Dog Boarding in Winchester, NH
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Top rated Winchester dog boarders

“Nicole is wonderful. Sent us pictures and updates on our boy everyday. I love the fact that she fosters cats and dogs (which means she’s able to deal with many different doggy personalities) she has a great fenced in backyard which I love. I would definitely leave our boy with Nicole again!”



“We were so happy to meet Debra and were very comfortable leaving Colby with her for the recent holiday weekend. Colby is very people oriented, and Debra's setup was perfect for him. I think we've found the perfect home away from home for him!”


“My two dogs enjoyed their stay with Rachael and her family. It is a very relaxed and welcoming atmosphere, and her two dogs are great! Outside time, sofa time, just perfect. We'll be back!!”


“Josie loves dogs and took great care of our Pip. The family made Pip feel good about spending the weekend with them and seemed to love her, even forgiving her for getting food off the counter. 😬 we feel fortunate to have found them.”


“I left my golden retriever with Briana for the weekend. She provided pictures, updates, and my dog was happy as can be during pickup. He played great with her dog and I will definitely use her again.”


“Karl was an amazing dog sitter! He was punctual with returning my messages, kind, caring, and provided great service for my two big Doodles! Doodles! Karl sent images which were so great to get since we love our babies like their are our dogs ❤️ I highly recommend Karl for all your dog care needs.”


“Maryah was great and had a great space for our old man dog (who needed a full 24 hours of sleeping after his stay to recover!). We appreciated the video of him playing with another dog, too!”


“We are so fortunate to have found Laura through rover. She takes care of Pepper and we dont have to worry while we are away. She sends me pictures and updates. She is a true gem!”


“Ali and his wife took great care of Lilly while we were away. The pictures of Lilly and their pup Hasti were great as was the video they sent of Lilly at her favorite place the dog park. We recommend them highly.”



“This was our first boarding experience for our 1yr. old lab. We were immediately impressed with Luiz's knowledge and professionalism. During our time away we received numerous updates with photos and videos reassuring us our dog was being very well cared for. We'll be booking with Luiz in the future.”


About: As a psychiatric nurse, I offer gentle, attentive care to people in vulnerable moments. I bring the same calm, respectful presence to the pets I care for. Their feelings and situations are accounted for while I tend to their personal needs. I work part-time on an as needed basis and can work around the schedules of my clients. Available on short notice, including nights, and 12-24 hours' notice is preferred. I have a lightly fenced yard and two friendly dogs. A canine guest may be offered crating for sleep, or they are welcome to bring their own bed. Must be cat friendly. If caring for a pet in a client's home, care will be provided in their own environment precisely as they are used to.

“Carter was great! Very responsive and sent updates about Eloise’s stay. She seems like she had a blast- going on hikes, playing with the other pups - given how tuckered out she is now :) thank you!”


“Letícia took excellent care of our dog for five nights while we were away. She sent many wonderful photos and videos of Jojo playing, running and looking so happy that it made it easier for us to enjoy our vacation.”


About: Hi! I would love to take care of your dog like he/she was one of my own! I love all animals and so does my family! I have had pets and dogs since I was a child and so has my husband. I am a stay at home mom at the moment and my husband works full time. We live in a single family home. We recently lost our 14year old mini schnauzer, he is the one in our photo gallery. Someone who will always be with me is my daughter, who is one year old and my son who is 5 years old. Please contact me with any questions. I am currently a stay at home mom and will be able to walk your dog or let them out in our yard through out the day. We have a yard and a senior dog to keep your dog some company. We also have a crate if that will keep your pet more comfortable.

About: Our home offers a large fenced in yard for endless play, with doggy door access. Our own fur baby is a small bundle of joy, ready to befriend any visitors! I am also a stay at home mom of an animal loving toddler and so we are able to give your pet all the love and attention they deserve. I currently stay home with my 3 year old daughter full time, and taking care of our puppy is built into our daily routine. We take him for walks, run and play in the yard, and make him homemade treats. He is never left wanting for anything. We have a fantastic, dog-friendly yard, fully fenced and secure, with doggy door access into the house. If your dog requires more exercise than running in the yard, we are close to multiple walking trails we often take our pup to.

“Haley took amazing care of my two spicy foster kittens, Zorro and Delilah! She shared daily updates with photos, which kept me connected and reassured. I’m so grateful to Haley for the care she gave to these little ones. Highly recommend!”


About: Hi, I’m Ayden — your pet’s new favorite friend! 🐾 As a lifelong animal lover, most of my experience comes from caring for my own family pets — from playful puppies and curious kittens to sweet seniors and even a feathered friend. I’ve had the joy of loving animals big and small, couch potato and high energy. We recently said goodbye to our special needs dog after 8 amazing years together. I live with my wife and our 3 fur babies in a quiet neighborhood with a large (unfenced) backyard that’s perfect for safe, supervised play. I also do all my own grooming and love keeping pets looking and feeling their best. As a full-time realtor with a flexible schedule, I’m able to give your pets the time and attention they deserve. I’m conveniently located at the borders of New Hampshire, Massachusetts, and Vermont, so I’m happy to serve pet parents across all three states! Whether your companion needs a walk, some company, or overnight care, I treat every pet like my own family. Let’s connect — I’d love to meet you and your furry friend! I am a realtor so I make my own schedule! Fitting in pet sitting will be absolutely no issue, and I am able to accommodate any existing routine your pet might have. Care for your pets will be based off their individual needs, as well as yours! In my home, my dogs are always crate trained for their safety and the safety of other pets in the home. Outside time will be on-leash until trust is built.

“Laura was absolutely fantastic- I wish I could give her more stars!! Right from the minute I met her, I could tell that she was going to provide excellent care for Frankie, who can be a bit anxious when transitioning to new settings. He honestly had the time of his life staying with her and she made sure to do all of his favorite things like taking walks, meeting an adorable new dog friend, zoomies, and squeaky toys. She was super communicative and responsive and I never worried that he wasn't ok, which is so great as this was my first time leaving him with a dog sitter.”

Loving dog boarding sitters in your neighborhood
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Nicole S.Star Sitter

“Nicole is wonderful. Sent us pictures and updates on our boy everyday. I love the fact that she fosters cats and dogs (which means she’s able to deal with many different doggy personalities) she has a great fenced in backyard which I love. I would definitely leave our boy with Nicole again!”




Debra H.
Star Sitter


“We were so happy to meet Debra and were very comfortable leaving Colby with her for the recent holiday weekend. Colby is very people oriented, and Debra's setup was perfect for him. I think we've found the perfect home away from home for him!”


Rachael L.Star Sitter

“My two dogs enjoyed their stay with Rachael and her family. It is a very relaxed and welcoming atmosphere, and her two dogs are great! Outside time, sofa time, just perfect. We'll be back!!”


Jessica C.Star Sitter

“Josie loves dogs and took great care of our Pip. The family made Pip feel good about spending the weekend with them and seemed to love her, even forgiving her for getting food off the counter. 😬 we feel fortunate to have found them.”


Briana L.Star Sitter

“I left my golden retriever with Briana for the weekend. She provided pictures, updates, and my dog was happy as can be during pickup. He played great with her dog and I will definitely use her again.”


John M.Star Sitter

“John was very responsive and sent updates everyday with loads of photos. He took good care of our pup and we will use him again. Thank you John.”


Karl K.

“Karl was an amazing dog sitter! He was punctual with returning my messages, kind, caring, and provided great service for my two big Doodles! Doodles! Karl sent images which were so great to get since we love our babies like their are our dogs ❤️ I highly recommend Karl for all your dog care needs.”


Maryah C.

“Maryah was great and had a great space for our old man dog (who needed a full 24 hours of sleeping after his stay to recover!). We appreciated the video of him playing with another dog, too!”


Laura P.
Star Sitter


“We are so fortunate to have found Laura through rover. She takes care of Pepper and we dont have to worry while we are away. She sends me pictures and updates. She is a true gem!”


Janice A.

“Our dog had a great 3-night stay with Janice! She went for walks in the woods, snuggled with Janice’s son, and was extremely well cared for. Happy girl upon return. Thanks, Janice!”


Ali S.

“Ali and his wife took great care of Lilly while we were away. The pictures of Lilly and their pup Hasti were great as was the video they sent of Lilly at her favorite place the dog park. We recommend them highly.”




Luiz B.
Star Sitter


“This was our first boarding experience for our 1yr. old lab. We were immediately impressed with Luiz's knowledge and professionalism. During our time away we received numerous updates with photos and videos reassuring us our dog was being very well cared for. We'll be booking with Luiz in the future.”


Jolene & Jordan G.
“I highly recommend Jolene as a pet caregiver. She takes care of our cat & dog when we go away. We love the special care she gives them. They are happy and content when we return. We feel relieved to have such a wonderful pet caregiver we can rely on and trust.”


Carter M.

“Carter was great! Very responsive and sent updates about Eloise’s stay. She seems like she had a blast- going on hikes, playing with the other pups - given how tuckered out she is now :) thank you!”


Letícia B.

“Letícia took excellent care of our dog for five nights while we were away. She sent many wonderful photos and videos of Jojo playing, running and looking so happy that it made it easier for us to enjoy our vacation.”


Giannina S.
“Giannina is amazing with my dog! He LOVES her and I'm so happy to have someone that not only loves animals but is so responsible with caring for him - shes is truly an angel from dog heaven!”


Megan P.
About: Our home offers a large fenced in yard for endless play, with doggy door access. Our own fur baby is a small bundle of joy, ready to befriend any visitors! I am also a stay at home mom of an animal loving toddler and so we are able to give your pet all the love and attention they deserve. I currently stay home with my 3 year old daughter full time, and taking care of our puppy is built into our daily routine. We take him for walks, run and play in the yard, and make him homemade treats. He is never left wanting for anything. We have a fantastic, dog-friendly yard, fully fenced and secure, with doggy door access into the house. If your dog requires more exercise than running in the yard, we are close to multiple walking trails we often take our pup to.


Haley C.Star Sitter

“Haley took amazing care of my two spicy foster kittens, Zorro and Delilah! She shared daily updates with photos, which kept me connected and reassured. I’m so grateful to Haley for the care she gave to these little ones. Highly recommend!”


Ayden H.
“Ayden is the absolute best! His passion for animals shows through in the way that he connects with and cares for my two Rottweilers. He won over my puppy during her “stranger danger” phase, and now she is pretty much obsessed with him. When she had orthopedic surgery, he was attentive to her needs and made sure she was comfortable. He was so gentle with her during bathroom breaks and playtime. My dogs are always excited to see him, and I’m pretty sure they prefer his presence to mine. Ayden is responsible, reliable, trustworthy, and Na’vi & Neytiri approved.”


Laura R.

“Laura was absolutely fantastic- I wish I could give her more stars!! Right from the minute I met her, I could tell that she was going to provide excellent care for Frankie, who can be a bit anxious when transitioning to new settings. He honestly had the time of his life staying with her and she made sure to do all of his favorite things like taking walks, meeting an adorable new dog friend, zoomies, and squeaky toys. She was super communicative and responsive and I never worried that he wasn't ok, which is so great as this was my first time leaving him with a dog sitter.”
Over 14 pet parents in Winchester have booked dog boarding
Popular requests near you
Select a filter and find qualifying Winchester sitters!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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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 Winchester is CA$50
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 Winchester average 7 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 CA$50 per night, including service fees. Boarding your dog for one week typically costs CA$350. 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 CA$25 to as high as CA$54 per night.
As of Aug 2025, 73 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, 85% of Winchester dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 7 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 73 dog boarding sitters in Winchester on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
