easy, and Gibson came home happy and relaxed. It’s clear she genuinely cares about the dogs she watches. I had zero concerns while I was away, and I’d absolutely book with her again. Highly recommend.

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Bob L.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
100 reviews
36 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was absolutely wonderful! She was able to take my dog on very short notice and was super accommodating. She sent lots of pictures and updates. It took no time at all for Kashi to feel right at home. I highly recommend!!

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Heather B.
Sitter Profile Image: Jasmine S.
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Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
13 repeat clients
4 years of experience
Glen Burnie, MD, 21061

Jasmine was able to fit us in last minute. She was great with our golden retriever. We received updates and our pup was calm and happy when we picked her up. Will use her services again!

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Alicia O.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca was wonderful with Bandit. Her son Kash got along with Bandit and they seemed to have fun together. I would ask her to care for Bandit again in the future, and I’d recommend Becca to others.

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Mady H.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$78
per night
4.9 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena was the best!! She cared for my boy just like her own dogs! She made sure she had all her questions answered and took the time to get to know my dog during our pre visit. She kept me informed every day how things were going and sent pics and videos!! I will definitely use her to care for my dog again!! Thanks Lena!!

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Nancy C.
Sitter Profile Image: Mary L.
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Mary L.
from
$59
per night
4.9 out of 5 stars
36 reviews
16 repeat clients
30 years of experience
Stevensville, MD, 21666

They were absolutely amazing with Nellie. We couldn't of have had a better experience. Nellie enjoyed her time with them and they treated her very well. It was our first time leaving Nellie with anyone and the random updates on her with pictures and videos helped ease our minds during our time away. We would definitely recommend them to anyone who is looking for pet care/boarding.

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Stephen A.
Sitter Profile Image: Tanya M.
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Tanya M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Glen Burnie, MD, 21061

My pup had a great time. Tanya and her family did such a great job caring for Chewie and provided frequent updates. Wholeheartedly recommend!

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Michael C.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Shelby is such a gem. This is our second stay with her. She will love your pup as her own. Fantastic updates throughout the day, lots of fun with her Ellie to play with too. Cannot recommend her enough! Thanks again Shelby!

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Alyssa M.
Sitter Profile Image: Yukia G.
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Yukia G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
64 reviews
15 repeat clients
20 years of experience
Crofton, MD, 21114

Yukia did a fantastic job with our dog, Sammy! Communication regarding pickup and drop off was excellent and we got some pictures of Sammy on a regular basis. Would definitely book with Yukia again!

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Stephen G.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$55
per night
5.0 out of 5 stars
77 reviews
17 repeat clients
10 years of experience
Grasonville, MD, 21638

Brooke was very welcoming and helped our dog feel right at home. We were very happy with her care and would recommend her as a Rover care provider.

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Charlene C.
Sitter Profile Image: Donna & Brian G.
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Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
105 reviews
45 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

I appreciate the care Donna provided to Chloe! She seemed to be very happy when I picked her up. I also valued how she took her time introducing her dogs to Chloe to see how their temperaments would be with one another. It also made me comfortable that there was a small group of dogs in the home during her stay. I would definitely rebook with Donna to care for Chloe!

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Ashlee A.
Sitter Profile Image: Gurbata Michelle A.
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Gurbata Michelle A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Odenton, MD, 21113

Michelle was so amazing, and I can’t recommend her enough! She sent me a few sweet pics of my cat every day, along with a description of what he’d been up to. She went above and beyond playing with him and spending time with him, and I will definitely be booking her again!

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Hannah V.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
52 reviews
24 repeat clients
20 years of experience
Pasadena, MD, 21122

Jillian was the best! She treated our pet just as her own, and continuously provided us with heartwarming updates. We will definitely be using her in the future.

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Jillian F.
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