Dog Boarding in Annapolis

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Top rated Annapolis dog 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: 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

Kimberly and her family took great care of our dog Winnie while we were away over the holiday break! She sent pictures every day of her enjoying time inside and outside on her walks about the neighborhood. We are so grateful that we found them and will definitely use her in the future! Thank you, Kimberly!

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

Michelle was able to accommodate caring for Molly quite last minute when a family member fell through on care- I reached out around midnight one evening and the next morning I was able to drop Molly off. She regularly sent me pictures and updates of Molly and I felt reassured knowing Molly was in good hands and able to lie on comfy couches and even sleep in Michelle's bed, it seemed! Thank you Michelle, and I'll definitely reach out again.

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K. Anna S.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
86 reviews
23 repeat clients
8 years of experience
Arnold, MD, 21012

This was our first experience with Rover and it was absolutely wonderful! We have an older dog and she is both blind and deaf and Katelyn took such good care of her. She welcomed her into her home and treated her as if she were her own. Her communication was great. We received pictures/videos/updates several times a day. We will definitely use Katelyn again and highly recommend her!

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Eileen Or Jack S.
Sitter Profile Image: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
11 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: 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: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
15 years of experience
Severna Park, MD, 21146

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

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Kyanna B.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
224 reviews
60 repeat clients
10 years of experience
Annapolis, MD, 21401

AIKO had a little separation anxiety and was quickly loved and preoccupied and went on with his stay .. there were numerous updates and quick response to any questions that I had concerning AIKO stay ! He made a new friend and met other dogs . I was please with the environment very welcoming and clean !! Relaxed environment as well I am beyond pleased and looking at future dates . Thanks again

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SHONDA D.
Sitter Profile Image: Katie F.
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Katie F.
from
$45
per night
5.0 out of 5 stars
113 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Our first visit was so smooth. My dog seemed immediately comfortable with Katie. She sent pictures through the weekend and was flexible with pickup times. We are already looking to rebook her for next month. Thanks Katie?

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Stephanie W.
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
122 reviews
52 repeat clients
8 years of experience
Annapolis, MD, 21401

Our dog sitting experience with Shuling was wonderful. Lucky, our 4-year old mini goldendoodle, and his 2-year old beagle cousin looked like they were having a great time running around outside then relaxing inside. Shuling sent us lots of pictures. We would definitely contact her again if we need dog sitting coverage the next time we are in Annapolis.

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Debra N.
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: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
146 reviews
43 repeat clients
3 years of experience
Annapolis, MD, 21402

I couldnt have asked for a better sitter for Montana than Ciarra and Tariq! I felt comfortable leaving Montana with them as he didn't pay me any attention when I dropped him off. The goody bag was extra on top of their great service! I will definitely use them again!

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

Melissa and Thomas are fantastic! I was anxious as this was the first time Oreo had stayed away since we got her almost two years ago, but Melissa and Thomas were great and she settled really quickly. I really appreciated the quick notes, photos and videos! Oreo will beck for her next stay very soon, and neither of us will be anxious this time! Thanks so much!!

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Donna C.
Sitter Profile Image: Candice W.
Verified Enhanced Background Check
Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
97 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was a wonderful communicator, and took great care of our senior boy Dutch. He is very afraid of thunderstorms, and she was lovely in creating a calm, comforting environment for him during his stay. We had multiple updates a day with pictures. Would use Candice again and recommend her to others.

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Erika K.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Pasadena, MD, 21122

Wonderful that she sends updates with pictures of Dan while I’m out of town. She was very flexible about what time I picked him up from boarding when my flight came in earlier than expected.

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David P.
Sitter Profile Image: Andy & Lydia M.
Verified Enhanced Background Check
Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
63 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

We are so grateful Andy could take Phineas at the last minute while we attended a funeral. As a military family we automatically trust veterans a lot and Andy met all our expectations.

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Laura D.
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
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: Elaine S.
Verified Background Check
Elaine S.
from
$50
per night
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

Thank you so much Elaine for taking good care of my dog Kala. Your caring for my dog was above and beyond my expectations. Elaine sent us lots of photos of Kala during her stay. Kala looked so comfortable at her place. We would love to leave Kala for future boarding at Elaine's home. You are a fantastic pet sitter.

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Aparna K.
Sitter Profile Image: Celena W.
Verified Enhanced Background Check
Celena W.
from
$45
per night
5.0 out of 5 stars
10 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: Lucy & Daniel M.
Verified Enhanced Background Check
Lucy & Daniel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Appreciate Lucy and Daniel so much, they did a wonderful job with our pup. Provided updates and were very communicative throughout booking and the stay, would absolutely trust them to watch our boy anytime.

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Hassie C.
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$57
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
7 years of experience
Annapolis, MD, 21403

Shelby was really great - she was flexible as my plans changed a bit and took Elmer to the park multiple times throughout his stay with her. He wasn’t anxious at all when I picked him up - always a sign he had a great weekend. Will definitely book with Shelby again!

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Gabby B.
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Over 2,868
pet parents in Annapolis have booked dog boarding

Annapolis dog parents share their Rover experiences

1 / 1
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

Another wonderful experience with Andy and Lydia! We love booking with them (and our dear Pretzel loves playing with their Luna). Don’t ever hesitate to book with Andy and Lydia; you will not be disappointed by their service.

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Nicholas B.
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

Katie is great! Very communicative, warm and treated my dog like her own. Her dog is sweet too. Will rebook asap :)

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Athena A.
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

Arem took amazing care of our pug during boarding! He was very accommodating during pickup/drop off and sent us some great pictures.

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Brian W.
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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Annapolis is $49

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Annapolis average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Annapolis is $49 per night, including service fees. Boarding your dog for one week typically costs $343. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Annapolis dog boarding rates can be found as low as $30 to as high as $58 per night.

If you’re searching for a Annapolis dog 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.

As of Jun 2026, 1,898 sitters provided dog boarding in Annapolis. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Annapolis dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Annapolis have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Annapolis.

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

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

There are 1,898 dog boarding sitters in Annapolis on Rover, so you’re sure to find the perfect match for your dog! In Annapolis, 95% of sitters offer daily exercise, 97% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.