Dog Boarding in Winchester
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog sitters in your neighborhood
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1. Shaghayegh H.
“She was great with my 2 huskies. My husband and I received pictures daily. She asked questions with any concerns she had while they stayed with her. We will definitely use her again and refer her to anyone we know who needs a furry baby sitter. Absolutely loved the updates and pictures. Thank you for taking such good care of them”
2. Joshua & Kristen B.
“Another fun time for the Archdog at his home away in Stephens City. Very accommodating and timely with updates photos, and a video! Thanks so much.”
3. Linda K.
“Remi & Rhea were with Linda for a week during this stay and I can say that they were totally relaxed and comfortable when we returned. Linda is the best sitter we have found! It is so comforting to know that your dogs have all the attention they require and are treated as they are when home with us! They are allowed to sleep with her, sit on her lap, run in her large, safely fenced in yard or play with toys she has bought. She is truly a gem! Don't miss out having your dog(s) treated like royalty!!!”
4. Renee K.
“Renee and her husband are incredible. They treated our pup like she was their own. Lots of love and pictures/videos. Our dog is definitely worn out from all of the ball throws and running around. We will absolutely be back!”
5. Gabby T.
“Super friendly and top notch communication! Took great care of my Franny! Thank you.”
6. Walter G.
“I left my furbaby with Walter during my thanksgiving break during covid and i couldnt be happier. During meet and greet all precautions were taken while getting all details on my baby behavior and preferences as well as during drop off and pick up. My pup seemed extremely happy and loved during her whole stay. I received daily updates and pictures about activities. I would totally leave my baby with him again and totally recommend him!!”
7. Lori V.
“Thank you so much for taking such good care of our 3 fur children. You can tell they were loved very much while we were gone for a few weeks!!”
8. Linda E.
“We are so pleased with the care Penny received during her 5 day stay with Linda. It is evident that Linda loves animals and cares for them well.”
9. Jaclyn S.
“Our large Chocolate Lab, Thor, seems to have had the best of time with Jaclyn and her human & dog family! Jaclyn is very responsive and thoughtful, answering every question with care, sending pictures of our pup, and with some gifts to send him home with at pickup. Highly recommend! Thank you so much, Jaclyn!”
10. Kalley B.
“Kalley was a fantastic pet sitter. She took such great care of my pup, and treated him as though he were one of their own. Highly, highly recommended if you are looking for a caring, positive environment for your pet while you are away. She sent pictures nearly every day with updates on how he was doing. Thank you Kalley! We will definitely reach out to you next time we have a need for pet sitting! ?”
11. Zachary T.
“Zachary did an amazing job watching my two dogs. He checked in with me everyday and sent photos as well. I really appreciate him taking great care of them!!”
12. Katherine B.
“Very quiet and peaceful place! Alfie loved exploring Katherine’s yard and came back happy and relaxed. We will definitely use her service again!”
13. Michelle M.
“Even thought this was his first visit to Michelle, Rusty was very comfortable wth Michelle and her family. He seemed relaxed and happy when we picked him up. I am sure he enjoyed the large fenced back yard.”
14. Jessica I.
“We are so pleased with Jessica. She and her family took great care of our dog. They have the perfect property for our active dog, and her dog was the ideal playmate. She didn't want to leave. And was exhausted, so I know they played hard and had great fun together. We definitely recommend Jessica, especially for active dogs that love to play.”
15. Alexsys T.
“When I'm looking for someone to care for my dogs, I want to make sure the individual has a place where there's plenty of space for them to exercise and that they're able to give my pups plenty of attention. Alexsys has all above the above. It was a lengthy stay for my dogs so I was a little nervous but she sent me pictures and updates throughout the entire stay. I'd definitely recommend her to other individuals on here and I will definitely be coming back as well.”
16. Lisette R.
“Lizette and her family are so sweet! They took the best care of Harvest and were such a pleasure. She made sure to keep me updated by sending regular pictures and Harvest surely loved them as well!”
17. Tamara G.
“Tamara was great with our little Toby and was so flexible with our travel changes. I felt really comfortable leaving Toby in her capable hands. Thank you and Toby will see you soon again !”
18. Mallary P.
“Mallory provided a warm, cozy, safe, and fun environment for my dog. She was easy to communicate with and flexible when my travel plans changed unexpectedly. It was reassuring to know that Dillon was in good hands, in a very dog friendly environment! Will book with Mallory again!”
19. Cheryl S.
“Our dog (mix black lab) had lots of fun at their house, he got a lot of attention. It was his first time staying there for 2 nights. He came home tired :). Will be using Cheryl in the near future.”
20. Barbara D.
“I absolutely made the right choice when booking her. She was great with nug and sent a picture about every day. She and her family loved and spoiled nug”
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1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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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 sitter has to cancel, we’ll work with you to find a new sitter.
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Dog Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for dog boarding in Winchester on Rover as of Jul 2024 was about $40 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jul 2024, 181 sitters provided dog boarding in Winchester. 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, 93% of Winchester dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winchester have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 15 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 Winchester.
Rover makes it easy to find Winchester 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 181 dog boarding sitters in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 93% of sitters offer daily exercise, 100% offer medication administration, and 100% 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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