Dog Boarding in Winchester
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Top rated Winchester dog boarders
“Casey was an absolute pleasure. She took amazing care of my corgi taking him on many walks, providing playtime, and cuddles. My corgi had an absolute BLAST and came home so happy. She provided me with multiple daily pictures and updates. I will be booking with Casey again!”
“Shelby is an angel! This was our 1st time leaving our doods with someone other than family but Shelby made our babies feel like family! She gave us pictures and updates to ease our minds and we know that she took amazing care of them. We can't recommend her enough! Thank you Shelby”
“Voss did a great job with my dog!! She was happy when I picked her up and not stressed at all! You can tell Voss loves animals and takes pride in taking good care of them. Will definitely use Voss again!”
“Gloria was amazing with my Riley! I contacted her super last minute due to an emergency and she was very willing to accommodate our needs- she even gave him a bath! I cannot recommend her enough. We’ll be booking again with Gloria!”
“Such peace of mind when Oreo stays here and it's so convenient and close to home. She loves going there and runs to the car to get in when I tell her she's going for a play day with Hunter and Kristin.”
About: Hey! I have a strong passion for animals, which has led me to gain a wealth of experience in pet care. This includes not only looking after my own pets but also taking care of those belonging to family and friends. My hands-on training with my dogs has equipped me with the skills to handle a variety of breeds, from small to large, and different age groups, including puppies and seniors. My approach to pet care focuses on building trust and understanding each animal's unique personality and needs. I enjoy engaging in activities that promote their well-being, such as exercise, training, and socialization. My reliability and commitment to providing high-quality care have earned me positive recommendations from those I've worked with. If you have specific aspects of my experience or services you're curious about, feel free to ask! I am a stay-at-home mom and can adjust my work schedule as needed! I'm always open to making arrangements, provided we discuss them in advance. As a stay-at-home mom, I find great joy in caring for my pets alongside my family responsibilities. Managing the needs of three pets requires organization and dedication, but I love ensuring they are well-fed, groomed, and taken out regularly for potty breaks. Walking my dog is not only a crucial part of their daily routine but also a wonderful way for me to stay active and enjoy the outdoors. Additionally, I often help out my neighbors by walking their dogs as well. This not only strengthens my bond with my own pet but also allows me to contribute to the community and support fellow pet owners. I take pride in creating a nurturing environment for my pets, ensuring they receive plenty of attention, exercise, and love. If you have any specific questions or areas you'd like to know more about, feel free to ask!
“Micki accepted a last minute boarding stay, and was great with our pup for a weekend! He got lots of play time with her several dogs. Will plan to book Micki again when needed!”
“Amber and her family are awesome!! This was my very first time using Rover so I was pretty nervous, but she let us meet her and her dogs before booking, which made me feel very comfortable. She is so friendly and flexible, so it was an easy choice to book with her. I could really tell how much she loves dogs! She sent me photo and video every day. My baby boy seemed very happy and had a blast with her family and his new fluffy friends! I will definitely be using her again!”
“Erin was the perfect sitter for our puppy. She checked in with us while we were gone and it was easy to coordinate with her for the drop off/pick up. It was also nice knowing Erin would be home to watch our puppy, since this was the first time we'd left her for an extended period of time. Erin's kids and dog were an added bonus, since we knew Maggie would get plenty of attention and exercise. Maggie came home happy and tired, which we greatly appreciated. Would readily book with Erin again.”
“She was absolutely amazing with Iris. I was worried about leaving iris as she is very attached but Elena made sure she adjusted well and had an absolute blast playing all week!! I 100% recommend her!”
“sarah was just fabulous with 🐶🥰. she was loving, attentive, followed our guidelines, reported often with photos and personable in addition. we highly recommend her and will certainly request her in the future. thks sarah.”
“Tania was a wonderful host for our babies!! They had so much fun and she updated us everyday with photos and even videos! We will definitely keep her in mind for future boarding!”
“my dogs had a great time at Mariah’s house. They came back home so worn out from playing. I appreciated all the photos and videos she sent throughout their stay, showing them playing with other dogs. I would absolutely use Mariah again!”
“She was very responsible and affectionate with my dog Dakota. She was in communication with me at all times. She always sends me messages, photos and videos of my lovely Dakota. I appreciate all the love you gave my Dakota.”
“This was the first time I had left my five-year-old corgi since adopting him five months ago. Laura gave him all the attention and walks he needed. My only disappointment was that he wasn’t more excited to see me when I got back! He will definitely remember Laura next time.”
“We have used Dina multiple times. She is great with the pups and I know they have a great time. They always come home exhausted. Dina also sends lots of pictures/ updates, which I really appreciate.”
Loving dog boarding sitters in your neighborhood
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Casey N.
Star Sitter
“Casey was an absolute pleasure. She took amazing care of my corgi taking him on many walks, providing playtime, and cuddles. My corgi had an absolute BLAST and came home so happy. She provided me with multiple daily pictures and updates. I will be booking with Casey again!”
Andrew C.Star Sitter
“Amazing. I sent my dog to him for the weekend and he kept me informed and updated on how he was doing everyday. My dog had fun and he was kept clean.”
Shelby B.
“Shelby is an angel! This was our 1st time leaving our doods with someone other than family but Shelby made our babies feel like family! She gave us pictures and updates to ease our minds and we know that she took amazing care of them. We can't recommend her enough! Thank you Shelby”
Vivi L.Star Sitter
“Voss did a great job with my dog!! She was happy when I picked her up and not stressed at all! You can tell Voss loves animals and takes pride in taking good care of them. Will definitely use Voss again!”
Gloria D.
“Gloria was amazing with my Riley! I contacted her super last minute due to an emergency and she was very willing to accommodate our needs- she even gave him a bath! I cannot recommend her enough. We’ll be booking again with Gloria!”
Sarah W.
“Amazing! Sarah was incredibly helpful, flexible, and offered a great place for our pup during the holidays. Truly above and beyond a 5-star service!”
Kristin F.Star Sitter
“Such peace of mind when Oreo stays here and it's so convenient and close to home. She loves going there and runs to the car to get in when I tell her she's going for a play day with Hunter and Kristin.”
Karli P.
“Karli has taken care of my pets on many occasions. When I went out of the country for two weeks she took extra care to bond with my dog and cat, both of whom are shy of other people. They warmed up to her quickly and now they love her. She is loving and kind, very responsible and caring. She loves animals and I trust her with mine. She continues to take care of my dog Woody on days when I travel for work. I highly recommend Karli to take great care of your pets.”
Gabrielle B.
“Gabrielle took the best care of Kida! She updated us with pictures and Kida got plenty of exercise and lots of play time with Mando! I highly recommend Gabrielle!”
Micki O.Star Sitter
“Micki accepted a last minute boarding stay, and was great with our pup for a weekend! He got lots of play time with her several dogs. Will plan to book Micki again when needed!”
Amber B.
“Amber and her family are awesome!! This was my very first time using Rover so I was pretty nervous, but she let us meet her and her dogs before booking, which made me feel very comfortable. She is so friendly and flexible, so it was an easy choice to book with her. I could really tell how much she loves dogs! She sent me photo and video every day. My baby boy seemed very happy and had a blast with her family and his new fluffy friends! I will definitely be using her again!”
Erin S.
“Erin was the perfect sitter for our puppy. She checked in with us while we were gone and it was easy to coordinate with her for the drop off/pick up. It was also nice knowing Erin would be home to watch our puppy, since this was the first time we'd left her for an extended period of time. Erin's kids and dog were an added bonus, since we knew Maggie would get plenty of attention and exercise. Maggie came home happy and tired, which we greatly appreciated. Would readily book with Erin again.”
Elena S.
“She was absolutely amazing with Iris. I was worried about leaving iris as she is very attached but Elena made sure she adjusted well and had an absolute blast playing all week!! I 100% recommend her!”
Sarah R.
“sarah was just fabulous with 🐶🥰. she was loving, attentive, followed our guidelines, reported often with photos and personable in addition. we highly recommend her and will certainly request her in the future. thks sarah.”
Tania Z.Star Sitter
“Tania was a wonderful host for our babies!! They had so much fun and she updated us everyday with photos and even videos! We will definitely keep her in mind for future boarding!”
Kath & Jordan R.
“Kath and Jordan were excellent! Max felt right at home with them. They sent pictures daily and the communication was stellar. Highly recommend!”
Mariah B.Star Sitter
“my dogs had a great time at Mariah’s house. They came back home so worn out from playing. I appreciated all the photos and videos she sent throughout their stay, showing them playing with other dogs. I would absolutely use Mariah again!”
Cheyenne C.
“She was very responsible and affectionate with my dog Dakota. She was in communication with me at all times. She always sends me messages, photos and videos of my lovely Dakota. I appreciate all the love you gave my Dakota.”
Laura B.Star Sitter
“This was the first time I had left my five-year-old corgi since adopting him five months ago. Laura gave him all the attention and walks he needed. My only disappointment was that he wasn’t more excited to see me when I got back! He will definitely remember Laura next time.”
Dina J.Star Sitter
“We have used Dina multiple times. She is great with the pups and I know they have a great time. They always come home exhausted. Dina also sends lots of pictures/ updates, which I really appreciate.”
Over 96 pet parents in Winchester have booked dog boarding
Winchester dog parents share their Rover experiences
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1. Search
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The median cost per night for dog boarding in Winchester is $36
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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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winchester average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winchester is $36 per night, including service fees. Boarding your dog for one week typically costs $252. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winchester dog boarding rates can be found as low as $20 to as high as $38 per night.
As of Aug 2025, 210 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, 92% of Winchester dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winchester have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 210 dog boarding sitters in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 92% of sitters offer daily exercise, 100% offer medication administration, and 88% 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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