Dog Boarding in Deep Creek West-Dismal Swamp, Chesapeake, VA

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: Memorial day
Alesandra I.
Your pup will feel at home! 💕🐶Pleasant Grove West, Chesapeake, VA, 23323
Dog Boarding, Doggy Day Care

Alesandra was nothing short of amazing! She regularly sent pictures and videos so that I was up to date on how he was enjoying his stay. I felt so much at ease … (more)

from
$40
per night
Calendar Recently Updated
Christina B.
Pet loving home!!!Western Branch South, Chesapeake, VA, 23321
Dog Boarding, Doggy Day Care

We are very impressed with how well Christina and her family keep us updated on our babies while we are away. Definitely recommended her and we will surely usin… (more)

from
$27
per night
Calendar Recently Updated
Debbye C.
3.
When they’re here, they’re family!Portsmouth, VA, 23701
Dog Boarding, Drop-In Visits, Doggy Day Care

They were awesome. Being on the other side of the country for a whole week is the furthest and longest ive been away from my baby boy. I was a little hesitate a… (more)

from
$25
per night
Confirmed availability: Memorial day
Maria L.
4.
Pet loving home!Portsmouth, VA, 23702
Dog Boarding, Drop-In Visits, Doggy Day Care

Maria was so amazing! Our two little guys were in great hands with her. She was very timely in her responses and during their stay she made sure to send lots of… (more)

from
$30
per night
Calendar Recently Updated
Cassie B.
5.
Colonial Canine LLC, licensedPleasant Grove West, Chesapeake, VA, 23322
Dog Boarding, Drop-In Visits, Dog Walking

Cassie was great at providing daily photos of our fur babies having a blast! Pick up/drop off service and going home baths were a bonus. We recommend her and … (more)

from
$30
per night
Calendar Recently Updated
6.
Fenced in yard & plenty of love!Portsmouth, VA, 23703
Dog Boarding, Doggy Day Care

Amanda was great & my puppy Sammy had a great time with her dog Poe! She sent me a video of them playing together so I had peace of mind knowing my baby was in … (more)

from
$30
per night
Calendar Recently Updated
7.
Ana 
Verified Enhanced Background Check
can’t wait to meet your fur baby!South Norfolk, Chesapeake, VA, 23324
Dog Boarding, Drop-In Visits, Doggy Day Care

I can not express how amazing Ana and her family are! I have a very high energy 2 year old husky mix and she went above and beyond to keep my mind at ease! Lots… (more)

from
$25
per night
Calendar Recently Updated
8.
Passionate Dog Lover/Provider🐶👅🐾Greenbrier West, Chesapeake, VA, 23320
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kobie is an amazing sitter! He took my dog on frequent walks with his dogs and provided a safe & clean environment for her. I will def be booking with him again… (more)

from
$37
per night
9.
Your pet's new vacation spot!Western Branch South, Chesapeake, VA, 23321
Dog Boarding, Drop-In Visits

Marcus was great with my min Pin. He sent me pics and video daily; I would highly recommend Marcus and will definitely use his services again. (more)

from
$23
per night
Confirmed availability: Memorial day
10.
Dogs are my lifeNorfolk, VA, 23523
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

This was our first time leaving our puppy overnight. Raymond was very friendly and genuinely loved our fur baby. Our puppy was well taken care of and enjoyed hi… (more)

from
$48
per night
Calendar Recently Updated
I <3 Dogs!!! - Stay At Home Family!Great Bridge East, Chesapeake, VA, 23322
Dog Boarding, Doggy Day Care

Absolutely amazing! My pup was so happy here. I got constant updates, photos and videos & genuinely felt like we were in good hands. Thank you so much for takin… (more)

from
$24
per night
Shepherd MommaDeep Creek North, Chesapeake, VA, 23323
Dog Boarding, Doggy Day Care

About: I'm new to this, but im learning on the go! I've been raising my German Shepherd for 2 years now and I feel like I learn something new everyday. Her … (more)

from
$30
per night
Calendar Recently Updated
13.
Fun, and energetic animal lover!Portsmouth, VA, 23701
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Hanna was excellent with our handful gsd puppy. Our girl had a wonderful time and came home nice and tired! We will definitely be using Hannah again! (more)

from
$30
per night
Calendar Recently Updated
14.
Proud dog mom of 3!!!portsmouth, VA, 23702
Dog Boarding, Doggy Day Care

Happy dogs! Lots of pics! Definitely would use again. (more)

from
$25
per night
15.
All types of animals welcome!Pleasant Grove West, Chesapeake, VA, 23322
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Barbara is the perfect sitter. We received constant updates throughout our trip and got numerous pictures. You can tell that she is a pet lover and that definit… (more)

from
$30
per night
Calendar Recently Updated
16.
Home full-time- large fenced yard.Butts Station, CHESAPEAKE, VA, 23322
Dog Boarding, Doggy Day Care

Crystal was awesome, professional, and made us very comfortable in watching our pup. She accepted our relatively last minute booking of 5 days and was in all wa… (more)

from
$32
per night
Calendar Recently Updated
17.
Here to serve the pups and kittiesNorfolk, VA, 23509
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I absolutely LOVE Laila. The way she cares for animals is AMAZING. I had to make sure i was sitting down comfortably to get my review done so i can make sure ev… (more)

from
$33
per night
Calendar Recently Updated
18.
Lea 
Verified Background Check
Selfless, passion for caretakingPortsmouth, VA, 23702
Dog Boarding, Drop-In Visits, Dog Walking

Lea made us feel very comfortable with leaving our dogs at her home. It was very apparent that her and her husband got to know our dogs and their personalities … (more)

from
$26
per night
19.
Caring sitter for your pet.Suffolk, VA, 23435
Dog Boarding

Sylvia kept my dog Chloe while we were on spring break vacation with the kids. This was the first time that I’ve actually had my little baby home after going aw… (more)

from
$25
per night
Confirmed availability: Memorial day
Sloppy Kisses & Wiggly MuttsSouth Mills, NC, 27976
Dog Boarding, Drop-In Visits, Dog Walking

Chloe Freedom had a great stay with Courtney. She was wonderful and took great care of them. She sent us plenty of pictures during their stay. Thanks again Cour… (more)

from
$37
per night

Rover also offers Dog Boarding in:

In Deep Creek West-Dismal Swamp, Chesapeake, VA, dog lovers trust Rover.com for their dog boarding needs. Over 290 pet owners have reviewed dog sitters in Chesapeake, giving them an average rating of 4.9/5 stars. Booking dog boarding in Deep Creek West-Dismal Swamp can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Chesapeake on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Deep Creek West-Dismal Swamp dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Deep Creek West-Dismal Swamp, Chesapeake, VA who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Deep Creek West-Dismal Swamp.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Deep Creek West-Dismal Swamp, Chesapeake donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chesapeake.

We're proud to support over 200 organizations across the nation, including: