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

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Top rated Gloucester dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Hillary and her crew took great care of my two dogs. I could tell that they were treated as members of their family. She left me with regular updates so I could relax and enjoy my time away. I will definitely be a repeat customer.”

“I was so nervous about leaving my pup for the first time. Once I met the family they were so wonderful and I felt immediately at ease. They sent lots of updates and pictures which made me so happy to see what great care they were giving him. Highly recommend this amazing family will be using them again in tbe future 100%.”

“We were nervous about leaving our English bulldog for a week. As soon as we met the carers are worries disappeared. They took great care of Clancy and sent us daily videos. We were just saying Clancy came home in good shape unlike previous kennel stays. We look forward to dropping Clancy off again in the future”


“Our 130-pound Great Dane didn't scare these dog lovers! Banner had a great time and, with lots of pictures while we were away, we trusted that he was in great care!”

“As always, Amanda and Scott are perfect! They are always so welcoming to our little guy and take such great care of him. They are the only people we turn to when we have a need for a sitter. Thank again!!”

“We couldn’t be happier with our dog sitters! They were wonderfully flexible with both drop-off and pick-up times, which made planning our trip so much easier. Throughout our time away they sent thoughtful picture updates that gave us total peace of mind and let us see how happy our pups were. It’s clear they truly care about the dogs they watch. We will absolutely book with them again and highly recommend their services to anyone looking for reliable, caring pet sitters!”

“Rebekah and her husband took very good care of my Reyna. They have a nice size yard for her to run around. I also like that they had dogs to keep her company. I appreciated the daily updates with pics. They are very patient and easy going”

“Lauryn was an incredible sitter! She accommodated all of my dogs’ needs and likes. She took care of my boys, Ace and Adonis, as if they were her own. I loved that she sent pictures and videos of them every day. It was such a bonus and put my mind at ease to see them having fun while I was away. I highly recommend her and we will be back! 🐾😊 Thank you Lauryn!”

“My very first time using Rover. And this was my very first time leaving Zora, ever! Before even dropping her off, Brittany communicated so well with me and assisted me comfortably. Experienced and attentive. I must say, I am very pleased! I could see that Zora had, had a great weekend with you and trusted you. From the pictures, I cannot thank you enough. I will definitely be using your service again. 😊 a new pink twin connection! Thank you Brittany! You are a blessing”

“MAGGIE AND HER FAMILY AND EINSTEIN ARE THE BEST!! My girlfriend and I are traveling and needed somewhere for my little pup to stay for a few hours pretty last minute. Maggie responded very quickly and was able to look after my Piper. Piper can get a little nervous around other dogs but Einstein was super gentle and sweet so she was just fine. Not only did Maggie take care of Piper, but so did her family, which Piper loved! She got so many snuggles from everyone and I have the pictures of it… which is another great thing about Maggie. She will send you pictures throughout your pups stay which I appreciated SO MUCH! I have never left Piper with anyone before so was very nervous about it. Getting picture updates was great and Piper looked so happy in every single one! And she really loved going for a walk with Maggie and Einstein! We don’t live in Williamsburg, but if I did, I would ask Maggie to look after Piper if I ever need to leave her. Thank you so much, Maggie and crew, for taking such good care of our girl - means more than you will ever know! Recommend 10/10, 5 stars! ⭐️”

“Sochi second time with MsCrystal, Sochi loves it there.MsCrystal is an awesome, she keep me posted with Sochi, she loves caring for Sochi Thanks you so much! We definitely see you again”


“Very satisfied with Sunny's stay with Jeff. I was reluctant to leave my precious girl with anyone other than family but Jeff sent pictures and assured me that Sunny was doing OK. I intend to leave Sunny with the Syvias during my future travels.”

“Our cat spent three weeks under Paul and Terri’s care. We received regular updates on our cat, and it was apparent they treated our kitty as if he was their own. His living conditions and care was superb. When we picked up our cat, he was super relaxed and in great condition. Kudos to Paul and Terri for being so caring and professional boarding animals left in their care.”

“This was my first time ever using Rover and having someone watch over my dog for multiple days in their home. Jared was great to work with and kept me updated with pictures daily. I truly appreciate the care Jared provided and will definitely use his services in the future.”

“Alyssa was wonderful with Wally! She was flexible with our time frame (the LuLu-Belle docked at 8:00) and she sent us pictures and updates of Wally throughout the day. Wally came home happy and tired from a great day of playing! Thank you, Alyssa. We highly recommend Alyssa.”

“Wonderful care for our senior dog! They took such good care of him and he came home happy and content. Such a blessing to have this wonderful family provide love and attention to our old boy. This was a long stay and we never worried for a moment. We will book again for sure !!!”

“All I have to say is that I will never take my furbabies to another sitter. Monica is fantastic! They went for walks and played lots! She is VERY understanding of the bullie breed. One of my dogs even had a small blister on his paw. She cleaned it, put on neosporin and wrapped it. I was so happy that she didnt just let it go even though we were picking up in a few short hours.”

Over 228 pet parents in Gloucester have booked dog boarding
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 dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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!
The median cost per night for dog boarding in Gloucester is $38
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 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.
Sitters in Gloucester average 13 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Nov 2025, the median cost of dog boarding in Gloucester is $38 per night, including service fees. Boarding your dog for one week typically costs $266. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Gloucester dog boarding rates can be found as low as $38 to as high as $61 per night.
As of Nov 2025, 293 sitters provided dog boarding in Gloucester. 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.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 96% of Gloucester dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Gloucester have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 13 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Gloucester.
Rover makes it easy to find Gloucester 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 293 dog boarding sitters in Gloucester on Rover, so you’re sure to find the perfect match for your dog! In Gloucester, 100% of sitters offer daily exercise, 93% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care 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.



