Pet Boarding in Annapolis

Find a loving Annapolis pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Annapolis pet boarders

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: 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: 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

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: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
203 reviews
85 repeat clients
10 years of experience
Riva, MD, 21140

Diana was very attentive to Rocky’s needs and routine as a young puppy! She frequently communicated with me and sent pictures to give me assurance that Rocky was adjusting and doing well as a new client. I will likely to book her services again. Thank you!

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Gaylene B.
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: Kacie B.
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Kacie B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
74 reviews
27 repeat clients
12 years of experience
Annapolis, MD, 21401

We used Kacie for two nights of dog boarding and she was awesome! Excellent communication, sent lots of photos/videos, daily walks and dog park visits. Our dog was in good hands and it was obvious he enjoyed his time with Kacie and Blu. We will definitely be booking with Kacie again and highly recommend her to anyone else.

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

As usual, this is like Summer's 2nd home. She is so comfortable and relaxed with Yukia. This makes it so much easier to have her as my dogsitter.

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

Being as though this was first experience reserving a pet sitter, Mady was fantastic. Very patient, plenty of communication and photos of my pupson. Very happy with our choice and I look forward to working with Mady in the future.

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Jaquan H.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
40 years of experience
Annapolis, MD, 21401

Lindsay and her pups definitely wore my dog out, which was great. The fenced in backyard was so helpful to allow my dog to use the bathroom and run around. She was also communicative about picking up and dropping off. We arrived late for pick up after a delayed flight and she had our dog’s items packed up so pick up was a breeze. Thank you!

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Patrick B.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Annapolis, MD, 21401

Sarah made our dog Stuart feel perfectly at home with her family. She treated him like her own, and kept us in the loop with photo updates. We felt reassured and comforted knowing Stuart was in such loving hands. Thanks so much, Sarah!!

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Lauren R.
Sitter Profile Image: Hester D.
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Hester D.
from
$35
per night
5.0 out of 5 stars
4 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: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
4.9 out of 5 stars
78 reviews
29 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay was amazing! She sent photos everyday, loved io Pepper while my daughter and I were away, and was always quick to respond if I had a question. Her home was lovely and Pepper enjoyed Lindsay’s backyard and her sweet dog, Coco!

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Katy M.
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: Laura T.
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Laura T.
from
$60
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

My pup Yoshi had a wonderful experience with Laura! She was attentive to everything he needed and provided a very loving environment for him to spend a few days in while I was out of town. I highly recommend Laura and will be certain to reach out to her again in the future! Thanks Laura!

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

This was my first time using Luba and James. They made me feel very comfortable leaving my dog in their hands. They send messages pictures and updates every day. They are great!!!!!

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Jermaine C.
Sitter Profile Image: Brittany K.
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Brittany K.
from
$40
per night
5.0 out of 5 stars
122 reviews
54 repeat clients
20 years of experience
Severna Park, MD, 21146

Brittany is the BEST! This was the second time we’ve used her for overnights with our pup. He always has so much fun at her house and that makes us so happy. ◡̈

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Danielle P.
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
17 reviews
4 repeat clients
17 years of experience
Pasadena, MD, 21122

Our pets felt right at home with Janice and Stalio. They were so welcoming, helpful and accommodating with our boys. They kept us up to date daily with pictures and messages and even helped us out with making them their food because we miscounted the amount we sent. They provided amazing care and we look forward to rebooking with them in the future.

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

Jackpot had the best time with Dana! We felt so comfortable during our time away knowing jackpot was being so well cared for!! I 100% recommend Dana! She is also an amazing photographer :) :)

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Stephanie W.
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
8 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca was wonderful. We just adopted our dog 2 months prior to our trip and this was our first time leaving her with anyone. We were really nervous, but Becca's natural love for dogs put us right at ease; she was so kind and patient with our dog. She sent us daily updates and pictures - my daughter loved it! Knowing that our dog was so well cared for, really allowed us to relax and enjoy our vacation!

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Amy R.
Sitter Profile Image: Julia H.
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Julia H.
from
$57
per night
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21403

Julia was wonderful! We left our doodle with her over the weekend and she seemed to have had a great time. Julia sent us multiple updates throughout the day with multiple pictures as well! Pick up, drop off, and communication went smoothly. We would definitely trust her to host our doggo again!

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Taylor H.
Sitter Profile Image: Nadia H.
Verified Enhanced Background Check
Nadia H.
from
$40
per night
5.0 out of 5 stars
54 reviews
24 repeat clients
5 years of experience
Odenton, MD, 21113

Rico was well cared for, Nadia sent updates and pictures that showed he was comfortable and a happy pup. Would definitely use her again and recommend her.

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Martha C.
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Annapolis pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Andy & Lydia did an outstanding job taking care of Bella. Andy was great at communicating how she was doing everyday & responding quickly to our texts. We were able to relax and enjoy our vacation knowing that Bella was having a fun time on her stay & being well taken care of. We will definitely use them again & recommend to others.

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Ann M.
Boarding
5.0 out of 5 stars

Katie is amazing!!! Cooper absolutely loved her and she took such great care of him! And took great care of us dog parents - sending such thoughtful picture and video updates !

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Holly S.
Boarding
5.0 out of 5 stars

Elaine was great and easy to work with! Our puppies were happy and well cared for. This was a long time for us to be away and we really appreciated the updates and pictures.

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Gina B.
Boarding
5.0 out of 5 stars

Taylor was incredibly accommodating and thoughtful! Our Roy had a great time with Riggins and his family and we would happily book with them again when we are in Annapolis next time. When we picked Roy up he was a tired, happy dog which is the best kind. 🙂

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Sarah H.
Boarding
5.0 out of 5 stars

Wish I could give her 10-stars. Kacie is an amazing sitter who always provides exceptional care for Juno. Extremely flexible, prolific communicator, and an overall really nice person. Juno is looking forward to her next visit with Kacie and Blue.

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Jon P.
Boarding
5.0 out of 5 stars

They could not have been nicer and more accommodating. Very easy going and took great care of young Duke. He was very happy there as the photos showed! Thank you! Highly recommend

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Bradley N.
Boarding
5.0 out of 5 stars

Lindsay took the best care of our golden girl! She shared lots of pictures and videos while we were gone. I wasn’t sure if Maggie would want to come home with us after this stay! We will absolutely bring our girl back to Lindsay again.

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Jib C.
Boarding
5.0 out of 5 stars

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

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Alyssa M.
Boarding
5.0 out of 5 stars

Such a great experience with Elaine! Dogs returned happy and content. What a relief! Already scheduled two additional sleepovers!

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Michele W.
Boarding
5.0 out of 5 stars

Blinne was patient with our puppy, took him on nice walks, and provided updates and photos throughout the time. She was also diligent on cleaning up our dog’s bed after he got peanut butter on it.

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Tim and Lauren
Boarding
5.0 out of 5 stars

Great experience! Jessica is very nice and took excellent care of Chewie during his first overnight stay. Thank you, and we’ll see you soon again! Daniela & Chewie.

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Daniela M.
Boarding
5.0 out of 5 stars

Lucy and Daniel took great care of our anxious girl Remmie - including during an unusual March thunderstorm! She came home happy and relaxed.

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Tim W.
Boarding
5.0 out of 5 stars

Jenna always does a fantastic job with our three dogs. She’s great at communicating and always keeps us updated. Most importantly, she takes really good care of our dogs and treats them like her own. We would absolutely recommend her to others!

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Annaliese B.
Boarding
5.0 out of 5 stars

Sarah made our dog Stuart feel perfectly at home with her family. She treated him like her own, and kept us in the loop with photo updates. We felt reassured and comforted knowing Stuart was in such loving hands. Thanks so much, Sarah!!

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Lauren R.
Boarding
5.0 out of 5 stars

Sandra was absolutely wonderful. She kept me updated with my pups by sending me daily pictures. My trip away was made that much more peaceful knowing my dogs were in a safe place. We definitely recommend her.

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Nina L.
Boarding
5.0 out of 5 stars

Henriette is very communicative and Bixby was very well taken care of. She kept us updated with lots of photos and Bixby came back relaxed and happy. We will be back!

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Sarah R.
Boarding
5.0 out of 5 stars

He was the best. He has a separate room dedicated for pets. He sent me updates everyday and was very easy and calm.. Best person to trust our furry babies with.

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Sirisha
Boarding
5.0 out of 5 stars

Pax did not want to leave Bailey after she dropped him back home. She was responsive, polite, and asked all the right questions before taking our rambunctious puppy for the first time.

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Elizabeth P.
Boarding
5.0 out of 5 stars

Mary was an awesome pup sitter! She gave our Ollie lots of love and walks, sent plenty of photos, and was a great communicator while we were away. I highly recommend her!

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Jaime P.
Boarding
5.0 out of 5 stars

Warren is great and Lilly enjoys her time with him. He’s flexible when schedule changes happen and he’s easy to work with.

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KarenSue D.
Boarding
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

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    It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

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Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Annapolis pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Annapolis.

Rover makes it easy to find Annapolis pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.