Dog Boarding Winston Terrace
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winston Terrace, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lyra and Scott, Took great care of Charlie while my husband and I were in Europe. Our Charlie had such a great time with the family, i was not sure if he wanted to come back home!:) . Everyday i received a picture of Charlie on his daily activities. Right before leaving, Lyra and Scott told me to enjoy my vacation and not to worry which was very comforting. When I picked Charlie up he was happy and very playful. I highly recommend Lyra and Scott. I am already making plans to have Charlie stay with Lyra and Scott again. Lyra and Scott Thank You!!”
“Amanda and Scott were amazing! They treated our Turbo just like family with all the love and cuddles! He thoroughly enjoyed his stay as evidence of his 3.5 hr nap :)”
“We had another great experience with Jared. This was the second time he's taken care of our dog, and he was excellent. We received daily pictures and updates, and our dog had a great time. We will definitely keep using him.”
“Our dog loves to be with other dogs. He is very social. Stephanie has a big backyard plenty of room for the dogs to run. She sent photos and communicates with me.”
“Cristen and her whole family were absolutely amazing with my Norman!! Sent updates regularly and treated him as their own. I couldn’t be more appreciative of them!!”
“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.”
“Dickson and Maria took wonderful care of our 16 year old beagle mix. We received daily updates with pictures/videos. We were able to enjoy our vacation knowing that our dog was getting plenty of time and attention, and excellent care. It’s difficult to leave a senior dog, but Dickson and Maria did wonderful, I had no worries at all!”
“Maggie and her family were wonderful! My dog Millie stayed with them over the Thanksgiving holiday and when I picked her up I could tell how much fun she had! Maggie sent updates multiple times a day with photos included. Millie had the best time-- would highly recommend trusting Maggie with your pup!”
“Melissa was great ! All paws up here. She truly went above and beyond; she sent us daily updates on our Fancy (pictures and descriptions of her day) so we always knew how she was doing. Will definitely be booking with her again for our next vacation.”
“Apollo loved his stay with Anna, we went out of town and she watched Apollo at her home for 4 nights, he didn’t want to leave when we picked him up, he had so much fun with her dogs and her. Will definitely book again !”
“Ryan & Stephanie were great! They responded quickly to my original request and were extremely good at communication. Most importantly, Hazel felt right at home with this awesome family while we’re out of town. 110% recommend!”
“My family and I were extremely satisfied with the dog sitting services that she provided to our Beagle, Bernard. She communicated and sent pictures regularly. I will definitely seek her services for future needs. I also gave her a $50 cash tip. Thanks Mrs Jessica K. and Rover!!”
“This was the longest I have ever been away from Simba (8 days)…he started off slow but Priscilla took care of him as if he was her own. She didn’t hide the fact that he was sad the 1st night…many sitters would have just said he is doing great. She made him feel at home and loved on him like I would. I appreciate Priscilla’s commitment and would highly recommend her for your pet.”
“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.”
“Erin and the family were great. I needed a sitter for Lyla on short notice and fortunately they were available. The day I picked Lyla up, she slept most of the rest of the day. I took that as a sign that she had a fun time. I would book them again if I have another occasion.”
“Katherine was wonderful! I felt very comfortable leaving my dog with her right away. She also kept us updated with pictures and messages. My Rascal liked her a lot and did very well spending a few days with her family. Highly recommend and will hire her again the next time we need to leave him.”
Dog parents share their Rover experiences - Winston Terrace
I feel so fortunate that we found Lyra & Scott to watch our puppy! They were very responsive, kind, and provided a wonderful home away from home while we were out of town. I was completely comfortable knowing our pup was being cared for and loved by their whole family. We will definitely use them again! Thanks so much!
We are traveling through the area and needed a sitter while we visited Colonial Williamsburg for the day. Caitlyn, Andrew and their children gave Hank so much love and attention I don’t think he even noticed we were gone. Caitlyn sent updates and pics - we could tell he was having the best day. When we are back in the area we will definitely reach out for all our pet boarding needs!
The entire family was so wonderful with Dakota. He loved the kids, playing in the yard, the bus stop, and long walks. The family provided lots of pictures of fun and relaxing along side their dog. He came home calm and well fed. I highly recommend Ronda and Martin and will certainly return for future boarding.
Jaberlee was an 💖 AMAZING 💖 sitter while I was away on a small birthday trip that turned into getting stuck out of state longer than planned because of a huge blizzard. Not only was she so commutative and responsive to the last minute booking modifications, she sent the cutest pictures of my baby everyday with updates about his eating habits or him slipping on ice while out on potty breaks! 😂 Her Labrador(?) was the sweetest girl and I’m so glad Haru got along with her, as he’s not used to bigger dogs at all. I will 100% book her for future sitting and I 1000% recommend her to anyone looking for a kind and caring sitter in the area. ☺️♥️
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Winston Terrace
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winston Terrace
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winston Terrace home-away-from-home, packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winston Terrace.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winston Terrace sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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