Pet Boarding Chesapeake

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

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Over 4,187
pet parents in Chesapeake have booked pet boarding

Chesapeake, 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: Leila M.
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Leila M.
from
$35
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Norfolk, VA, 23508

Great care taker for your fur baby 💯

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Raymond B.
Sitter Profile Image: Tina R.
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Tina R.
Star Sitter
from
$36
per night
5.0 out of 5 stars
112 reviews
26 repeat clients
20 years of experience
Greenbrier East, Chesapeake, VA, 23320

Tina did an excellent job caring for my two year old Bichon Frise. It was her first time staying the night at Tina’s house and she did a great job making her feel comfortable. Tina has excellent communication skills and her calm demeanor helped my pup get acclimated to her house during her stay.

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Ryan C.
Sitter Profile Image: Stacy V.
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Stacy V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
69 reviews
23 repeat clients
20 years of experience
Northwest, Virginia Beach, VA, 23462

Mark really looked to enjoy his stay and I was provided photos and videos throughout the stay. It was nice to have a yard for him to run and a family who you can tell loves all those they care for.

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Samantha J.
Sitter Profile Image: Gail T.
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Gail T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
68 reviews
36 repeat clients
50 years of experience
Portsmouth, VA, 23707

Gail was so prepared. Her dog was easy for our dog to get along with and her home and back yard were a perfect roaming space for Bronco. Thanks Gail

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Michael R.
Sitter Profile Image: Gail M.
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Gail M.
Star Sitter
from
$33
per night
5.0 out of 5 stars
51 reviews
10 repeat clients
20 years of experience
Virginia Beach, VA, 23464

Gail was amazing with our dogs, sent pictures every morning with updates which gave us peace of mind. She’s so kind and just happy to be with the doggies. We will be happy to return to Gail for figure services

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Charlotte H.
Sitter Profile Image: Geneive M.
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Geneive M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
272 reviews
93 repeat clients
12 years of experience
Norfolk, VA, 23509

Choose Geneive when you want your dog to be loved and expertly cared for! This was our first time using Rover and we are so happy with the choice we made. Our dog, Kirby, had a fun, safe stay. Geneive’a dog, Lady, was very friendly with him and they enjoyed walks along with visits to the dog park. We received lots of photos and updates which helped us to relax and enjoy our time away.

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Cindy L.
Sitter Profile Image: Mckayla F.
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Mckayla F.
from
$35
per night
5.0 out of 5 stars
43 reviews
13 repeat clients
7 years of experience
Portsmouth, VA, 23702

Mckayla did such an amazing job watching my Willow over the holiday weekend. The updates were consistent and the photographs were adorable. You could see how happy and comfortable she was spending the night and playing with the other dogs. We will be boarding with Mckayla again!

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Nick P.
Sitter Profile Image: Lisa W.
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Lisa W.
from
$35
per night
4.9 out of 5 stars
29 reviews
10 repeat clients
7 years of experience
Northwest, Virginia Beach, VA, 23462

Tea was very well cared for and happy during her stay. We really appreciated the updates and felt very comfortable leaving her. Highly recommend!

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Alessia C.
Sitter Profile Image: Aurelie Claudie B.
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Aurelie Claudie B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
166 reviews
37 repeat clients
34 years of experience
Norfolk, VA, 23503

Aurelie was absolutely incredible with Hermione! I received frequent pictures, very clear and helpful communication and she took incredible care of my big baby! She even dealt with very upset tummy situations and was incredible!! Will be using her every time I travel, my girl loved her!

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Cori A.
Sitter Profile Image: Jenn B.
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Jenn B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
80 reviews
31 repeat clients
20 years of experience
Virginia Beach, VA, 23456

Jenn was amazing..stayed in contact with messages, videos and pictures while we were away. Lynx had a wonderful stay and can’t wait to go back!!!

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Mike L.
Sitter Profile Image: Jiyali X.
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Jiyali X.
from
$35
per night
5.0 out of 5 stars
5 reviews
14 years of experience
Virginia Beach, VA, 23464

This was my first time using Rover, and it was a wonderful experience! My dog is 12 years old and blind, so at first I was anxious about leaving her under someone else’s care. Jiyali made me feel very comfortable with her listed experience and asking the right questions before dropping her off to make sure she would be comfortable and happy during her stay. She sent frequent updates, and in every photo and video my dog looked so happy to be there! The process was very convenient, and both me and my dog were comfortable with the care she provided and will definitely request her again. I’m grateful to have found someone that could ease my anxiety and make the experience wonderful. Thank you so much for everything!

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Kyra B.
Sitter Profile Image: Danielle P.
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Danielle P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
29 reviews
15 repeat clients
18 years of experience
Northwest, Virginia Beach, VA, 23455

Danielle was incredibly accommodating and worked with me with a last second boarding request. She was very loving towards my dog and I wouldn't hesitate to book another appointment with her!

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Kevin B.
Sitter Profile Image: Leslie W.
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Leslie W.
from
$35
per night
5.0 out of 5 stars
78 reviews
24 repeat clients
6 years of experience
Virginia Beach, VA, 23456

We have loved taking our dog to Leslie. Every time we pull up our dog gets super excited and it’s obvious that she enjoys being there. Leslie’s house has become her home away from home. I’m grateful we have found a trustworthy sitter who takes amazing care of our dog and loves her like her own. She keeps us updated, has great communication, and is willing to do whatever is needed for your dog. I definitely recommend her!

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Codi Alexis J.
Sitter Profile Image: Katja B.
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Katja B.
from
$40
per night
4.9 out of 5 stars
49 reviews
15 repeat clients
5 years of experience
Virginia Beach, VA, 23453

Katja was very receptive and welcoming. She made sure my pup was comfortable. She sent several pictures through the course of his short stay. She also was respectful of the arranged pickup time (which was decently early) and got up to make sure he ate and was walked (which she didn’t have to do!).

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Brian B.
Sitter Profile Image: Marie J.
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Marie J.
from
$39
per night
4.8 out of 5 stars
19 reviews
6 repeat clients
30 years of experience
Virginia Beach, VA, 23464

Marie was such a wonderful and caring with our dog Chito. She was very professional and updated us with pictures and messages of his activities. Our dog really enjoyed staying there from the looks of the pictures. From the moment he met Marie, he just took off without a complaint and was very excited to meet her. I would 10000% recommend her to take care of your dogs and I would rebook her again. Thank you Marie! ❤️

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Lourdes V.
Sitter Profile Image: Hailey B.
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Hailey B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
26 reviews
7 repeat clients
12 years of experience
Virginia Beach, VA, 23453

Hailey did great for my pup Ivy! She had a good time playing with her kids. Hailey was great about keeping me updated and sending me pictures and videos of Ivy. I will rebook in the future and recommend her to anyone that needs a sitter.

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Seth T.
Sitter Profile Image: Shanae R.
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Shanae R.
Star Sitter
from
$30
per night
5.0 out of 5 stars
21 reviews
9 repeat clients
8 years of experience
Aberdeen, Hampton, VA, 23669

Sent plenty of pics, bought treats and took great care of my big boy. Very informative, knowledgeable about dog care. Definitely will be sending my dog to her anytime she's available

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Emmanuel H.
Sitter Profile Image: Amy W.
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Amy W.
Star Sitter
from
$25
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
20 years of experience
Norfolk, VA, 23503

Amy was great with my pup!! She sent lots of updates and pictures which is something I really like seeing while I’m gone. Ducky came back a happy girl and I could tell she was well cared for!

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Caroline S.
Sitter Profile Image: Amanda S.
Verified Background Check
Amanda S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
148 reviews
83 repeat clients
20 years of experience
Great Bridge, Chesapeake, VA, 23322

Amanda is great with my two pups! Flexible on pick up times when my flight was delayed home. Thanks a million! Will book again in the future!

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Sarah K.
Sitter Profile Image: Melissa & Jeremy W.
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Melissa & Jeremy W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
58 reviews
19 repeat clients
30 years of experience
Norfolk, VA, 23518

They did a wonderful job with my girl! She was loved and it shows. I always worry about little with my girl but they reassured me and sent plenty of videos and photos :)

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Frida V.
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The median cost per night for pet boarding in Chesapeake is $40

Pet parents share their Rover experiences - Chesapeake

1 / 1
5.0 out of 5 stars

I’m so grateful that he was able to watch my dog on short notice! He was incredibly accommodating and made the whole process so easy. He is also a great communicator and kept me updated, which gave me peace of mind while I was away. I truly appreciate his flexibility, reliability, and care. I would definitely recommend him to anyone looking for a trustworthy and dependable dog sitter!

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Verônica S.
Boarding
5.0 out of 5 stars

Mrs. Dasiy is truly wonderful she welcomes my baby boy like one of her own she’s super attentive and considerate she will forever be my first choice

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Kambriel N.
Boarding
5.0 out of 5 stars

Blaine was very responsive when I scheduled. We met and he was very personable and easy with the dog. we took him to his home as we felt comfortable with him. His house is quiet and calm which we really appreciated. Blaine was very loving with our dog He sent us one picture when he calmed down. we were not interrupted on vacation, but he did response promptly to my text. I will absolutely allow him to sit for us again. Our dog has definitely decided he likes Blaine and bonded.

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Jennifer B.
Boarding
5.0 out of 5 stars

Michelle was so wonderful with our sweet doggo. She provided daily updates and provides such a safe caring environment for my fur baby. I never worried once on vacation. Highly recommend!

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Tara Y.
Boarding
5.0 out of 5 stars

Katie was fantastic! She’s well-organized & great with my dog. If I was staying in town longer, I’d definitely use her again. Highly recommend.

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Brandy B.
Boarding
5.0 out of 5 stars

Once again I had Madison watch my dog Cooper. She is absolutely fantastic with him and takes great care of him. Not even joking when I went to drop them off he took off down the street and ran right to her door. He was so excited. I know it's hard to find a good dog sitter but Madison is one of the best I have ever had.

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Jack D.
Boarding
5.0 out of 5 stars

McKayla was great! She sent lots of photos and updates. She was very responsive and took care of Teddy like he was one of her own! I will absolutely use McKayla again

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Stephanie P.
Boarding
5.0 out of 5 stars

Heather took great care of my pup! She was very attentive and Stella had a blast playing in the yard and pool with the kids.

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Shannon C.
Boarding
5.0 out of 5 stars

Lacey was amazing and was on top of sending updates/pictures plus keeping up with great communication. I would recommend her to anyone that needs help with a sitter!

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Ronnie C.
Boarding
5.0 out of 5 stars

Wonderful place for our sweet girl to be. Our pup struggles with anxiety due to a rescue background and Autumn was so patient with her and gave us wonderful daily updates with photos. Highly recommend.

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Destiny B.
Boarding
5.0 out of 5 stars

Beth and her family were so kind and we felt comfortable leaving our dogs with them. Got daily pictures and our dogs were very well cared for at Beth’s!

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Grace T.
Boarding
5.0 out of 5 stars

Jamie and Anthony were great! Their family seemed to be genuinely excited to take care of our boy while we were gone. We got daily pictures of him and they were super responsive. He was obviously very well cared for and loved on while he was with them!

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Gina W.
Boarding
5.0 out of 5 stars

Isaac took excellent care of our dogs, Duchess and Jojo, while we were away on a week-long cruise. His communication was great throughout our trip, and we really appreciated the frequent photo updates. We picked up our pups happy, healthy, and clearly well cared for. We would absolutely recommend Isaac to anyone looking for a reliable and caring pet sitter.

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Kirt W.
Boarding
5.0 out of 5 stars

Very easy to drop them off and pick up, Brandon came to help and was super friendly and very welcoming for my chaotic kiddos. He did a phenomenal job taking good care of them while I was away. I got lots of pictures of their walks and the fun things they did this amend. I was worried because one of my boys has an anxious attachment personality due to his upbringing before I adopted him, but that wasn’t much of an issue with him due to the comfort and care that was provided. Extremely happy with the service (:

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Daniella C.
Boarding
5.0 out of 5 stars

Shayla was fantastic! Daily updates to let me know how my pup was doing gave me peace of mind while away. She was also flexible with times and very responsive via text.

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Anastasia C.
Boarding
5.0 out of 5 stars

Our dog is always so excited to see Marina when we drop him off. She always takes such good care of him and he comes home happy and healthy. Thanks for all you do!

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David T.
Boarding
5.0 out of 5 stars

Aaliyah was so kind to Nasir I truly appreciate her! Nasir definitely enjoyed his time with her puppy and the big dogs on the farm! Will definitely book again soon!

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Jojo N.
Boarding
5.0 out of 5 stars

Thankful to Paul and his family for accommodating Bo and Jackson during a challenging sitter scheduling. He picked up my dogs from another sitter, identified some pet injuries, and reported them back to let me know my pets were safe and secure. Thanks to him and his family for providing me peace of mind.

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Clifton B.
Boarding
5.0 out of 5 stars

Zimir was absolutely great. We had some last minute changes to our plans and he was able to watch our dogs on short notice. He provided lots of updates, as well as pictures. I definitely recommend Zimir. He was great at communicating as well. Thank you very much Zimir!

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Jonvenette S.
Boarding
5.0 out of 5 stars

We absolutely love Ms. Karyn! She goes above and beyond in caring for our dog while we’re away, giving us total peace of mind. Her kindness, reliability, and genuine love for animals truly shines through!

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Alisha G.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
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Popular requests for pet boarding - Chesapeake

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Sitters in Chesapeake average 12
repeat pet boarding clients

FAQs for Boarding - Chesapeake

Frequently asked questions about Rover

The average cost for Pet Boarding in Chesapeake on Rover is $37.45 per night (as of September 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 1,056 sitters on Rover for Pet Boarding in Chesapeake. About 94% of Chesapeake 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 VA 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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