Personalized care for your dog or cat - Whitehall Estates

Highly-rated overnight sitters - Whitehall Estates

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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
557 reviews
258 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle could not have been more amazing! She sent us daily updates with pictures of our Sulley, which put our mind at ease. She made the entire process so simple and so flexible with arrival and departure times. We had an out of state funeral and we had so much going on...Michelle was beyond kind and I’m certain that Sulley can’t wait to return! Thank you again Michelle!

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Monica 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
25 repeat clients
8 years of experience
Arnold, MD, 21012

Amazing experience! Kate took such good care of our dog Buddy. She sent tons of pictures and videos the whole time. Would definitely recommend!

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

Carlie and her family could not have been more loving and attentive. Arlo probably wanted to live there forever. She was incredibly kind about a mistake I made on pick up time.

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Jennifer M.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21409

Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!

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Cameron H.
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
151 reviews
69 repeat clients
8 years of experience
Annapolis, MD, 21401

Everything was great! She took such a great care of my 3dogs including a puppy and daily pictures and video clip helped us a lot! I will bring my dogs to Shuling again!!

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Akiko S.
Sitter Profile Image: Celena W.
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Celena W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
7 years of experience
Annapolis, MD, 21409

Celena was great with our 7 month old pup, Ace! He had so much fun at her house. She sent us many pictures and videos several times a day and for all of them he was playing and have the best time with her dog and her family. We would definitely book Celena again!

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

My frenchie had the BEST time with Lindsay and her puppy!!!! Lindsay sent me pics daily, and whenever I asked for one. My baby literally had so much fun at her house, I think he sulked for a few days after ? Lindsay will be our go to for boarding in the future.

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Dana L.
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

Our pup was well taken care of, walks and ball chasing, lots of pictures showed the fun he was having. Kim even sent him home with a Christmas present- a stocking full of toys and treats.

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Cathy R.
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
35 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was amazing! She sent us frequent updates and pictures on how our dog Daisy was doing. Helped us relax and enjoy our trip knowing she was in great hands.

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Joe R.
Sitter Profile Image: Hester D.
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Hester D.
from
$38
per night
5.0 out of 5 stars
6 reviews
1 repeat client
23 years of experience
Pasadena, MD, 21122

Hester was absolutely wonderful! Sent us updates on our boy while we were out of the country and shared about all the fun he was having. Would definitely rebook and recommend!!

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Megan C.
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
49 reviews
23 repeat clients
20 years of experience
Pasadena, MD, 21122

Dan stayed with Jillian for two weeks and I felt confident that he was in good hands. She took special care of him during thunderstorms and the 4th of July fireworks. She sent regular updates and pics of Dan. He looked like he was right at home and had a great time playing with the other dogs. We’ll board him there for our next trip.

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

Willow had the best time with Shelby and her pup Ellie. Instant best friends. I felt totally confident that our 4 year old dog was having a vacation all her own the entire weekend. Lots of time outside, on walks, playing, and snuggling. 100% would recommend and feeling so happy we have a go-to sitter :) thank you guys!

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Alyssa M.
Sitter Profile Image: Katie F.
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Katie F.
from
$55
per night
5.0 out of 5 stars
115 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Katie did a wonderful job watching Frankie for us for a long weekend! She sent regular pictures and updates and we could tell Frankie was very happy at Katie's. Would absolutely recommend Katie for any future boarding needs!

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Emily B.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
65 reviews
30 repeat clients
31 years of experience
Pasadena, MD, 21122

Justine was great. She has lots of experience, and a bunch of energetic playmate pups! I appreciated the quick drop-off/pick-up without a hassle. She’s quick to respond and sent pictures throughout the day.

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Jeremy D.
Sitter Profile Image: Amy D.
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Amy D.
from
$50
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
7 years of experience
Arnold, MD, 21012

Amy and Ed were great. I was really happy and so was Buddy. I would recommend them to anyone who is looking for reliable people to watch their animals.

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Ann K.
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

If I could give more than five stars, I would! Janice and Stalio were wonderful dog sitters to my two toy fox terriers. They sent updates and photos during my trip to Iceland for a week. No complaints whatsoever, I couldn’t recommend them more!

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Chelsea G.
Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Trey and Melissa are a gift to not just me and my family but my sweet dog. They took amazing loving care of my dog, sent regular updates and treated Mabel like one of their own. Top notch!!! FIVE STAR!!

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Wendy B.
Sitter Profile Image: Ashley H.
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Ashley H.
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
25 years of experience
Annapolis, MD, 21403

So happy that we were able to find Ashley on such short notice. She took very good care of our Leo. She made sure to send regular updates and some adorable pictures of our dog enjoying himself. Thanks again, and I look forward to booking with you in the future

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Daniel M.
Sitter Profile Image: Carla B.
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Carla B.
from
$40
per night
5.0 out of 5 stars
5 reviews
12 years of experience
Severna Park, MD, 21146

We had a wonderful experience boarding our pup in Carla's home! Our dog was so well cared for, and Carla sent daily updates with pictures and videos. Her dog was incredibly sweet and got along great with ours. She did a great job balancing exercise with being mindful of our older dog's past surgeries and individual needs. We would absolutely book with her again and highly recommend her!

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Erin M.
Sitter Profile Image: Peggy G.
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Peggy G.
Star Sitter
from
$42
per night
5.0 out of 5 stars
68 reviews
23 repeat clients
20 years of experience
Pasadena, MD, 21122

Peggy is an awesome sitter. She communicated with me throughout my trip to keep me apprised of my dog’s status and sent pictures daily. These pictures helped me feel confident that all was well. SD

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Sean D.
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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 - Whitehall Estates

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: 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: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

10/10 - without a doubt my go-to sitter

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Noah M.
Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$14
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Arnold, MD, 21012

Mackenzie was great! She connected with our cats so well and captured their personalities in daily update photos. Mackenzie is very responsive and reliable and we will be reaching out to her again. Thanks Mackenzie!!

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Lexie T.
Sitter Profile Image: Delaney B.
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Delaney B.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
1 year of experience
Arnold, MD, 21012

Delaney was great, she was attentive to our pets, and provided daily updates with photos. She was even able to earn the trust of my extremely skittish cat, something that no other sitter has accomplished. Very happy.

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Matt L.
Sitter Profile Image: debi t.
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debi t.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
107 reviews
34 repeat clients
30 years of experience
Annapolis, MD, 21409

Debi is very sweet to our little old man, Frankie. He had a litter box accident and she very quickly contacted me and cleaned it thoroughly. It brings a lot of peace of mind to have someone kind watching our family pet.

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Rebecca W.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
43 reviews
14 repeat clients
10 years of experience
Annapolis, MD, 21409

Alexia is a Great Pet Sitter, she helped Rako out for 9 days, with our return He was Given Food and Water, and there was no mess. I love how she took care of his pads. Great Young Lady to hire.

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George G.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
557 reviews
258 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle’s drop-in visits for our cat Aura were prompt & reliable. All tasks were completed. Michelle went over & above what was required. Because Aura hid under a bed as is her habit with most visitors, Michelle sought & talked with her and was able to reach & pet her. Finally Aura purred & looked relaxed in the photos Michelle sent everyday. This was Aura’s second drop-in experience with Michelle. We feel very comfortable planning future visits with her.

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Karen S.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$14
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
6 years of experience
Annapolis, MD, 21403

Harrison was great! He was super flexible and communicative. He also checked in a couple times before the drop ins to ensure he had all the necessary information to care for Guillermo. He sent multiple pictures and provided an update for each visit, which I really appreciate. Thanks Harrison!

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Vanessa B.
Sitter Profile Image: Cheri F.
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Cheri F.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
85 reviews
37 repeat clients
40 years of experience
Annapolis, MD, 21409

This was our first time using Cheri and she was great. Check in/Check out and pics all timely. I enjoyed meeting her, very out going and well dressed. We will reach out to her again in the future.

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Kimberly M.
Sitter Profile Image: Lee M.
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Lee M.
from
$15
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

Lee did a fantastic job taking care of our kitty! They were always timely, helped in all of the ways we asked, and most importantly bonded very quickly with our cat who is usually quite skittish with new people. We will definitely look to rebook with Lee for future trips!

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Lance P.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
164 reviews
52 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather responded to my last-second request for someone to look after our two cats. And she handled some pretty detailed instructions that I provided for their care. I highly recommend Healther!

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Stephen C.
Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
27 reviews
9 repeat clients
20 years of experience
Annapolis, MD, 21409

Alexxis was great. She was patient in trying to get my shy cat to come out from under the bed. She sent many pictures. I would book her again.

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Mable W.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
66 reviews
19 repeat clients
1 year of experience
Annapolis, MD, 21403

Had a great, worry-free trip knowing the cats were in such wonderful care with Andrew! He is extremely communicative, prompt, and followed all directions to a "t". Definitely looking forward to using his services again!

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Jessica R.
Sitter Profile Image: Anna M.
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Anna M.
from
$13
per visit
3 years of experience
Annapolis, MD, 21409

About: I’ve taken care of cats a few times throughout high school. I am able to spend time with your pets and work with their routine.

Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$29
per visit
4.2 out of 5 stars
6 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

Ally is the best! Very reliable and very good with my puppy and cat. She takes such good care of them! We recommend her highly!

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Megan R.
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: Nora S.
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Nora S.
from
$18
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Arnold, MD, 21012

About: I have fostered orphaned kittens for over ten years. I have experience with kittens as little as 5 days old and up! I love to care for kittens.

Sitter Profile Image: Jayla B.
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Jayla B.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Annapolis, MD, 21409

Jayla was amazing with my dog Maisy! She came three times in one week and was punctual, kind, and responsible! I will definitely be using her again to help with my dog!

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Leah T.
Sitter Profile Image: Kayla G.
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Kayla G.
from
$18
per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
15 years of experience
Arnold, MD, 21012

Kayla was amazing! Always on time and made sure our cats were taken care off. Felt really comfortable leaving them in her care while my fiancé and I were cruising. Took plenty of photos and pets. Would definitely book with her in the future!

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Sierra H.
Sitter Profile Image: Chelsea T.
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Chelsea T.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

About: I work a hybrid position during the week allowing my schedule lots of opportunity to care for your fur baby. I have lived with Labrador retrievers all my life but love all animals. I live an active lifestyle. Caring for your pup would entail walking, exploring trails and local beaches. I have experience in caring for animals of all ages and energy needs. I provide a safe environment for your pet. I have a nice crate, beds, feeding bowls and leashes. I recommend a pet coming with their own toys for play! Locally there are serval nice walking trails and a great dog park. I am happy to chat more on providing the best care for your pet! My hours are very flexible. I work near by an am away from home a total of 8 hours a week. The other hours are spent at home in my office. I am happy to work around the needs of your family and schedules. Caring for your pet would entail creating a safe space. While walking your dog will be on a leash. I do not have a fence therefore your pet will not be left with the potential of escaping. The environment is very safe in my home with no access to toxins.

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Perfect for high energy dogs - Whitehall Estates

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

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Sitter Profile Image: Celena W.
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Celena W.
Star Sitter
from
$40
per day
5.0 out of 5 stars
12 reviews
4 repeat clients
7 years of experience
Annapolis, MD, 21409

Sooo easy to work with her under flexible conditions. My hound is a rescue from a nine-year life of abuse. Celena allowed Miguel and me to do a met and greet ahead of time so that it wouldn’t be a shock for him. He was treated as a visiting family member and enjoyed his stay.

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

I have used Michelle for both of my dogs, yesterday was her first time watching my 3 month old yorkie & she did a wonderful job. She made sure he was comfortable because he was afraid at first. I really appreciate Michelle for all of her help. I highly recommend her to anyone needing pet sitting services.

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Lor K.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
17 reviews
3 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
12 repeat clients
7 years of experience
Arnold, MD, 21012

Ed and Amy are pleasant and attentive to their pet guests. Plus, they are very good about making sure animals get bathroom breaks and exercise. In addition, Gunner’s warm demeanor always makes people feel welcome.

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Matthew H.
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.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
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
from
$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: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
76 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie was just great with our pup! Even though this was our first visit, they bonded quickly and I knew he was going to have a fun day. Walks, play date with another pup and a trip to the dog park - all things wonderful for an eager playful pup. I walked away as he walked in the house with Kacie. He was happy when I picked him up - perfect day in every way. Highly recommend Kacie - your pup will be in great hands. Plus, she’s so nice and super friendly!!

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Linda R.
Sitter Profile Image: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
37 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!

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Mike H.
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: Lena M.
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Lena M.
Star Sitter
from
$60
per day
4.9 out of 5 stars
20 reviews
6 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: 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: Luba & James H.
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Luba & James H.
from
$40
per day
5.0 out of 5 stars
251 reviews
51 repeat clients
45 years of experience
Arnold, MD, 21012

Luba and James are great. They have a beautiful home with a nice fenced in backyard. Lilly received lots of love and had a lot of fun playing with their dog Nellie.

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Laura K.
Sitter Profile Image: Julia H.
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Julia H.
from
$85
per day
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21403

Julia was incredibly responsive and promptly accepted our last-minute request. She took excellent care of our dog, providing frequent updates and photos that truly went above and beyond. She was attentive to his needs and very respectful of his comfort level. As a bonus, she has a delightful dog of her own, and ours clearly enjoyed the time playing together.

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Natalie K.
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: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
4 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

About: I am a trustworthy, responsible, reliable, and caring person who loves dogs. To fill the void of not owning my own dog at the moment, I am available to help my friends and neighbors with their pets. I will treat your dog with love and genuine care. My schedule is quite flexible and includes weekend availability. I look forward to caring for your dog as if she/he were my own. Let’s connect. I am happy to make arrangements based on what is best and most comfortable for your dog. Let’s talk about what works for you and go from there.

Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per day
28 years of experience
Severna Park, MD, 21146

About: As a pet lover and owner, I understand the level of care and security pet owners desire. I am patient with pets, understand their needs, and will give them plenty of exercise (as desired) and attention. Whether you need me to visit your pet's home or drop them off at mine, I am glad to help. If you would like me to house your pet, I have plenty of room as well as a fenced in backyard with plenty of room to run. There is also a bike trail nearby I would love to take your pet on if they enjoys walks. I currently have a small dog, but have owned other dogs before as well including a large dog, rabbits, a scorpion, and birds. I'm a quick at responding, so feel free to reach out whenever you may have a pet need. As a student, I have flexible hours and more availability than perhaps the average employee. I make it a point to take my own dog, Snickers on a walk at least once a day as well as playing fetch with her. I'd be happy to help keep your pet entertained as well. I have a comfortable home with plenty of indoor and outdoor space, and can make accomodations according to your pet's needs. I have a large basement in addition to a fenced in backyard, with plenty of room for them to run around. Have toys to provide as well to keep them entertained. I can provide a regular schedule for your pet to make sure they receive the care that works best for them. As a student, I can provide flexibility in regards to making home visits as well at providing care at my home if desired. I am just looking to help others with their pets. Please let me know any specifics or concerns you may have with what your pet may need.

Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$65
per day
5.0 out of 5 stars
96 reviews
20 repeat clients
20 years of experience
Annapolis, MD, 21401

About: I'm a 32 y/o born & raised Annapolitan living in the heart of DT, and was raised always having 2 big dogs and 2 cats at a time. As of now, I travel to the Eastern Shore once a week to help my folks take care of our beloved Piper (13 y/o grandma Weimaraner) and Rooney (8 year old tabby). They are my world, but my heart is always open to giving all critters my love! Caring for and gaining the trust of an animal is truly one of life’s biggest rewards for me. I’m beyond grateful to be caring for the local dogs & cats of the area — thank you for your consideration! Dog Walking & Drop-In’s: These two services are very similar. You can customize either and both are the same fee. Let me know how you'd like me to spend my visit! (for example: out of a 30 minute visit — 15 minute walk, 15 minute outside play, etc.). The dog walking option does provide you with a map of our route. I'm happy to brush, feed, medicate your pets, water plants, grab the mail, clean the litter box or do simple tasks at no extra charge. I live 2 blocks away from my full time job downtown, which gives me a lot of flexibility. I’m sure to update my calendar regularly and only accept bookings that I know I can fully accommodate. My focus is on quality time, providing care and comfort crafted specifically for each animal, and respecting boundaries/safety. Let’s talk about what your pet prefers, and I’ll make it happen! 🫶

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: Stacia D.
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Stacia D.
from
$45
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. 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 or is okay in a crate or enclosed room during meetings. I do make sure the dogs are exercised before and after. I communicate my anticipated work schedule and plan for the day with the pet owner.

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More than 1.6 million
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Adventure-ready dog walkers - Whitehall Estates

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: Ryan L.
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Ryan L.
from
$25
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: Tiffany O.
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Tiffany O.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: I am a true animal lover. I think animals become our family and I want you to feel comfortable that I will treat your pet like my own went in my care. I have experience with many kinds of animals, dogs, cats, hamsters, and reptiles. I am patient and kind and love to get to know your pet. This is currently my only job, so my schedule is very flexible. I am available morning, afternoons and evenings for visits. I can help on weekdays or weekends. I first get to know your pets basic needs, ensuring their safety, and offering enrichment. This includes feeding, providing fresh water, ensuring proper elimination, creating a safe and comfortable environment, offering exercise and playtime, and attending to any medical or behavioral needs. I am comfortable with small and large dogs as well as small pets and reptiles.

Sitter Profile Image: Delaney B.
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Delaney B.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Arnold, MD, 21012

About: Hi there! I'm Delaney. Over the past year, I have fostered 2 dogs and 6 cats! Each foster was a new learning experience, gaining insight into animals boundaries and needs! Often having sick or injured rescue fosters, I have experience with giving topicals and oral medications. I have always had dogs, dealing with puppies up until elderly care. For many years I have been a sitter for my neighbors 2 cats and one dog. It has become a passion to help and take care of dogs and cats, and I hope to be everything you need for a pet sitting experience! I will be heading back to Columbia SC on August 16th and won’t be in Annapolis for pet sitting anymore! I am available all summer long, the only time I am unavailable is 9am to 12pm Monday, Tuesday, and Wednesday, while I am taking an EMT class at AACC! I usually wake up early, so I’ll be available before and after this class!! I am very active, love to take long walks or runs. I am very open to following pet owners lead. Often staying in their own home is often better for a pets routine to reduce stress. I am available to give pets company during daytime, and if needed overnight. I know how stressful being away from your pet is, and sending updates is crucial!! I am very communicative, respectful, and clean.

Sitter Profile Image: debi t.
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debi t.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
107 reviews
34 repeat clients
30 years of experience
Annapolis, MD, 21409

Debi exceeded my expectations. She communicated thoroughly and provided photos. She was definitely thinking about what was best for our pets as well as us. I hope to get to have her spend time with our pets again and again. I know I can fully trust her.

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Donna M.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
43 reviews
14 repeat clients
10 years of experience
Annapolis, MD, 21409

Captain is a bark greeter and Alexia did a great job at keep calm and welcoming his excitement. He seemed very happy after the walk and hung around her a bit before she left. Overall fantastic experience.

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Jessica G.
Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

About: I’ve cared for dogs of all breeds & sizes over the years. I am comfortable with puppies through senior age. Friends, family and clients have relied on me to feed, walk, play with, clean up after, and love their pups as if they were my own. I can administer medications, including injections, and sq fluids. I can practice obedience skills during my visits as well. I’m available for pet care visits on Wednesday & Thursday mornings as well as evenings, Friday afternoon-evening, and all day on Saturdays and Sundays. I am also available on major holidays. Mondays and Tuesdays are on a case-by-case basis. I am very safety conscious and will care for your pets as carefully as I would my own. I will follow whatever your normal household routine is so that your pets feel safe and comfortable. They thrive with routines! If they use a crate, need treats after potty breaks, want belly rubs after a meal, etc., I am there for it all!

Sitter Profile Image: Avery B.
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Avery B.
from
$20
per walk
7 years of experience
Annapolis, MD, 21409

About: Hi! I’m Avery, and I absolutely love spending time with dogs of all sizes and personalities. As a personal trainer, I’m active, dependable, and enjoy getting outside, so whether your pup needs a quick potty break, a long walk, or some playtime while you’re away, I’m happy to help. I know how important it is to trust the person caring for your pet. I’ll treat your dog like they’re my own, making sure they get plenty of attention, exercise, and love during every visit. I’ll also keep you updated with photos and messages, so you can feel confident your dog is happy and well cared for. I look forward to meeting you and your pup! I currently work part time. I work mostly early mornings and some evenings so I am always around during the day and can be flexible! I will treat each dog like they’re my own! I’ll make sure the house is the way it was when I arrived and the dogs are well taken care of.

Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$15
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
19 years of experience
Arnold, MD, 21012

MacKenzie has been great with walking my very energetic (and demanding) Yorkie. She is professional, polite, prompt. Any complaints? Psssh, nope. Thank you MacKenzie!!

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April J.
Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
67 reviews
33 repeat clients
20 years of experience
Annapolis, MD, 21409

Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.

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Natalie E.
Sitter Profile Image: Lee M.
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Lee M.
from
$30
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

About: I've lived with dogs just about my entire life, and I've assisted in their care from the beginning to end of their lives. I currently live with one dog in the house, and I care for him alone on weekdays, including administering medications when needed. I also have experience taking care of other types of animals - I am versatile and flexible. I care for my own pet during the weekdays, but for most of the week he uses a daycare service, leaving me free to spend longer amounts of time elsewhere. He is also older and okay with being left in the house for a few hours even when I'm the only one watching him. I'm more than comfortable watching the house as well as the pets, and I will make sure that any house rules (no paws on the counter, etc) are upheld. As long as I'm acquainted with your house facilities, I will leave the place as neat as when I arrived, if not a little cleaner. :)

Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
27 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21409

Extremely helpful and flexible with scheduling times. Managed two Siberian huskies with no issue on long walks. Definitely recommend and will use again!

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Keith K.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
51 reviews
6 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen is reliable, kind and trustworthy. He shows up, gives my dog a good walk regardless of the weather, and responds quickly. I highly recommend him to anyone that needs a walker.

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James T.
Sitter Profile Image: Anna M.
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Anna M.
from
$15
per walk
6 years of experience
Annapolis, MD, 21409

About: I’ve taken care of dogs and cats since I was in high school. I am patient attentive, and have a flexible schedule to take care of your pets. I work part time and mostly at night so I will be able to spend a lot of time during the day with your pets. I can easily get to a clients home and am able to stay there with them as needed. I can spend plenty of time with your pets and give them plenty of attention.

Sitter Profile Image: Cade S.
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Cade S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Annapolis, MD, 21409

Cade did a fantastic job! Hendricks had a blast. He was right on time and took great care of our pup! Definitely will be having him help us again with Hendricks!

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Julianne H.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$32
per walk
4.2 out of 5 stars
6 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

So nice and living toward our dog, Captain.

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Kathleen M.
Sitter Profile Image: William W.
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William W.
from
$25
per walk
10 years of experience
Annapolis, MD, 21401

About: I have experience caring for dogs of different breeds, sizes, and personalities. I’m dependable, patient, and always make each pet’s safety and comfort my top priority. I understand that every pet has its own routine, so I follow feeding schedules, medication instructions, exercise needs, and any special requests exactly as provided. Pet care fits well into my daily routine, and I have a flexible schedule that allows me to provide reliable care throughout the week. Whether it’s morning walks, midday check-ins, evening visits, or overnight stays, I’m committed to making sure pets receive the attention, exercise, and companionship they need. I also make it a priority to stick to each pet’s normal routine so they feel comfortable and well cared for while their owner is away. I treat every pet with patience and respect, paying close attention to their behavior and needs. Whether they enjoy active play, long walks, or simply relaxing with company, I adapt my care to help them feel happy and comfortable while their family is away.

Sitter Profile Image: Nolan C.
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Nolan C.
from
$15
per walk
10 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc and had my own dog since I was 12. I have lots of experience in caring for animals from reptiles to mammals. I am very physically active and love to spend time outside so long walks and exercise is both fun for me and your pet. I am currently looking for a part time job my schedule is open for the relative future and any changes to my schedule will be minimal, I am fully available for a consistent walking or care schedule for your pet. I care for my dog with long walks, exercise/play time with his favorite toys or enrichment games. I also have a back and front yard at my house that my dog loves to play in with a park and beach access that allows dogs. When I care for bigger dogs I love to take them to the park in my neighborhood or one nearby to play fetch.

Sitter Profile Image: Gabby M.
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Gabby M.
from
$15
per walk
15 years of experience
Annapolis, MD, 21409

About: I have lots of pets, 2 being dogs! I am highly experienced with pet walking since I take care of my pets. I am very passionate towards animals and would love to help!! I am a senior in high school on summer break! I am free everyday of the week. Preferably in the morning so it doesn’t get too hot for your furry friend. I walk my dogs downtown and just around the neighborhood. They are smaller so there little legs can’t walk too far. I go for 20 minutes.

Sitter Profile Image: Kayla G.
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Kayla G.
from
$20
per walk
5.0 out of 5 stars
31 reviews
11 repeat clients
15 years of experience
Arnold, MD, 21012

Kayla was fantastic with our dog, Kona! She communicated clearly, sent great photo updates, and was very respectful of our home. Kona loved her walks and came back happy every time. Highly recommend!

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Nicole M.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
557 reviews
258 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle is professional and provides great / detailed feedback on stays with Rosie. She is reliable, accessible, and consistent in her performance and can be trusted to do her job well. Highly recommend!

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Reed W.
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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 - Whitehall Estates

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

Carlie and her family could not have been more loving and attentive. Arlo probably wanted to live there forever. She was incredibly kind about a mistake I made on pick up time.

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Jennifer M.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21409

Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!

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Cameron H.
Sitter Profile Image: Celena W.
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Celena W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
7 years of experience
Annapolis, MD, 21409

Celena was great with our 7 month old pup, Ace! He had so much fun at her house. She sent us many pictures and videos several times a day and for all of them he was playing and have the best time with her dog and her family. We would definitely book Celena again!

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

My frenchie had the BEST time with Lindsay and her puppy!!!! Lindsay sent me pics daily, and whenever I asked for one. My baby literally had so much fun at her house, I think he sulked for a few days after ? Lindsay will be our go to for boarding in the future.

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Dana L.
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

Our pup was well taken care of, walks and ball chasing, lots of pictures showed the fun he was having. Kim even sent him home with a Christmas present- a stocking full of toys and treats.

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Cathy R.
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
35 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was amazing! She sent us frequent updates and pictures on how our dog Daisy was doing. Helped us relax and enjoy our trip knowing she was in great hands.

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Joe R.
Sitter Profile Image: Hester D.
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Hester D.
from
$38
per night
5.0 out of 5 stars
6 reviews
1 repeat client
23 years of experience
Pasadena, MD, 21122

Hester was absolutely wonderful! Sent us updates on our boy while we were out of the country and shared about all the fun he was having. Would definitely rebook and recommend!!

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Megan C.
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
49 reviews
23 repeat clients
20 years of experience
Pasadena, MD, 21122

Dan stayed with Jillian for two weeks and I felt confident that he was in good hands. She took special care of him during thunderstorms and the 4th of July fireworks. She sent regular updates and pics of Dan. He looked like he was right at home and had a great time playing with the other dogs. We’ll board him there for our next trip.

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

Willow had the best time with Shelby and her pup Ellie. Instant best friends. I felt totally confident that our 4 year old dog was having a vacation all her own the entire weekend. Lots of time outside, on walks, playing, and snuggling. 100% would recommend and feeling so happy we have a go-to sitter :) thank you guys!

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Alyssa M.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
65 reviews
30 repeat clients
31 years of experience
Pasadena, MD, 21122

Justine was great. She has lots of experience, and a bunch of energetic playmate pups! I appreciated the quick drop-off/pick-up without a hassle. She’s quick to respond and sent pictures throughout the day.

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Jeremy D.
Sitter Profile Image: Amy D.
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Amy D.
from
$50
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
7 years of experience
Arnold, MD, 21012

Amy and Ed were great. I was really happy and so was Buddy. I would recommend them to anyone who is looking for reliable people to watch their animals.

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Ann K.
Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Trey and Melissa are a gift to not just me and my family but my sweet dog. They took amazing loving care of my dog, sent regular updates and treated Mabel like one of their own. Top notch!!! FIVE STAR!!

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Wendy B.
Sitter Profile Image: Carla B.
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Carla B.
from
$40
per night
5.0 out of 5 stars
5 reviews
12 years of experience
Severna Park, MD, 21146

We had a wonderful experience boarding our pup in Carla's home! Our dog was so well cared for, and Carla sent daily updates with pictures and videos. Her dog was incredibly sweet and got along great with ours. She did a great job balancing exercise with being mindful of our older dog's past surgeries and individual needs. We would absolutely book with her again and highly recommend her!

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Erin M.
Sitter Profile Image: Peggy G.
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Peggy G.
Star Sitter
from
$42
per night
5.0 out of 5 stars
68 reviews
23 repeat clients
20 years of experience
Pasadena, MD, 21122

Peggy is an awesome sitter. She communicated with me throughout my trip to keep me apprised of my dog’s status and sent pictures daily. These pictures helped me feel confident that all was well. SD

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Sean D.
Sitter Profile Image: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
147 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

Ciarra & Tarig took care of my Tyson while I was away for 2 weeks. They made me comfortable that my boy was taken care well. Highly recommended!!!

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Mario G.
Sitter Profile Image: Anya B.
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Anya B.
from
$25
per night
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
North Beach, Annapolis, MD, 21401

About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).

Sitter Profile Image: Kevin W.
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Kevin W.
from
$30
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Annapolis, MD, 21402

About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.

Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$50
per night
5.0 out of 5 stars
251 reviews
51 repeat clients
45 years of experience
Arnold, MD, 21012

Another amazing stay with Luba and James. It is the best feeling to see Biscuit get excited about his time away from us. There are no words for how grateful I am for the peace of mind that this family provides.

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Katie K.
Sitter Profile Image: Dana L.
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Dana L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
35 reviews
15 repeat clients
20 years of experience
Arnold, MD, 21012

Dana’s house was a perfect spot for our dog! She has a great fenced in yard and sent multiple photo updates reassuring us that our doggo was having a great time. Her location was a perfect stop on our way to the beach. Would definitely recommend!!!

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Jamie R.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Andy and Lydia took such amazing care of our big Bernese Mountain dog. Our boy is recovering from chemo and we were very hesitant to leave him anywhere overnight but they put all our fears to rest. They provided updates, pictures, and handled all of our pups medications and dietary needs. We will absolutely let them watch our guy again in the future.

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Anna K.
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1Global data from Rover (November 2025)