Pet Boarding Annapolis

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

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Over 1,317
pet parents in Annapolis have booked pet boarding

Annapolis, Find top rated pet boarding

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

1 / 1
Sitter Profile Image: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
147 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

Ciarra was amazing!! She did so great with my baby not sure if my pup wanted to come back home with me ? she constantly updated me with everything and I could tell she treated my dog like it was her own. Highly recommend and would go back if I need to go on vacation again!

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Lorabelle A.
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: 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

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

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Andrea M.
Sitter Profile Image: 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

Belle’s time with Laura and Bunny was great!! My baby was full of life and energy! She definitely enjoyed her time, and I felt very comfortable that she was in good hands! The meet and greet was definitely the kick off to a wonderful stay! Thank you Laura and Bunny for taking such good care of Belle! See your gals soon!!

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

Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!

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

We started using Rover because our senior dogs just couldn't keep up with group playtime at larger boarding facilities, and it was outrageously expensive for 2 large dogs. We booked with Andy before and felt so much more comfortable using him than we ever did with boarding, especially since this was a longer trip. Andy was great and communicated with updates daily. There was some tension with our dogs and his this trip, but it seems that with Andy's patience and persistence the dogs were able to work it out. Sometimes dogs just don't get along, but Andy was able to manage everything, keeping everyone safe and warm even when it was 10 degrees outside. We 1000% recommend Andy!

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Amanda M.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
56 reviews
17 repeat clients
40 years of experience
Edgewater, MD, 21037

What a lovely experience working with Beth. She put our dog at ease and gave her an active, nurturing stay. I really appreciated Beth's flexibility when we needed to modify our pick up times. Looking forward to working with Beth again!

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

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Jamie R.
Sitter Profile Image: Emily S.
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Emily S.
from
$60
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Annapolis, MD, 21403

Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!

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

Fantastic - Amazing - Wonderful! Yukia was a great communicator from the start. We talked before we brought our rascal over. We even did a meet and greet just to make sure he would take to her - and he sure did! During our trip she sent daily photos and updates, and our kids could not wait to get them every day. I could tell when I went to pick him up that he was very happy to be with her. For a quick moment he could not decide if he wanted to stay with her or come back home. It was his first time with someone else and she obviously took great care of him. There is no doubt that we have found our pet sitter for good!

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Brady M.
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

Couldn't ask for a better sitters - I boarded my pup with Janice and Stalio for three days. They were accommodating with some changes to my schedule and sent photos and feedback while I was away. I look forward to booking them again since I know my dog is happy and cared for well.

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Cynthia S.
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

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

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David P.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
74 reviews
28 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie is an outstanding dog sitter! Our dog (Koda) loves staying with her. He is all wags when we drop him off. We never have to worry about how things are going because Kacie sends lots of daily updates. We’ve used Kacie for boarding multiple times and will continue to do so. Highly recommend!

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Kyle A.
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 watched my dog Winston for the weekend, and not only was she very responsive to my messages leading up to the trip, she also sent me plenty of updates and pictures while I was away. It sounded like she and her family enjoyed watching my dog which made me really happy to hear. I will definitely book with Sarah again!

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Sarah H.
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: 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: 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

This was Balee's first boarding stay with Mady. She and her family were Ah-Mazing! I felt bad leaving because of an ear infection that he was diagnosed with a day before our departure. Balee received lots of TLC during his visit and Mady kept me updated about his adjustment daily (which was comforting).

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Temeka P.
Sitter Profile Image: Lindsay M.
Verified Enhanced Background Check
Lindsay M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
46 reviews
11 repeat clients
40 years of experience
Annapolis, MD, 21401

I am so glad I found Lindsay to watch my dog!! Giles had the absolutely best time playing with her dog and sleeping with them! Lindsay sent so many pictures and videos, which I loved, and Giles didn't want to leave when I came to pick him up! Her place is totally a doggie fun ranch.

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Shanna J.
Sitter Profile Image: Justine P.
Verified Enhanced Background Check
Justine P.
from
$55
per night
5.0 out of 5 stars
62 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: 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 was so great with Olivia! She was able to watch her very last minute and work with our schedule. She kept me updated with pictures. When we took Olivia and brought her back the second night Olivia ran right up to her and her daughter crying with excitement. She came home all tired out which showed how much fun she had.

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Brittany D.
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The median cost per night for pet boarding in Annapolis is $50

Pet parents share their Rover experiences - Annapolis

1 / 1
5.0 out of 5 stars

Kacie was super communicative and sent us pictures /videos/updates. We felt comfortable leaving our dog with her for a long weekend for the first time with someone who wasn’t a family member. Would definitely book her again!

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Caroline R.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Sofia is simply the best! Blue returned home happy and regulated. She took him on many beautiful walks, including downtown, and he had fun with her dog, Toby, too. Sofia is so calm and knowledgeable. Her peaceful energy immediately puts Blue at ease. We love her!

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Angie W.
Boarding
5.0 out of 5 stars

I am so glad I found Lindsay to watch my dog!! Giles had the absolutely best time playing with her dog and sleeping with them! Lindsay sent so many pictures and videos, which I loved, and Giles didn't want to leave when I came to pick him up! Her place is totally a doggie fun ranch.

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Shanna J.
Boarding
5.0 out of 5 stars

Thank you for taking care of our Chewie while we were away. He was a bit of a challenge as his stomach got upset during his stay, but Jessica still took great care of him. Thank you again!

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Daniela M.
Boarding
5.0 out of 5 stars

Melissa and Thom took such great care of Max! He loved the companionship of Tanner and border collie friend, and walks, etc. Lots of love always from their family! Thank you!

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Lesley G.
Boarding
5.0 out of 5 stars

Leslie is the best host! She loves my dog like her own, and I always know he’s well taken care of when I’m away.

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Melissa W.
Boarding
5.0 out of 5 stars

Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!

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Andrew L.
Boarding
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

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

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
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How Rover works

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Sitters in Annapolis average 10
repeat pet boarding clients

FAQs for Dog Boarding - Annapolis

Frequently asked questions about Rover

The average cost for Pet Boarding in Annapolis on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 5,894 sitters on Rover for Pet Boarding in Annapolis. About 91% of Annapolis sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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