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

“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!”


“Ronnie has an amazing time when she says with Amy and Will!”


“Winter throughly enjoyed his 2 weeks away. A lovely family who provided plenty of video/photo updates throughout the stay. They looked after him so well and when we were stuck abroad they really put us at ease by taking care of Winter until we were able to get back. Winter clearly misses them and their dog, Mia. We highly recommend them.”


“My previous experience on Rover (not with Eleanor and Raymond) was horrific, which left me hesitant to leave my dog, Genie, with anybody... When I met Eleanor and Raymond for a meet and greet, they were shocked, compassionate and reassuring - I got a sense they were a good fit for me and Genie. Before the main booking, we agreed to do a trial sleepover to make sure everybody was a good fit and it went great! Eleanor and Raymond are both lovely, I now have peace of mind knowing Genie will be in safe hands going forward”


“Sandra was absolutely amazing. Rupert had the most fun playing with Charlie all weekend. He came back a very happy boy. Sandra was great with sending updates over the weekend and she provided a fantastic environment for him. We will certainly be using her again if the opportunity arose and would highly recommend her to anyone.”


“Shadia took my beagle boy Uno overnight and he had a brilliant time. As anyone who knows the breed will tell you, beagles aren’t the easiest! But Shadia was great with him, regularly sending pictures and giving me updates on how he was getting on. Uno also got on brilliantly with Shadia’s retriever, Skye (who is absolutely lovely) and they clearly played endlessly. He came home the next day and went straight into nap mode! Can thoroughly recommend Shadia and will use her services again in future. 😊”


“Mea helped us by looking after our German shepherd for two nights recently. She was absolutely wonderful and communicated with us by sending messages, pictures or videos. We were updated about our dog all the time which was really reassuring. Mea has two lovely dogs on her own and our dog got along with them just fine. We will definitely use her service again in the future and we highly recommend her to anyone who needs someone looking after their dog. Thank you again, Maddie”


“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!”


“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.”


“Rachel was the perfect pet sitter for Loki! She was super helpful, flexible and communicative and you can tell she adores the dogs in her care. Loki had an amazing holiday, and we would definitely leave him with Rachel again in future.”


“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!”


“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 was absolutely fab fitting mabel in for new years eve. She's a very new puppy and Claire kept me updated with pictures and messages letting me know how she was doing. Mabel had a great time and I would definitely recommend and use Claire again 😊”


“Mollie was a great sitter. She was very flexible with a meet and greet prior to having Pip. Whilst Pip was staying with Mollie at her beautiful home, she sent me regular updates and photos so I knew Pip was in the best of hands. I will be using Mollies services again!”


“Sheryl was amazing with our Jack Russell! Sent lots of lovely updates and pictures which were so lovely to see. Would 100% leave her with Sheryl again!”


“Ash was very good with all the communication pre and during Archies stay., with lots of updates and pictures. He seemed to have a lovely time and enjoyed meeting others dogs during his visit.”


“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.”


“I never worry about Snoopy when he’s with Sara and the pups as he seems to not even look back when I drop him off!! It’s like a holiday for him too! Sara is always so good at keeping me posted while I’m away and he always looks like he’s having the time of his life! He always seems a little sad and exhausted from all that fun when he comes home!!! Which is a good sign!! Sara comes highly recommended!!!”


“I was anxious to leave Nicko as I haven’t left him before but Adele made me feel at ease Nicko loved her and that means everything to me! She shared photos and videos with me daily! I Nicko looked like her was having such a good time I was worried he wouldn’t want to come home!! Already booked in for his next stay. I would highly recommended 🫶🏼”


“Justin & Silviya took amazing care of our Spanish Water Dogs (and us) after a very distressful start to our weekend away. Unfortunately we had an RTA on way to drop-off & Justin came out to help me walk the dogs and carry their beds/food/toys the rest of the way as our car was un-driveable! They re-assured us with messages & regular pics that our pups had settled in. This was more important to me than ever, as I was concerned the dogs may have been adversely affected by the accident. I cannot recommend them highly enough to anyone who is looking for dedicated carers for their dogs. Knowing your dogs are having the best of times & are extremely well looked after whilst you are away is priceless.”

Loving dog boarding sitters in your area
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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!”


Amy S.

“Ronnie has an amazing time when she says with Amy and Will!”


Murali K.Star Sitter

“Winter throughly enjoyed his 2 weeks away. A lovely family who provided plenty of video/photo updates throughout the stay. They looked after him so well and when we were stuck abroad they really put us at ease by taking care of Winter until we were able to get back. Winter clearly misses them and their dog, Mia. We highly recommend them.”


Eleanor F.Star Sitter

“My previous experience on Rover (not with Eleanor and Raymond) was horrific, which left me hesitant to leave my dog, Genie, with anybody... When I met Eleanor and Raymond for a meet and greet, they were shocked, compassionate and reassuring - I got a sense they were a good fit for me and Genie. Before the main booking, we agreed to do a trial sleepover to make sure everybody was a good fit and it went great! Eleanor and Raymond are both lovely, I now have peace of mind knowing Genie will be in safe hands going forward”


Sandra S.Star Sitter

“Sandra was absolutely amazing. Rupert had the most fun playing with Charlie all weekend. He came back a very happy boy. Sandra was great with sending updates over the weekend and she provided a fantastic environment for him. We will certainly be using her again if the opportunity arose and would highly recommend her to anyone.”


Shadia N.Star Sitter

“Shadia took my beagle boy Uno overnight and he had a brilliant time. As anyone who knows the breed will tell you, beagles aren’t the easiest! But Shadia was great with him, regularly sending pictures and giving me updates on how he was getting on. Uno also got on brilliantly with Shadia’s retriever, Skye (who is absolutely lovely) and they clearly played endlessly. He came home the next day and went straight into nap mode! Can thoroughly recommend Shadia and will use her services again in future. 😊”


Mea & John T.Star Sitter

“Mea helped us by looking after our German shepherd for two nights recently. She was absolutely wonderful and communicated with us by sending messages, pictures or videos. We were updated about our dog all the time which was really reassuring. Mea has two lovely dogs on her own and our dog got along with them just fine. We will definitely use her service again in the future and we highly recommend her to anyone who needs someone looking after their dog. Thank you again, Maddie”


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!”


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.”


Rachel M.Star Sitter

“Rachel was the perfect pet sitter for Loki! She was super helpful, flexible and communicative and you can tell she adores the dogs in her care. Loki had an amazing holiday, and we would definitely leave him with Rachel again in future.”


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

“Claire was absolutely fab fitting mabel in for new years eve. She's a very new puppy and Claire kept me updated with pictures and messages letting me know how she was doing. Mabel had a great time and I would definitely recommend and use Claire again 😊”


Mollie A.

“Mollie was a great sitter. She was very flexible with a meet and greet prior to having Pip. Whilst Pip was staying with Mollie at her beautiful home, she sent me regular updates and photos so I knew Pip was in the best of hands. I will be using Mollies services again!”


Sheryl S.

“Sheryl was amazing with our Jack Russell! Sent lots of lovely updates and pictures which were so lovely to see. Would 100% leave her with Sheryl again!”


Ash S.

“Ash was very good with all the communication pre and during Archies stay., with lots of updates and pictures. He seemed to have a lovely time and enjoyed meeting others dogs during his visit.”


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.”


Sara R.

“I never worry about Snoopy when he’s with Sara and the pups as he seems to not even look back when I drop him off!! It’s like a holiday for him too! Sara is always so good at keeping me posted while I’m away and he always looks like he’s having the time of his life! He always seems a little sad and exhausted from all that fun when he comes home!!! Which is a good sign!! Sara comes highly recommended!!!”


Adele C.

“I was anxious to leave Nicko as I haven’t left him before but Adele made me feel at ease Nicko loved her and that means everything to me! She shared photos and videos with me daily! I Nicko looked like her was having such a good time I was worried he wouldn’t want to come home!! Already booked in for his next stay. I would highly recommended 🫶🏼”


Justin C.Star Sitter

“Justin & Silviya took amazing care of our Spanish Water Dogs (and us) after a very distressful start to our weekend away. Unfortunately we had an RTA on way to drop-off & Justin came out to help me walk the dogs and carry their beds/food/toys the rest of the way as our car was un-driveable! They re-assured us with messages & regular pics that our pups had settled in. This was more important to me than ever, as I was concerned the dogs may have been adversely affected by the accident. I cannot recommend them highly enough to anyone who is looking for dedicated carers for their dogs. Knowing your dogs are having the best of times & are extremely well looked after whilst you are away is priceless.”
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.
