The #1 network of pet sitters & walkers
200,000+ Sitters
1M+ Reviews
95% Perfect 5-star ratings
18M+ Photo Updates

Dog Boarding in Pleasant Grove East, 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
4th of July
1. Chelsea

Home full-time with fenced in yard!

Greenbrier West, Chesapeake, VA, 23320

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Chelsea and her family took very good care of my dog. I will definitely have her watch Jenny in the future. (more)"

2. Megan

SAHM full time and doggy foster Mom

Great Bridge East, Chesapeake, VA, 23322

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Megan was great with Sydney. She sent regular updates along with pictures of Sydney while we were away. She is very knowledgeable about dogs and is great wit... (more)"

Calendar Recently Updated
3. Cecilia

Dog park across street from me

Greenbrier East, chesapeake, VA, 23320

Dog Boarding, Doggy Day Care

"Very sweet and gave me feedback while I was out of town and very flexible with being able to add an extra day after I missed my flight. (more)"

4. Krystina

Animal Lovers with large yard

South Mills, NC, 27976

Dog Boarding

"Krystina is very accommodating and took great care of Sydney while we were gone. Sydney received tons of attention and was able to socialize with Krystina's ... (more)"

5. David

Canine Palace

Great Bridge East, Chesapeake, VA, 23322

Dog Boarding, Doggy Day Care

"Everything worked out perfectly! Amy & David and family were wonderful caregivers for our dog, providing the home-away-from-home setting that we had hoped fo... (more)"

Confirmed availability
4th of July
6. Cristina

Trained in Pet CPR and First Aid

Greenbrier West, Chesapeake, VA, 23320

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Christina was absolutely wonderful with our pup. She is by far the best dog sitter we've ever had. Our dog is older, hard of hearing, needs encouragement to ... (more)"

7. Kelly

Four legs are better than two!

Greenbrier East, Chesapeake, VA, 23320

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello All! I work full time from home. I need sanity breaks! I like dogs better than people. Dogs are always happy to see you. Also, I would ha... (more)

8. Kayla

home full time, active dog parents!

Great Bridge East, Chesapeake, VA, 23322

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Kayla is wonderful!! Shiner came home super exhausted from playing with her pup, Montana, all weekend. Kayla sent me pictures and updates and made sure to g... (more)"

Confirmed availability
4th of July
9. Megan

Home full time, lover of all dogs!

Moyock, NC, 27958

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"You could not ask for a more loving and responsible person to take care of your furry human. Megan goes out of her way with soft spoken words, belly rubs an... (more)"

Calendar Recently Updated
10. Catherine

Home full-time, large fenced yard!

Virginia Beach, VA, 23456

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Catherine is very good with animals. She loves them a lot and is not careless with them. She absolutely adored her last dog she had and I know she would with... (more)"

11. Lisa

Lisa's Pampered Pets

Great Bridge, Chesapeake, VA, 23322

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Excellent service, a true animal lover who cares for animals, generous, caring, emptahetic. Went above and beyond to take care of my dog like it was her own.... (more)"

12. Shannon

Home full time. Live on 3 acres.

Pleasant Grove East, Chesapeake, VA, 23322

Dog Boarding, Doggy Day Care

"Shannon watched our 7 month old dachshund during Christmas break. Let's just say Bubba did not want to come home after. Shannon sent daily pictures to show u... (more)"

Confirmed availability
4th of July
13. Stephanie

Loving Home Environment

Great Bridge, Chesapeake, VA, 23322

Dog Boarding, Doggy Day Care

"Not only is Stephanie a dog lover she is also involved with the local dog rescue organization and fosters dogs until they find forever homes. I highly recomm... (more)"

14. Audrey

Dog Rescue & Shelter Experience!

Virginia Beach, VA, 23456

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Audrey is a mature and experienced caregiver. I trust her with my three grandchildren, ages 11, 12, and 14. I would certainly trust her with a dog, if I ha... (more)"

15. Jenn

I never met a dog I didn't love!!

Virginia beach, VA, 23457

Dog Boarding, Drop-In Visits, Dog Walking

"Jenn is hands down the best animal person I know. Forms quick attachments to the animal in her care and will do all she can to ensure it is ok. She is the ot... (more)"

Confirmed availability
This weekend
16. Katlyn

College student looking for friends

Virginia Beach, VA, 23456

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Katlyn always does an excellent job with my dog! She makes sure to keep my little friend happy when I’m away. I highly recommend her services! (more)"

17. Elizabeth

Your pet will be my full time job!

Pleasant Grove East, Chesapeake, VA, 23322

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Elizabeth took such good care of Kioshi. He met a few new animals while he stayed there. Elizabeth was sweet and caring. I'll be sure to have Kioshi stay the... (more)"

18. Carly & Taylor

Life without dogs is no life at all

Great Bridge East, Chesapeake, VA, 23322

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hey! I’m an early childhood special education teacher who loves her fiancé, family, various family dogs (7 total right now, only one is mine), and ... (more)

Confirmed availability
4th of July
19. Josie

Will love your dog like my own!

Great Bridge, Chesapeake, VA, 23322

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Josie has a way with dogs. She takes great care of our dogs including a shih tzu, two standard poodles and a rescue dog. She knows how to take care of them... (more)"

Calendar Recently Updated
20. Gaby

Love fur babies!

Pleasant Grove West, Chesapeake, VA, 23322

Dog Boarding, Drop-In Visits, Dog Walking

"Gaby is a very polite and respectful person. She is great with people and loves animals. I feel that she would be a perfect fit in this job. (more)"

Dog lovers in Pleasant Grove East, Chesapeake, VA love dog sitters on Rover.com. Over 290 pet owners have reviewed dog sitters on Rover in Chesapeake, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Chesapeake can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Pleasant Grove East dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Pleasant Grove East, Chesapeake, VA who can provide the care your dog needs, when they need it.

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 Pleasant Grove East, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.