Dog Boarding in Winchester
Book dog boarding with a loving dog sitter who will care for your pup or other pets in their home – ensuring they feel safe and loved, giving you peace of mind.

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Top-rated Winchester dog sitters
Prices are estimates per night for one dog. Pricing may vary based on your search. A booking fee of 15% and taxes will apply.

“Eleanor and Raymond took such wonderful care of Lucy and all her little quirks. They went above and beyond, taking the time to get to know her personality - her likes, dislikes, and her favourite routine. They managed everything with a genuine affection for her. It was such a comfort to know she was in such capable, caring hands while we were away. We came home to a happy, relaxed pup, and we couldn’t be more grateful. Highly recommend!”


“Fantastic, just amazing. I only met Victoria, but she was lovely and obviously cared so much about our little guy's welfare. The house dog, Harley, is just the friendliest, loveliest dog ever! Monty really enjoyed his time with Matthew and Victoria and we got constant updates. Would recommend to anyone and everyone!”


“Amy and Will were so amazing,It was my first time to leave my puppies and they managed them very well.Amy sent me amazing photos of them.I am fully satisfied and I can highly recommend Amy.Thank you so much!”


“Shadia was brilliant she kept me updated the whole weekend. Benji enjoyed his time there and I wouldn't hesitate to recommend Shadia to anyone. Thank you so much for looking after Benji for us xx”


“Murali was absolutely wonderful - he took our whippet, Poppet, at short notice and looked after her beautifully. He sent lots of photos and videos whilst she was staying with him and his family, and was highly responsive at all times. I would definitely recommend him and will book Poppy in again with him whenever possible.”


“A brilliant stay for Rowly with Sandra and family and of course Charlie a fantastic, kind and calm dog. Sandra kept us informed with pictures which was so comforting for us all. The house, garden and environment was safe and beautiful.”


“Mea has looked after my Cockapoo twice now and I will continue to rebook. She provides a friendly and welcoming environment for him as well her dogs being good natured and easy for him to get on with. She provides lots of garden time, offers to walk the dogs at lunch and provides lots of photo/ video updates throughout the day. I would highly recommend her to anyone looking for a sitter! 🐶”


“Ruby had a great time with lots of attention, walks and engagement during her stay. Holly was able to gain Ruby's trust which helped Ruby settle quickly and enjoy her stay, so much so she did not want to leave!”


“Chloe was a great sitter, very patient with Sausage who was being bossy with her own dog. He had some lovely walks and Chloe kept me up-to-date with pictures throughout his stay. He's come home happy and relaxed!”


“Our 2 year old golden retriever Monty had the best time with Monica and her partner! We couldn’t have asked for better dog sitters, they are both so friendly, caring and kept us updated all the time with pictures which we loved! They obviously both really love dogs too and their house is kitted out perfectly. Monica really looked after Monty and we are so appreciative of how safe she made him feel. We will definitely be using Monica again! Thank you so much ☺️”


“Rachael was very easy to communicate with and kept me updated on a regular basis with pictures and videos while I was away for two weeks. I would have no hesitation in recommending her or using her again.”


“Hi Emma, we’re eventually home! Thank you again, Hali has had a fantastic time and was so happy with you. As you know this was the first time we’ve left her with someone we didn’t know and you were brilliant at helping us feel confident and the minute we ( me and Hali) met you we relaxed and felt happy. You have so much experience with such a range of dogs and obviously love them very much.”


About: My partner and I have had our Labrador for just over 3 years now, giving us hands on experience with daily care, training and lots of love. I’m currently working part time, which gives me plenty of time to provide attentive care, regular walks, play time and cuddles, making sure your dog is happy and cared for whilst you are away. My partner Will also works from home most of the time. I have a fenced garden and one dog of our own to keep your pup busy whilst staying with us. We also have a crate available if you would like your pup crated at night.

“Kelly and family were wonderful dog sitters! Rupert had a fantastic time playing with the boys and was a very happy and content doggy when we picked him up! Would 100% recommend Kelly to others and we will certainly love Rupert to stay again in the future!”


“Belle absolutely loved her stay with Claire and family. She was so well looked after and loved, I'm not sure she wanted to come home 😀. Thank you so much and Belle will see you again soon! I highly recommend Claire as a fantastic dog sitter.”


About: I’m a lifelong dog lover with experience caring for pups at every stage of life — from boisterous puppies to gentle senior companions. I co-parent Albus, my cheeky and affectionate French Bulldog(my availability is based on when Albus is NOT with me, and staying at his Dad’s house), and before him shared life with Bobby, my much-loved Labrador who I cared for through his golden years until he crossed the rainbow bridge in 2023. My background as a registered nurse means I bring patience, reliability, and a calm, caring approach to every dog I look after. I’m confident supporting dogs with different needs, whether it’s keeping up with playful pups, providing extra TLC for seniors, or making sure routines are followed to the letter. Above all, I treat every dog as if they were my own — with plenty of cuddles, walks, and care. I work from home, which means I can give your dog plenty of attention throughout the day. Having a furry companion is the perfect excuse to step away from my desk for regular walks, playtime, and cuddles. I’m flexible with timings and can easily fit in potty breaks, feeding, and exercise to match your dog’s usual routine — and with Mondays off, I can offer even more quality time and longer adventures to start the week. In my home, your dog will be treated like part of the family. I create a safe, comfortable space with plenty of snuggly spots to rest, fresh water always available, and secure doors and garden access so they can explore safely. I keep to each dog’s usual feeding and walking routine to help them feel at home, and I’m always nearby to supervise playtime and make sure they’re happy and relaxed. Because I work from home (and have Mondays off), your dog will have company most of the day — whether that’s curled up at my feet while I work or out enjoying walks together.

“Catriona and her partner cared for my Scottie extremely well and he came back to us calm and content so we were very happy. she kept us updated each day and seemed to enjoy having him. so I would have no hesitation in leaving my dog with them again. Thank you both.”


“We needed someone locally to board our dog Darwin for one day/night at short notice and fortunately Hugo was available. When we dropped off Darwin we new straight away that he would be well looked after. We would definitely use Hugo again.”

Loving dog boarding sitters in your area
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Prices are estimates per night for one dog. Pricing may vary based on your search. A booking fee of 15% and taxes will apply.


Eleanor F.Star Sitter

“Eleanor and Raymond took such wonderful care of Lucy and all her little quirks. They went above and beyond, taking the time to get to know her personality - her likes, dislikes, and her favourite routine. They managed everything with a genuine affection for her. It was such a comfort to know she was in such capable, caring hands while we were away. We came home to a happy, relaxed pup, and we couldn’t be more grateful. Highly recommend!”


Victoria & Matthew G.Star Sitter

“Fantastic, just amazing. I only met Victoria, but she was lovely and obviously cared so much about our little guy's welfare. The house dog, Harley, is just the friendliest, loveliest dog ever! Monty really enjoyed his time with Matthew and Victoria and we got constant updates. Would recommend to anyone and everyone!”


Amy S.

“Amy and Will were so amazing,It was my first time to leave my puppies and they managed them very well.Amy sent me amazing photos of them.I am fully satisfied and I can highly recommend Amy.Thank you so much!”


Shadia N.Star Sitter

“Shadia was brilliant she kept me updated the whole weekend. Benji enjoyed his time there and I wouldn't hesitate to recommend Shadia to anyone. Thank you so much for looking after Benji for us xx”


Murali K.Star Sitter

“Murali was absolutely wonderful - he took our whippet, Poppet, at short notice and looked after her beautifully. He sent lots of photos and videos whilst she was staying with him and his family, and was highly responsive at all times. I would definitely recommend him and will book Poppy in again with him whenever possible.”


Sandra S.Star Sitter

“A brilliant stay for Rowly with Sandra and family and of course Charlie a fantastic, kind and calm dog. Sandra kept us informed with pictures which was so comforting for us all. The house, garden and environment was safe and beautiful.”


Mea & John T.Star Sitter

“Mea has looked after my Cockapoo twice now and I will continue to rebook. She provides a friendly and welcoming environment for him as well her dogs being good natured and easy for him to get on with. She provides lots of garden time, offers to walk the dogs at lunch and provides lots of photo/ video updates throughout the day. I would highly recommend her to anyone looking for a sitter! 🐶”


holly s.

“Ruby had a great time with lots of attention, walks and engagement during her stay. Holly was able to gain Ruby's trust which helped Ruby settle quickly and enjoy her stay, so much so she did not want to leave!”


Chloe M.Star Sitter

“Chloe was a great sitter, very patient with Sausage who was being bossy with her own dog. He had some lovely walks and Chloe kept me up-to-date with pictures throughout his stay. He's come home happy and relaxed!”


Monica R.Star Sitter

“Our 2 year old golden retriever Monty had the best time with Monica and her partner! We couldn’t have asked for better dog sitters, they are both so friendly, caring and kept us updated all the time with pictures which we loved! They obviously both really love dogs too and their house is kitted out perfectly. Monica really looked after Monty and we are so appreciative of how safe she made him feel. We will definitely be using Monica again! Thank you so much ☺️”


Chelsea P.

“Absolutely amazing! Chelsea and Brad are so lovely and welcoming. Albert and Darla had the best time and left very happy. Will definitely book again, thank you!”


Rachel M.Star Sitter

“Rachael was very easy to communicate with and kept me updated on a regular basis with pictures and videos while I was away for two weeks. I would have no hesitation in recommending her or using her again.”


Emma R.

“Hi Emma, we’re eventually home! Thank you again, Hali has had a fantastic time and was so happy with you. As you know this was the first time we’ve left her with someone we didn’t know and you were brilliant at helping us feel confident and the minute we ( me and Hali) met you we relaxed and felt happy. You have so much experience with such a range of dogs and obviously love them very much.”


Jordyn S.
“Jordyn had Ozzy and Koda whilst we went away for the weekend- she sent me loads of videos and pictures whilst we were away which we loved. She has a dog of her own so I felt very comfortable that she could handle our two and was well experienced. The boys came home knackered and had a great time! Thanks again Jordyn!!”


Kelly K.Star Sitter

“Kelly and family were wonderful dog sitters! Rupert had a fantastic time playing with the boys and was a very happy and content doggy when we picked him up! Would 100% recommend Kelly to others and we will certainly love Rupert to stay again in the future!”


Victoria R.Star Sitter

“Milo had a great time with Vicci. They went on some lovely walks, and she kept us updated with lots of photos and updates. We'll definitely be back 🥰”


Claire P.Star Sitter

“Belle absolutely loved her stay with Claire and family. She was so well looked after and loved, I'm not sure she wanted to come home 😀. Thank you so much and Belle will see you again soon! I highly recommend Claire as a fantastic dog sitter.”


Jessica S.
“Jess has walked my dog Bella several times and I honestly couldn’t recommend her more! Bella can be a bit nervous with new people, but she warmed up to Jess straight away, which says a lot! Jess is calm, patient, and clearly loves dogs. She always takes the time to check what Bella needs before each walk, whether that’s a longer route to burn off energy or a gentler stroll when she’s feeling slower. I always feel completely at ease knowing Bella’s in her care. Any dog would be lucky to have Jess as their walker!”


Catriona M.

“Catriona and her partner cared for my Scottie extremely well and he came back to us calm and content so we were very happy. she kept us updated each day and seemed to enjoy having him. so I would have no hesitation in leaving my dog with them again. Thank you both.”


Hugo R.

“We needed someone locally to board our dog Darwin for one day/night at short notice and fortunately Hugo was available. When we dropped off Darwin we new straight away that he would be well looked after. We would definitely use Hugo again.”
How Rover pet sitting works
1. Search
Read verified reviews by dog owners like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in person with a pet sitter to discuss the level of care needed for your pets while you’re away for extra peace of mind.3. Book and 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 cheques required.
Booking 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, knowledgeable and total dog fanatics. You can get in touch with us at any time.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winchester is £32 per night, including service fees. Boarding your dog for one week typically costs £224. 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 £28 to as high as £57 per night.
As of Aug 2025, 529 pet sitters offer dog boarding in Winchester. You can filter, sort, and expand your radius to find the perfect home-from-home stay for your pup. Read reviews, compare pricing and book with confidence.
Rover makes it easy to get in touch with multiple pet sitters about your booking. Typically, 91% of Winchester dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat pet owners have an average of 5 repeat pet owners. Experience can vary from sitter to sitter, but you can view reviews, years of experience and number of repeat pet owners 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 identity-verified, 5-star dog sitters who 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 owners looking for a safe, loving alternative to a dog kennel
- Dogs who’d love to socialise with their sitter’s pets
There are 529 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 an identity verification for you and your dog’s safety.
Yes! Sitters joining Rover must pass an identity verification before offering their pet sitting services.
