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
555 reviews
257 repeat clients
25 years of experience
Annapolis, MD, 21409

Overall it was a positive experience. Our dog had a playmate and received attention from Michelle and her husband. Michelle sent us daily photos which helped us see that he was safe and attended to. We look forward to using her services again.

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Dolores R.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
69 reviews
28 repeat clients
15 years of experience
Severna Park, MD, 21146

What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.

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Rob H.
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
24 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: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
138 reviews
60 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was amazing! Our dog Cloud loved his time so much he didn’t want to come back home to us hahaha. We will definitely use Shuling again in the future.

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Jay R.
Sitter Profile Image: Celena W.
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Celena W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
4 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: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

Elena did an amazing job with our Old English Sheepdog Lady. I could really tell that she loves taking care of animals, and she did a great job. Our dog was pretty nervous as she went to the vet the day before, but Eleana made her feel at home and I thank her for that. I highly recommend her.

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Daniel B.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
99 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was so sweet with our girl! Kept in touch and sent pictures every day. She even accommodated her need to sleep near people😂. Our flight was delayed and she took the stress out of the whole thing. Can’t recommend enough!

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Hope C.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
50 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: Hester D.
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Hester D.
from
$35
per night
5.0 out of 5 stars
5 reviews
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: Katie F.
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Katie F.
from
$45
per night
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

I was a little nervous leaving our sweet pup for so long but Katie made sure we get constant updates and pictures of what’s going on. She has a safe and cozy home and made our pup very comfortable. It’s good to know we have her to watch our pup when we go out of town.

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

Our first time boarding with Shelby was a great experience! She was flexible, communicative, and followed all care instructions for our dog Loki. Will definitely be calling her up in the future.

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Trevin B.
Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
4.9 out of 5 stars
79 reviews
29 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay is absolutely amazing! She treated our furr baby like her own. We are so grateful to have came across her. We will definitely be booking with her in the future. ??

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Marina W.
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
47 reviews
22 repeat clients
20 years of experience
Pasadena, MD, 21122

This was our second time leaving our dog Peach with them and she had the best time. It was a relief to know that she was in such good hands while we were out of the country. Jill kept in contact and sent regular pictures. 10/10 recommend them and will continue to use them!

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Brittany S.
Sitter Profile Image: Megan T.
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Megan T.
from
$33
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Annapolis, MD, 21403

Meghan is easy to work with and super accommodating. Gave my girl, Aurora, lots of exercise and TLC. We loved our stay with her!

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Rob C.
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
13 repeat clients
20 years of experience
Arnold, MD, 21012

Dana took my pup Dillon for a few overnights when I went out of town recently, and he had the best time! She sent frequent photo updates of his adventures, and it was clear that she cared for him like he was her own. The fenced-in back yard was perfect for this city boy to stretch his legs! 🐾

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Cheryl C.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca’s is so kind and accommodating! I have a senior dog with a heart condition and she was ready to do all the daily tasks for him. She is amazing !!!

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Rebecca 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
18 reviews
5 repeat clients
17 years of experience
Pasadena, MD, 21122

Janice and Stalio took amazing care of our dog Charlie! Couldn’t be happier with the experience and they were exceptionally understanding when our return flight was cancelled due to the winter storm and we were delayed coming home. Would highly recommend.

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Steve B.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
63 reviews
27 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: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
17 years of experience
Annapolis, MD, 21401

Riley was an outstanding sitter for our pup! He is a blind 10 yr old and she took the best care of him. She gave us updates throughout his stay and I really appreciated the pictures. If we’re ever in the area again, I would definitely trust Riley and she is our go to.

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Mackenzie G.
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

I recently had my first booking with Peggy and the entire process from meeting her to updates throughout Starbuck's stay was exceptional. It was very easy to schedule drop off and pick up times and she was easy to reach. Starbuck was completely comfortable in her home and in her care. I am so happy I chose Peggy for Starbuck's sitter needs and will be using her services in the future!

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Ashley M.
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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.

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

Cheri went above and beyond during this miserable ice and snow storm. She left extra food for the day she couldn't get here and then hiked down the road and slid down our ice covered and very long driveway to get to the cats the next day! We very much appreciated that she went the extra mile, or what probably felt like many miles! Thank you Cheri!

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Kimberly M.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
37 reviews
13 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: debi t.
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debi t.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
104 reviews
33 repeat clients
30 years of experience
Annapolis, MD, 21409

Debi has always been absolutely amazing when watching my two cats. They love her (which is hard for one of them) and they always look so happy during check in pictures.

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Brady E.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
555 reviews
257 repeat clients
25 years of experience
Annapolis, MD, 21409

Everything went great! The kitties were well-fed and the litter boxes were clean. Michelle was very responsible and did a great job! She came before for a meet & greet and was very attentive to my instructions and followed them precisely. We couldn’t be happier!

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Karen F.
Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
5 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: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
37 years of experience
Annapolis, MD, 21403

Fantastic, very thankful for her help. Will use again!

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

Lee did a great job staying with our kitty for a week. He was very communicative before and during his stay, sent pictures and updates every day, and left our house in great shape. I wouldn't hesitate to hire Lee again.

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Elihu M.
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: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
155 reviews
51 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather always does a great job and my sweet Luna loves her! We will have her as our pet sitter in the future again. Gives me peace of mind knowing my kitty is taken care of by someone great!

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Jordan S.
Sitter Profile Image: Catherine J.
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Catherine J.
from
$23
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
11 years of experience
Annapolis, MD, 21061

Catherine took great care of our beloved kitties. She was very responsible and maintained good communication with us when we visited our daughter in Costa Rica. We would highly recommend her!

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SusieS
Sitter Profile Image: Harrison S.
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Harrison S.
from
$14
per visit
3 repeat clients
6 years of experience
Annapolis, MD, 21403

About: I have had my cat ever since I was a kid I have trained my cat to stay close to home, to sit and too be friendly to other people that he meets.

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: 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.

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

I highly recommend Andrew for any pet sitting needs! He checked in on my cat and provided timely updates & great photos! Very responsive & communicative too!!

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Alex P.
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: 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: Debra P.
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Debra P.
from
$15
per visit
30 years of experience
Arnold, MD, 21012

About: Ive taken care of many cats for friends and family, even ones with special needs. I will keep your pet purring til you come home.

Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$14
per visit
5.0 out of 5 stars
10 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: Alexxis E.
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Alexxis E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 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: Amy W.
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Amy W.
from
$12
per visit
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: Hello! I am a teacher and parent who is reliable and trustworthy. I have always had a dog of my own and currently have 2 dogs, one 6 month old dachsund mix and the other is a 4 year old cattle dog mix. I am very passionate about helping others care for their dogs! When I was a teenager, I worked as a vet clean up tech at my local veterinarian. Everyone who knows will tell you that every time I see a dog, I always want to go pet it right away! I’m a true dog lover and would love to help people out caring for their pets! I am available in the early mornings and afternoons for walking and pet sitting! Holidays are also a great time for me because I’m off work then! I look forward to taking care of your fur babies! I am a teacher, so I'm available on the weekends and have more availability in the summer months to take care of dogs. I prefer to take care of dogs and cats in the mornings, but can do mid-day or afternoons if needed. I have a fenced in yard and a great neighborhood to walk dogs around. I also have a crate that can be used for small and large dogs if needed.

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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
11 reviews
3 repeat clients
4 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
555 reviews
257 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.
from
$30
per day
5.0 out of 5 stars
14 reviews
1 repeat client
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
27 reviews
11 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: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
46 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
74 reviews
28 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie was awesome! She took great care of Queen while I was away at work. Kacie is very easy to communicate with and was extremely accommodating when my schedule was switched up at work last minute. Multiple videos were sent of their daily adventures. Kacie took Queen to the park or on a hike multiple times throughout the day. I 100% recommend Kacie if you need a dog sitter!

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Jance S.
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
13 repeat clients
20 years of experience
Arnold, MD, 21012

Dana was great. We needed someone close to my sister's house while we celebrated an early Christmas, and she was able to help us out. We will definitely use her again when we are in town.

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Jennifer B.
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 Z. was amazing! Very loving and caring while dog sitting for my 3 month old puppy. Her pets were loving and playful also. She took lots of pics and kept me updated with his activities throughout the day. Will definitely request her services again.

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Melissa M.
Sitter Profile Image: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
36 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: 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: Liza S.
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Liza S.
Star Sitter
from
$65
per day
5.0 out of 5 stars
93 reviews
19 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: Whitney B.
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Whitney B.
from
$30
per day
5.0 out of 5 stars
60 reviews
21 repeat clients
14 years of experience
Annapolis, MD, 21401

Whitney is an excellent care provider for my fur baby! My girl suffers from separation anxiety and I needed someone she could hang out with when I was at work and my family was out of town. All I can say is this was the first time my baby was actually excited to leave me and stay with someone! She wagged her tail and easily went to Whittney when I dropped her off. Always came back to me happy and relaxed. Whittney was great sending me lots of pictures and she regularly took her for a walk. Plus, Whittney is so sweet herself, I want to be her friend!

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

Can’t thank Sydney enough for a wonderful day at her home for Aurora! Everything was perfect, with plenty of room to run outside and enjoy the outdoors. Even made a new friend! Can’t wait to be back again soon.

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Rob C.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
19 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: Luba & James H.
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Luba & James H.
from
$40
per day
5.0 out of 5 stars
247 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: 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: Sylvie L.
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Sylvie L.
from
$40
per day
22 years of experience
Annapolis, MD, 21401

About: I've recently graduated college and now have a lot of free time on my hands. I love animals so much(perhaps more than people...). I have experience in taking care of dogs of various sizes and temperaments. Growing up I've had a puggle, boxer, and now two german shepherd mixes who were adopted from shelters. I've volunteered at animal shelters where I walked, cleaned, brushed, and fed dogs. Furthermore, I've pet sat for neighbors and family members. My dogs live with my parents in Cascade, so I don't live with dogs nor other humans at my house in Annapolis. I would love to take care of your pets! I will be starting a program that runs from M-F 9-3:30 soon, but am available after 3:30 M-F and all day on Saturdays/Sundays. I could walk, feed, or let out your pets before 9 as well. The M-F schedule will change come the end of July which would give me more availability on those days. When I'm at my parent's house, I let my dogs out in the mornings, feed them breakfast and dinner, give them medicine, go on walks/hikes, practice tricks and obedience tasks with them, and play with them. I'm more than happy to provide these services in my client's home too!

Sitter Profile Image: Blake K.
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Blake K.
from
$45
per day
5.0 out of 5 stars
3 reviews
10 years of experience
Annapolis, MD, 21401

About: I have had dogs my whole life! My golden just recently passed and I currently have a 4 year old Australian Shepherd. I would love to walk and take care of your dog. Our current dog Bodie would also love to have friends to play with! Most of my experience is with bigger dogs but I am open to smaller dogs as well. I live in a neighborhood that is dog friendly and there are plenty of dogs around for fun interaction and play time if the dog is allowed! My schedule is open and flexible. I work in and out of the office weekly but can accommodate most schedules! Will only accept what I’m able to do! I love going on long walks. Pets are treated like humans in our household. We love animals so much and can’t wait to take care of your pet.

Sitter Profile Image: Lyndsy S.
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Lyndsy S.
from
$25
per day
5.0 out of 5 stars
30 reviews
10 repeat clients
30 years of experience
Annapolis, MD, 21403

About: I’m a full time teacher but am looking for something else to do with my weekends! I am also considering if I can make a living out of dog/cat/pet sitting. I work full time but have availability most evenings during the week and weekends to be able to do drop-ins and take care of your pet!! I would be able to sit for a cat or other pet who could be left at home all day any day of the week. I have a fenced in yard. I also live on a cul de sac which means there isn’t much car traffic…thus making my house a safe and calm place for your pet to stay!

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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: 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: Alexandra M.
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Alexandra M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
5 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: 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: Harrison S.
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Harrison S.
from
$15
per walk
3 repeat clients
4 years of experience
Annapolis, MD, 21403

About: I’ve had dogs and cats my whole life growing up and been a pet owner for 18 years. I have walked, feed and cared for our family’s, friends, and neighbors. I’m am great with younger pets that need to release some energy and great with older pets that need a little bit more patience and time. I can’t wait to meet your pet and give a helping hand to your family. I’m completely flexible any days and times. Happy to do a meet and greet free of change! I currently own two pups named Dunkin and missy and a cat named bonnaroo. Which I care routinely. I don’t have any other big jobs right now so my main goal is focusing on the animals and making sure they get exercise. I love to get exercise and walk with my dogs. Also love to throw the ball with my dogs. By also Making sure they have food and water and stay healthy.

Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
37 reviews
13 repeat clients
10 years of experience
Annapolis, MD, 21409

We absolutely love, Alexia! She is consistently punctual and genuinely engages with our dog during his walks. What really stands out as how well she manages him, especially when he gets reactive around cars and certain dogs. Alexia took the time to do a meet and greet before our first walk, which made all the difference in ensuring everything went smoothly. We've already booked her for multiple walks and will definitely continue using her services. We feel so fortunate to have found her!

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Nathaniel V.
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

Allison has been walking my dog for a few weeks now and she’s been great! Great with communication of her schedule and Murphys needs. I would highly recommend Allison as a walker and boarder.

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

Debi is great! She is quick to respond to messages, was puntual to the appointments, very caring towards my dog, asked questions to get clarification on how to best care for my dog. You can immediately tell she’s knowledgeable about dogs and a huge dog lover! She’s amazing, highly recommend!

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Xiomara E.
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: 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: Nolan C.
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Nolan C.
from
$15
per walk
8 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc. I have lots of experience in caring for animals from reptiles to mammals. 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 have an invisible fence with a front and back yard, two parks that allow dogs in my neighborhood including water access. I have open space in the home and can easily follow any typical rules or care needs for your pet

Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
26 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.
from
$15
per walk
4.9 out of 5 stars
51 reviews
4 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: Emily T.
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Emily T.
from
$25
per walk
6 years of experience
Annapolis, MD, 21409

About: When it comes to my pet care experience I have always had a pet at home. I thoroughly enjoy being around animals therefore, this affords me the opportunity to enjoy my work. For drop-in visits after I have exercised the dog by taking it out I will remain in the home to play with the dog so they have the opportunity to release more energy. When housesitting I respect the rules of the owners house and make sure that when my time is finished the house is the way they left it. Prior to walking the dog I will ask the owner what to anticipate. Also if they have a preferred route for the dog's comfort. I also like to know how the owner rewards their pet so there is consistency between the owner and myself. I am working M-F from 7AM-4PM, so I am available to do evenings and weekends. I'd prefer weekends as I am more available for multiple drop ins or can be with your dog easier. I generally like to follow the rules of the owner. I am super respectful and do not want to do anything the owner wouldn't do for their dog themselves. I am very good at following rules and would never take it upon myself to decide things for the pet without consulting with the owner first.

Sitter Profile Image: Debra P.
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Debra P.
from
$20
per walk
50 years of experience
Arnold, MD, 21012

About: Ive taken care of my personal and family pets since i was 6 years old. Over these many years, other friends/ family have entrusted me with the care of their furry, feathery, and swimming family members. I have taken care of youngsters to older pets. From dogs, to chickens... I have you covered. I prefer to stay at your house. It keeps your loved one in their familiar environment. The care and safety of your pets( and your house) is my highest concern. I will become you pets second favorite human, after you. I currently work a very set schedule for work but am able to adjust it to my clients needs. My reliability and flexibility makes me an ideal caregiver. I prefer to keep your family member/s in their own environment. It helps to make them feel safe and comfortable. Each client is given my full attention especially to keep their routine and follow any instructions that is special to each of my clients. And always keeping your loved ones happy, healthy, and safe.

Sitter Profile Image: Lee M.
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Lee M.
from
$30
per walk
5.0 out of 5 stars
7 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: Amy W.
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Amy W.
from
$15
per walk
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: Hello! I am a teacher and parent who is reliable and trustworthy. I have always had a dog of my own and currently have 2 dogs, one 6 month old dachsund mix and the other is a 4 year old cattle dog mix. I am very passionate about helping others care for their dogs! When I was a teenager, I worked as a vet clean up tech at my local veterinarian. Everyone who knows will tell you that every time I see a dog, I always want to go pet it right away! I’m a true dog lover and would love to help people out caring for their pets! I am available in the early mornings and afternoons for walking and pet sitting! Holidays are also a great time for me because I’m off work then! I look forward to taking care of your fur babies! I am a teacher, so I'm available on the weekends and have more availability in the summer months to take care of dogs. I prefer to take care of dogs and cats in the mornings, but can do mid-day or afternoons if needed. I have a fenced in yard and a great neighborhood to walk dogs around. I also have a crate that can be used for small and large dogs if needed.

Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$15
per walk
5.0 out of 5 stars
10 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: Michelle M.
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Michelle M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
555 reviews
257 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.
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
11 reviews
5 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: 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.
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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
$42
per night
5.0 out of 5 stars
69 reviews
28 repeat clients
15 years of experience
Severna Park, MD, 21146

What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.

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Rob H.
Sitter Profile Image: Celena W.
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Celena W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
4 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: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

Elena did an amazing job with our Old English Sheepdog Lady. I could really tell that she loves taking care of animals, and she did a great job. Our dog was pretty nervous as she went to the vet the day before, but Eleana made her feel at home and I thank her for that. I highly recommend her.

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Daniel B.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
99 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was so sweet with our girl! Kept in touch and sent pictures every day. She even accommodated her need to sleep near people😂. Our flight was delayed and she took the stress out of the whole thing. Can’t recommend enough!

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Hope C.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
50 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: Hester D.
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Hester D.
from
$35
per night
5.0 out of 5 stars
5 reviews
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: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Our first time boarding with Shelby was a great experience! She was flexible, communicative, and followed all care instructions for our dog Loki. Will definitely be calling her up in the future.

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Trevin B.
Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
4.9 out of 5 stars
79 reviews
29 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay is absolutely amazing! She treated our furr baby like her own. We are so grateful to have came across her. We will definitely be booking with her in the future. ??

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Marina W.
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
47 reviews
22 repeat clients
20 years of experience
Pasadena, MD, 21122

This was our second time leaving our dog Peach with them and she had the best time. It was a relief to know that she was in such good hands while we were out of the country. Jill kept in contact and sent regular pictures. 10/10 recommend them and will continue to use them!

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Brittany S.
Sitter Profile Image: Megan T.
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Megan T.
from
$33
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Annapolis, MD, 21403

Meghan is easy to work with and super accommodating. Gave my girl, Aurora, lots of exercise and TLC. We loved our stay with her!

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Rob C.
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
13 repeat clients
20 years of experience
Arnold, MD, 21012

Dana took my pup Dillon for a few overnights when I went out of town recently, and he had the best time! She sent frequent photo updates of his adventures, and it was clear that she cared for him like he was her own. The fenced-in back yard was perfect for this city boy to stretch his legs! 🐾

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Cheryl C.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca’s is so kind and accommodating! I have a senior dog with a heart condition and she was ready to do all the daily tasks for him. She is amazing !!!

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Rebecca B.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
63 reviews
27 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: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
17 years of experience
Annapolis, MD, 21401

Riley was an outstanding sitter for our pup! He is a blind 10 yr old and she took the best care of him. She gave us updates throughout his stay and I really appreciated the pictures. If we’re ever in the area again, I would definitely trust Riley and she is our go to.

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Mackenzie G.
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

I recently had my first booking with Peggy and the entire process from meeting her to updates throughout Starbuck's stay was exceptional. It was very easy to schedule drop off and pick up times and she was easy to reach. Starbuck was completely comfortable in her home and in her care. I am so happy I chose Peggy for Starbuck's sitter needs and will be using her services in the future!

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Ashley M.
Sitter Profile Image: Carla B.
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Carla B.
from
$31
per night
12 years of experience
Severna Park, MD, 21146

About: Dog mom to a friendly 3-year-old Lab mix and passionate about providing loving, attentive care. I’ve owned a dog for the past 12 years, but grew up caring for my friends and neighbors pets. Your pup will enjoy plenty of attention, walks on the Baltimore & Annapolis Trail, or relaxed time in our fenced backyard. Whether they’re young and energetic or a senior who prefers a slower pace, I’ll treat them like family and care for them as if they were my own. For boarding, during the work week we are not home from 8:30-2:30. We will be home all day on the weekends. For walking and drop ins, I am available in the afternoon and evening during the week, all day on the weekends. Your dog’s safety, comfort, and happiness are my top priorities. We have a secure fenced-in backyard where dogs can safely play, explore, and enjoy time outdoors. We have indoor cameras to monitor the house while we are at work. Our friendly 3-year-old Lab mix loves meeting new canine friends and provides great companionship for visiting dogs. I carefully supervise all interactions and make sure each dog feels comfortable in our home. We have an 11 year old and 6 year old that both grew up with a dog and are very caring and respectful of boundaries. They will be supervised while with your dog. Whether your pup enjoys active play, relaxing in the yard, or extra attention and cuddles, they’ll be treated like a member of the family in a safe, loving, and trustworthy environment.

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: Anya B.
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Anya B.
from
$25
per night
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: Amy D.
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Amy D.
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
7 years of experience
Arnold, MD, 21012

I was so nervous boarding our two dogs with a Rover sitter vs a facility, but both Amy and her husband took SUCH good care of our babies. I had a family emergency and had to leave them for five days. They went on tons of walks, got ample amounts of snuggles, and I was updated with pictures every step of the way. I could focus on family knowing they were in excellent hands, and we will certainly be using them again!

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

Thomas and Melissa took excellent care of our large, energetic dog. They sent updates and pictures throughout the day and were flexible with their schedule. We will definitely be requesting their services again!

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Nina P.
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1Global data from Rover (November 2025)