Dog Boarding in Gressitt, VA
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Top rated Gressitt dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nothing better than knowing your pup is safe and cared for. Our first time boarding with Rover and loved getting regular photos of our boy running in a big yard or snuggling up on the couch. Highly recommended Amanda and Scott and will be rebooking for an upcoming extended vacation!”
“We had our 4 month Golden Retriever, Winnie stay with Stephanie and her family. Our experience was great! The communication from Stephanie was wonderful. She sent pictures and details about Winnie throughout her visit. Winnie had a great time with Stephanies dog, Callie. A great experience and would defienelty book with Stephanie again!”
“Lyra and Scott (and family) were fantastic with my pup! I could not have been more satisfied! Sami loved staying with them. I was so grateful for their pet care! I was relieved that Sami was safe and secure in her home away from home!!! They made sure that I knew she was doing well by sending photos of my happy pup every day that she stayed with them.”
“Sheva was absolutely a dream and exceeded our expectations. Our 2 year old mini-Golden’s doodle had a blast making friends with her dogs and I was grateful for her communication with us during his stay. This was such a good experience and I highly recommend boarding a much loved 4-pawed member of your family with Sheva.”
“Paul and Terri were absolutely amazing! They offered great communication, gave extra care and attention to our allergy pup, sent pictures throughout the day, and were flexible with drop-off/pick-up timing as we traveled out of state. They have more than enough outdoor space for pups to play safely. They were attentive to our pups needs, limiting outdoor time when too hot. I could tell by the pictures shared that our pup was happy and comfortable while in their care. Thank You Guys!!”
“Ciara was terrific with Tank. She had him for almost a week and he was acting very comfortable just like he acts at home. He has never been around cats and small children but did great with both. Ciara knew I was concerned and updated me frequently. This was a longer business trip for us and we were so thankful to have found Ciara. We would highly recommend her! She gets 10 stars in my book!”
“Savannah was absolutely amazing with my dog. She was very responsive and sent me daily photos and texts to let me know how my fur baby was doing. Her farm is perfect for dogs and she took them on walks around the walking paths.”
“Teona and Louelyn watched our dog, Miranda, last minute on a trip to Williamsburg. They took good care of Miranda with no issues. They sent videos throughout her stay. Thank you!”
“Rochambeau had a great time and was well cared for. He has separation anxiety and we are so pleased that he had a good stay. We will definitely be using Trails and Tails in the future.”
“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! ⭐️”
“Carly was an amazing sitter for our dog! Very responsible, flexible, and friendly with prompt communication. She gave us peace of mind and Shiv had a great time at her home while we were out-of-town.”
“Ryan and Stephanie are wonderful! My Charlie had such a good time! I am sure if he wants to come home! Thank you Ryan and Stephanie for taking care of our ? pup”
“Love Ms. Crystal. Elsa did so good for her. Side sent plenty pictures to keep me informed and I couldn’t be more thankful to know my baby was in great hands. Thank you again. Will be using her services again in the future.”
“We Had the pleasure of using Britanny to watch over our sweet millie and it was a great experience. Britanny made sure she kept us in the loop and put all of our worries to rest with updates,pics, Etc. Being that it was our first time ever using a sitter, she made our stay away from millie extremely pleasant. Thank you again Brittany. I would highly recommend.”
“Hillary did an exceptional job with our three dogs! She kept us informed through frequent updates and photos of our furry companions playing with her children. The dogs always seemed delighted and cherished, receiving all the attention they deserved. It was a delightful feeling to know that our dogs were having a wonderful time while we were away. Upon our return, they appeared relaxed and rejuvenated, ready to greet us with enthusiasm.”
“Our dog Lulu had a blast and was well cared for with Ellie! She was very proactive about getting all the details to make sure she was at home, and she had so much fun playing with her dogs! We would recommend her to anyone and ask to board with her again!”
“Dickson and Mily were great with my babies. I was nervous about leaving them with a bigger dog but they assured me that they knew their dog and that they'd all be playing in no time. Sure enough, after about an hour I was sent a video of my dogs getting along with theirs. The entire time I was gone I got many updates, videos and pictures; it looked like my dogs were on vacation! Dickson and Mily really love dogs and treated my dogs like family. They also picked them up and dropped them off which made my busy life so much easier!”
Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Amanda & Scott D.
Star Sitter
“Nothing better than knowing your pup is safe and cared for. Our first time boarding with Rover and loved getting regular photos of our boy running in a big yard or snuggling up on the couch. Highly recommended Amanda and Scott and will be rebooking for an upcoming extended vacation!”
Stephanie M.Star Sitter
“We had our 4 month Golden Retriever, Winnie stay with Stephanie and her family. Our experience was great! The communication from Stephanie was wonderful. She sent pictures and details about Winnie throughout her visit. Winnie had a great time with Stephanies dog, Callie. A great experience and would defienelty book with Stephanie again!”
Lyra & Scott H.Star Sitter
“Lyra and Scott (and family) were fantastic with my pup! I could not have been more satisfied! Sami loved staying with them. I was so grateful for their pet care! I was relieved that Sami was safe and secure in her home away from home!!! They made sure that I knew she was doing well by sending photos of my happy pup every day that she stayed with them.”
Sheva W.Star Sitter
“Sheva was absolutely a dream and exceeded our expectations. Our 2 year old mini-Golden’s doodle had a blast making friends with her dogs and I was grateful for her communication with us during his stay. This was such a good experience and I highly recommend boarding a much loved 4-pawed member of your family with Sheva.”
Paul & Terri Z.Star Sitter
“Paul and Terri were absolutely amazing! They offered great communication, gave extra care and attention to our allergy pup, sent pictures throughout the day, and were flexible with drop-off/pick-up timing as we traveled out of state. They have more than enough outdoor space for pups to play safely. They were attentive to our pups needs, limiting outdoor time when too hot. I could tell by the pictures shared that our pup was happy and comfortable while in their care. Thank You Guys!!”
Ciara W.Star Sitter
“Ciara was terrific with Tank. She had him for almost a week and he was acting very comfortable just like he acts at home. He has never been around cats and small children but did great with both. Ciara knew I was concerned and updated me frequently. This was a longer business trip for us and we were so thankful to have found Ciara. We would highly recommend her! She gets 10 stars in my book!”
Savannah H.
“Savannah was absolutely amazing with my dog. She was very responsive and sent me daily photos and texts to let me know how my fur baby was doing. Her farm is perfect for dogs and she took them on walks around the walking paths.”
Teona & Louelyn M.
“Teona and Louelyn watched our dog, Miranda, last minute on a trip to Williamsburg. They took good care of Miranda with no issues. They sent videos throughout her stay. Thank you!”
Abigail L.Star Sitter
“Rochambeau had a great time and was well cared for. He has separation anxiety and we are so pleased that he had a good stay. We will definitely be using Trails and Tails in the future.”
Maggie W.Star Sitter
“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! ⭐️”
Carly F.
“Carly was an amazing sitter for our dog! Very responsible, flexible, and friendly with prompt communication. She gave us peace of mind and Shiv had a great time at her home while we were out-of-town.”
Ryan & Stephanie A.Star Sitter
“Ryan and Stephanie are wonderful! My Charlie had such a good time! I am sure if he wants to come home! Thank you Ryan and Stephanie for taking care of our ? pup”
Crystal J.Star Sitter
“Love Ms. Crystal. Elsa did so good for her. Side sent plenty pictures to keep me informed and I couldn’t be more thankful to know my baby was in great hands. Thank you again. Will be using her services again in the future.”
Brittany J.
“We Had the pleasure of using Britanny to watch over our sweet millie and it was a great experience. Britanny made sure she kept us in the loop and put all of our worries to rest with updates,pics, Etc. Being that it was our first time ever using a sitter, she made our stay away from millie extremely pleasant. Thank you again Brittany. I would highly recommend.”
Jay B.Star Sitter
“She’s the absolute BEST. That’s all we can say. She made us so comfortable and our dogs LOVE her 🤩 Miss Jay is our go to anytime. No question 😊”
Hillary C.Star Sitter
“Hillary did an exceptional job with our three dogs! She kept us informed through frequent updates and photos of our furry companions playing with her children. The dogs always seemed delighted and cherished, receiving all the attention they deserved. It was a delightful feeling to know that our dogs were having a wonderful time while we were away. Upon our return, they appeared relaxed and rejuvenated, ready to greet us with enthusiasm.”
Ellie G.
“Our dog Lulu had a blast and was well cared for with Ellie! She was very proactive about getting all the details to make sure she was at home, and she had so much fun playing with her dogs! We would recommend her to anyone and ask to board with her again!”
Natalie T.
“Natalie was fantastic! We will definitely be calling her again”
Evie & Chad M.
“Evie and Chad were amazing. They were very patient with Rocco. They sent pictures and kept us updated on how they were doing. I would definitely use them again.”
Dickson & Maria M.
“Dickson and Mily were great with my babies. I was nervous about leaving them with a bigger dog but they assured me that they knew their dog and that they'd all be playing in no time. Sure enough, after about an hour I was sent a video of my dogs getting along with theirs. The entire time I was gone I got many updates, videos and pictures; it looked like my dogs were on vacation! Dickson and Mily really love dogs and treated my dogs like family. They also picked them up and dropped them off which made my busy life so much easier!”
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!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 159 sitters provided dog boarding in Gressitt. 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, 95% of Gressitt dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Gressitt have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Gressitt.
Rover makes it easy to find Gressitt 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 159 dog boarding sitters in Gressitt on Rover, so you’re sure to find the perfect match for your dog! In Gressitt, 100% of sitters offer daily exercise, 92% offer medication administration, and 83% 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.
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