Pet Boarding in Chesapeake

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

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Top rated Chesapeake pet boarders

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: Beverly R.
Verified Enhanced Background Check
Beverly R.
Star Sitter
from
$30
per night
5.0 out of 5 stars
61 reviews
22 repeat clients
18 years of experience
Greenbrier West, Chesapeake, VA, 23320

Beverly was great with my baby while I was away for a week. Received many pictures and videos everyday and bathed her so she could come home clean 😁!

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Kristin D.
Sitter Profile Image: Jenn B.
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Jenn B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
66 reviews
24 repeat clients
20 years of experience
Virginia Beach, VA, 23456

I am greatful Jeen took care of Sara for a whole week she kept posted w enogh pictures which help feel very relax and confident my puppy was in good hands w a good family Thanks very much for your help

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Ana R.
Sitter Profile Image: Beth C.
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Beth C.
Star Sitter
from
$39
per night
5.0 out of 5 stars
94 reviews
27 repeat clients
20 years of experience
Indian River, Chesapeake, VA, 23325

Beth was amazing, I had a last family emergency and she was he keep my fur baby at the last minute. My baby was really happy there and was treated very well. Im very grateful for Beth helping me out at the last minute.

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Starsky L.
Sitter Profile Image: Autumn S.
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Autumn S.
from
$60
per night
4.8 out of 5 stars
18 reviews
6 repeat clients
13 years of experience
South Norfolk, Chesapeake, VA, 23324

Autumn was incredible with Jack and Daisy! From the moment we met her, I could tell they were in great hands. She clearly knows her stuff when it comes to dogs, and her experience really shows. Her setup is super clean and safe, and I loved that the kennel is attached to her home — it felt like Jack and Daisy were part of the family the whole time.

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Lauren F.
Sitter Profile Image: Cassandra & Tradd D.
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Cassandra & Tradd D.
from
$40
per night
5.0 out of 5 stars
48 reviews
24 repeat clients
5 years of experience
Deep Creek South, Chesapeake, VA, 23323

Cassandra and Tradd were awesome! They treated Ginger like a member of their family. We received updates and pictures her entire stay. They will be our go-too for Ginger's care from now on.

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Richie B.
Sitter Profile Image: Ayana B.
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Ayana B.
from
$40
per night
5.0 out of 5 stars
111 reviews
47 repeat clients
8 years of experience
Indian River, Chesapeake, VA, 23320

Ayana was great with Snoopy! She sent frequent pictures and updates and I could tell that he enjoyed his time at her home. She even went above and beyond and sent Snoop home with a little care package of treats! Would highly recommend.

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Nick H.
Sitter Profile Image: David P.
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David P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
84 reviews
27 repeat clients
15 years of experience
Norfolk, VA, 23518

Murphy had a blast! David was perfect for my 2.5 yo lab, who had boundless energy. The massive fenced yard and some new best doggo friends made “camp” the best ever!

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Jenny M.
Sitter Profile Image: Gail M.
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Gail M.
Star Sitter
from
$33
per night
5.0 out of 5 stars
47 reviews
8 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: Rachel & Andrew J.
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Rachel & Andrew J.
from
$25
per night
5.0 out of 5 stars
19 reviews
9 repeat clients
10 years of experience
Norfolk, VA, 23503

Rachel was EXTREMELY nice & kept me up to date with Oliver. I wasn’t comfortable with the idea of leaving him but I was immediately put at ease once I met her and talked to her . I absolutely recommend booking with them & I will most definitely rebook with them .

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Z.R. J.
Sitter Profile Image: Kobie H.
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Kobie H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
203 reviews
113 repeat clients
13 years of experience
Greenbrier West, Chesapeake, VA, 23320

Kobie did a great job watching our pups. He takes special care to ensure all the dogs staying with him get along and are safe and he’s a nice guy. He was very flexible with pickup/drop off which made getting to our vacation that much less stressful.

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Christian W.
Sitter Profile Image: Geneive M.
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Geneive M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
269 reviews
92 repeat clients
12 years of experience
Norfolk, VA, 23509

Geneive is a treasure. We are so thankful that she and her family treated our dogs as their own. My dogs were so happy and well cared for during their stay. I loved the frequent updates so we were able to keep up with our pups. Thank you!!!

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Meg F.
Sitter Profile Image: Michelle J.
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Michelle J.
from
$45
per night
5.0 out of 5 stars
38 reviews
13 repeat clients
15 years of experience
Norfolk, VA, 23518

Michelle watched my two golden retrievers for four days and was fantastic. She was very communicative and sent me multiple pictures/text/videos throughout the day. She walked my dogs twice a day, took them outside a ton, and played lots of fetch. I would highly recommend her.

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Samantha K.
Sitter Profile Image: Shannon S.
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Shannon S.
Star Sitter
from
$40
per night
4.9 out of 5 stars
70 reviews
22 repeat clients
20 years of experience
Deep Creek South, Chesapeake, VA, 23323

Shannon was fantastic! She provided many pictures during our trip. I could tell that my two pups felt right at home. Easy communication and she had all our dogs’ things ready to go when we arrived, which was so nice since our flight was delayed coming home and we were very tired. I will definitely be using Shannon again in the future.

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Phaedra L.
Sitter Profile Image: angela a.
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angela a.
from
$35
per night
5.0 out of 5 stars
4 reviews
20 years of experience
Norfolk, VA, 23503

Angela is the absolute best. She provided the best care and treated my dog like a king. My high energy dog came back so well behaved and incredibly well groomed, she treated him to spa days, made him amazing homemade health treats, stuck to his routine and provided me so many updates and pictures I was never left questioning his wellbeing. I almost don’t want to leave this review so I don’t have to fight for her care in the future. But she is honestly the best care giver. I don’t want anyone else watching my dog but angela at this point. 100/10. Thank you angela ❤️❤️

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Madison B.
Sitter Profile Image: Wendy M.
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Wendy M.
from
$30
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Virginia Beach, VA, 23462

Wendy was so great!!! I felt 100% comfy leaving my Ellie boo with her. She sent me sweet cuddling pictures while we were away and took the best care of our girl. She was loved on like family, no doubt about that. EXTRA thankful for her help getting in/out at pickup while I was SOLO in the weather🤣 the sweetest human. We will def be using Wendy in the future. 10/10 recommend!!

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Wendy G.
Sitter Profile Image: Chris M.
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Chris M.
from
$40
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
25 years of experience
Norfolk, VA, 23518

Chris was so wonderful and loved our miniature schnauzer like she was her own. Our dog was very well taken care of, and I highly recommend Chris for dog sitting!

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Hannah L.
Sitter Profile Image: Rhonda P.
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Rhonda P.
Star Sitter
from
$29
per night
5.0 out of 5 stars
87 reviews
39 repeat clients
25 years of experience
Northwest, Virginia Beach, VA, 23455

Scarlett had a great time with Rhonda and her dogs! Her home and yard were lovely and immaculate! It was like Scarlett had a vacation while we had a vacation! Rhonda took the time to learn Scarlett's likes, and Scarlett quickly felt at home with her. I'm very grateful for Rhonda, and I'm already planning our next vacation without worry that I will have the perfect person to care for my littlest family member.

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Amanda S.
Sitter Profile Image: Chris O.
Verified Enhanced Background Check
Chris O.
from
$47
per night
5.0 out of 5 stars
83 reviews
19 repeat clients
10 years of experience
Norfolk, VA, 23513

Thank goodness we found Chris and his girlfriend. They were amazing to our two pups. Received updates and pictures throughout the week. Will absolutely book them again!

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Maureen L.
Sitter Profile Image: Rachel K.
Verified Enhanced Background Check
Rachel K.
Star Sitter
from
$32
per night
5.0 out of 5 stars
28 reviews
11 repeat clients
18 years of experience
Norfolk, VA, 23508

Rachel was amazing…she was very generous and flexible with her time. I was in between moves and she accommodated my schedule for both pickup and drop off.

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Ayodeji F.
Sitter Profile Image: Brittany B.
Verified Enhanced Background Check
Brittany B.
from
$40
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Greenbrier West, Chesapeake, VA, 23320

I got many pictures of Oliver's stay. He seemed happy and well cared for when I picked him up. I will definitely use Brittany again if she will have him.

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Jean V.
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Chesapeake pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Madison was fantastic! I had a bit of a hectic schedule and she accommodated my changes with no problem at all. Cooper took to her very well, He was his happy chunky self when I picked him up. Within a few hours Cooper was already making himself at home and getting belly rubs. 100% will be booking with Madison again. Thank you!

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Jack D.
Boarding
5.0 out of 5 stars

Mely B. was, without a doubt, the best Rover sitter we could have hoped for! From the moment we met her, it was clear that she genuinely loves and cares for animals. She went above and beyond to make our boys feel safe, comfortable, and completely at home. This was one of their very first experiences staying with someone outside of our family, so naturally we were a little nervous. Mely immediately put our minds at ease with her warmth, kindness, and excellent communication. Throughout their stay, it was obvious that our boys were not just being watched—they were being loved, spoiled, and treated like part of her family. The peace of mind she gave us was priceless. Knowing our dogs were happy, well cared for, and receiving so much affection allowed us to truly relax and enjoy our time away. When we picked them up, they were content, comfortable, and clearly had formed a special bond with her. If you're looking for someone who is trustworthy, compassionate, attentive, and will treat your pets as if they were her own, look no further than Mely. We would recommend her without hesitation and will absolutely be booking with her again in the future. She is truly a gem!

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Angelique S.
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

McKayla was great with my two pugs! She sent pictures everyday and I know they had a great time. Will definitely go back to her for boarding again and highly recommend!

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Julia C.
Boarding
5.0 out of 5 stars

MOST AMAZING CARING AND LOVING SITTER ON ROVER!!! Michelle goes above and beyond for my baby everytime and I know she does the same for every dog she encounters. Some are just destined and are true naturals with animals and Michelle is one of them! ❤️🫶🏾

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Aliyah M.
Boarding
5.0 out of 5 stars

Our two pups were in great hands! Heather is an animal lover and you can tell. She was very communicative, pleasant and made sure our babies had an amazing time. Will definitely use her again!

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Maureen L.
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

I contacted Daisy LATE for the possible care of my Dog as a previous Sitter was not a good fit...we had a Meet/Greet on same day I contacted her which went well!! and she agreed to watch him for the weekend! She sent pictures plus she has an older dog who is chill like mine and they got along fine!! Her and her husband, Walter really cool people who care about and for your pet. very clean house, plenty of fenced in yard for my dog to 'explore'. I highly recommend Daisy, husband Walter and their 'boy' Teddy!!!!

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Ed Y.
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

Katie was so kind and welcoming. Her patience was seen in her understanding of Scout as he spazzed out when we left him. We will definitely be requesting Katie again.

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Louise F.
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
5.0 out of 5 stars

Miranda took great care of Oliver. She was communicative, kind, and responsible. She lives close to a really nice dog park which helps with emptying Oliver’s endless energy!

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Ali M.
Boarding
5.0 out of 5 stars

My baby girl Diva was very happy and content. It was our first time leaving her for so long. The sitter kept us informed and updated and provided pictures.

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Gwendolyn M.
Boarding
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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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!

Why Choose Rover?

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  • Reservation protection

    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.

  • World-class support

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

Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Chesapeake 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 Chesapeake.

Rover makes it easy to find Chesapeake 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.