Dog Boarding in Deep Hole, VA
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Deep Hole dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“She had a nice place with room separators for the dogs. My puppy was EXHAUSTED when I got him so that means he was playing nearly the entire time which Dawn said. He was fed and taken to the potty. What more can you ask for? 10/10 would recommend and use again! Thanks Dawn!”


“Marley had an awesome time with Susan and her two fur-babies! Marley is usually shy but warmed right up to Susan, which is a testament to her goodness! Marley came home happy & tired from her long playtime. We are looking forward to booking with Susan again in the future!”


About: I currently have a cat and a golden retriever and would love to help you take care of your dog while you are in need. I work from home Monday through Friday so my schedule allows me to be very flexible for potty breaks and general playtime while I'm taking care of your best friend. We have over 3/4 of an acre of property and are also located in the heart of Berlin...So a walk or outside playtime is no problem.

“This was the first time that we have used Rover and it was a positive experience. Anna was very responsive whenever we had questions. She was also very gracious in allowing my family to stop by each day to visit our dog Cash. Cash had a great time hanging out with the other guest dog and playing at the nearby dog park. We definitely recommend Anna.”



“Dear Denise. S. Thank you so much for taking care of our cutie Bagheera. This was my first time leaving our puppy and I was nervous to leave him in a strange home. Denise treated Bagheera like her own puppy. I am extremely thankful to Denise and actually whole family. Bagheera had such a good time. The best part was sending updates in the form of pics and messages. I truly appreciate her professionalism with a personal touch. Now Bagheera has a second home and he will be staying with Denise and family whenever needed. I highly recommend Denise for anyone's dogs sitting. Denise you are awesome. Thanks again.”


“Hanna was great to work with and kept us updated with pics while we were gone....Would recommend her to anyone looking for a reliable sitter...Hope to have Hanna watch our dog again in the future....”


“I needed a last minute sitter while going to some family events on the shore. I reached out to Jessi and he was quick to respond and take Leo for the weekend. I added pickup and delivery which was very helpful.. He made sure Leo was comfortable and if there were any questions, he reached out to make sure Leo stayed close to his daily schedule. There were constant videos and pictures of Leo which made me feel more relaxed that Leo was in good hands. Also very reasonable prices for this area. If you are on the Eastern Shore or heading to the local beaches, I would recommend Jessi.”


“Amanda is absolutely amazing! Upon meeting her I could tell she really cares for animals. Our dog Ember was very comfortable and happy during her stay and will be back when we visit again!”


About: I taken care of all kind of dog breeds scence I was 13 years old. I have potty training many puppies over the years. I love walking them and taking them swimming. I want to dog sitter over the weekends when I don't have to work. And on the weekend I can do a lot of activities with them. Feed them, take them for walks, take them swimming, take them to the park, I trat them as if they are my own. I love animals
Loving dog boarding sitters in your neighborhood
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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Dawn G.Star Sitter

“She had a nice place with room separators for the dogs. My puppy was EXHAUSTED when I got him so that means he was playing nearly the entire time which Dawn said. He was fed and taken to the potty. What more can you ask for? 10/10 would recommend and use again! Thanks Dawn!”


Susan R.

“Marley had an awesome time with Susan and her two fur-babies! Marley is usually shy but warmed right up to Susan, which is a testament to her goodness! Marley came home happy & tired from her long playtime. We are looking forward to booking with Susan again in the future!”


John W.
“John is caring, fun and treats every person or animal he meets as part of the family. He is highly dependable and takes responsibilities seriously. Everyone who walks by his house stops to say hello to their favorite neighborhood dog!”




Daniel W.Star Sitter

“Daniel was GREAT!! Communicated well and took great care of my boy. I could tell my dog had the best time ever. Will be taking Xander to Daniel again!!”


Anna D.

“This was the first time that we have used Rover and it was a positive experience. Anna was very responsive whenever we had questions. She was also very gracious in allowing my family to stop by each day to visit our dog Cash. Cash had a great time hanging out with the other guest dog and playing at the nearby dog park. We definitely recommend Anna.”


Karen J.

“Karen and her daughter took great care of my girl! They sent updates and pictures to put me at ease while I was away. I will definitely use them again!”




Denise S.

“Dear Denise. S. Thank you so much for taking care of our cutie Bagheera. This was my first time leaving our puppy and I was nervous to leave him in a strange home. Denise treated Bagheera like her own puppy. I am extremely thankful to Denise and actually whole family. Bagheera had such a good time. The best part was sending updates in the form of pics and messages. I truly appreciate her professionalism with a personal touch. Now Bagheera has a second home and he will be staying with Denise and family whenever needed. I highly recommend Denise for anyone's dogs sitting. Denise you are awesome. Thanks again.”


Hanna M.

“Hanna was great to work with and kept us updated with pics while we were gone....Would recommend her to anyone looking for a reliable sitter...Hope to have Hanna watch our dog again in the future....”


Jessi B.

“I needed a last minute sitter while going to some family events on the shore. I reached out to Jessi and he was quick to respond and take Leo for the weekend. I added pickup and delivery which was very helpful.. He made sure Leo was comfortable and if there were any questions, he reached out to make sure Leo stayed close to his daily schedule. There were constant videos and pictures of Leo which made me feel more relaxed that Leo was in good hands. Also very reasonable prices for this area. If you are on the Eastern Shore or heading to the local beaches, I would recommend Jessi.”


Amanda K.

“Amanda is absolutely amazing! Upon meeting her I could tell she really cares for animals. Our dog Ember was very comfortable and happy during her stay and will be back when we visit again!”




Heather C.

“My dog was well-cared for and happy in Heather's home! Would definitely recommend.”


Ashley B.
About: I taken care of all kind of dog breeds scence I was 13 years old. I have potty training many puppies over the years. I love walking them and taking them swimming. I want to dog sitter over the weekends when I don't have to work. And on the weekend I can do a lot of activities with them. Feed them, take them for walks, take them swimming, take them to the park, I trat them as if they are my own. I love animals
Deep Hole dog parents share their Rover experiences
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Select a filter and find qualifying Deep Hole sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Deep Hole is $40
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 11 sitters provided dog boarding in Deep Hole. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog 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 Deep Hole.
Rover makes it easy to find Deep Hole dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 11 dog boarding sitters in Deep Hole on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
