House Sitting in Winchester
Find a loving house sitter to look after your pets and your home.

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Top-rated Winchester house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 15%.
“Kamila was great with the dogs, they were really relaxed with her and well walked (despite sole horrific weather) and generally just really happy. House was left clean and tidy. Wouldn't know Kamila had even stayed. Would definitely book again.”


“Natasha was fantastic with my cat Olten, he can be temperamental but she was patient and he even sat on her knee. She sent me lots of updates and pictures and last minute did an extra night which was so helpful! She also left the house super clean. I would definitely book again 😊”


“Shannon was great with our 3 cockapoos for a housesit. Even Teddy who can be cautious with new people was taken with her and followed her around 😃 shannon kept me updated throughout the day. Would recommend!”

“Jack was a fantastic dog sitter. He kept me updated and sent lots of photos of the dogs. He had to pop back for something after I got back and the dogs were so excited to see him, I could tell they’d had a fabulous week! Thank you, Jack!”

“Fantastic. I met Jasmine before she sat for three nights, and I instantly felt that Mabel was in very safe hands. Jasmine kept me posted and sent some beautiful pictures. I could see that Mabel was extremely relaxed and happy in the photos. She utterly spoilt her like her own, and the house was spotless when we returned. I highly recommend Jasmine and will be using her again. Mabel will be thrilled to see her!”

“Bella & Biscuit didn’t get chance to miss us with the love and attention Sophie showered upon them. Great to feel assured your pups are comfy in their home surroundings. Video and picture updates kept me connected while having to go through my mum’s funeral abroad. Would highly recommend Sophie to stay in your home with your four legged loved ones.”

“Kerry was great for dog sitting for us. Her communication was really good throughout and our dog looked like he had a lovely weekend with her - would definitely recommend!”

“This was our first time using a pet sitter and Keighley was wonderful, have already recommended her to others and will 100% be in contact to use her amazing services again. She sent loads of photos and communication was spot on, she even left Eddie a Halloween gift! 11 out of 10! Thank you Keighley x”


About: I’ve been around pets of all ages, and have loved looking after each and every one of them. I’ve raised and trained my own dog, and I have learnt the patience and kindness that is needed for pets from first hand experience. I’m currently off from Uni, so I’m able to dedicate my time fully to pet care, taking them on walks, and giving them all the love they need. I have a fenced garden, with lots of grass, and a 7 year old Black Lab that goes along with it, that loves company! There’s a separate room where they would get fed, and space for any beds or crates.
“Outstanding sitter. Dogs were so loved and cared for, even our reactive OES who adores Beth and cried when she left. House was spotless, updated constantly on how things were. Truly an amazing and trustworthy dog professional”

“We felt completely relaxed knowing our dog, Brew, was in good hands. Julie was easy to arrange with, communicated well before and during the stay, and was clearly very caring. Brew is already looking forward to having Julie come over again soon.”

“Imi was amazing! She looked after our 8 month lab puppy for the afternoon who loved lots of belly scratches and playing. Imi is lovely, was great at communicating and even was happy to met us beforehand and for a walk 🐾 we hope Imi is available again to help look after our pup!”

About: I’m here to give your pet 10/10 care - I will do everything to make sure your pet is made to feel calm, welcome, and relaxed whilst ensuring they have a playful and fun time too. I have two miniature dachshunds - Rolo (3.5 years) & Cooper (1 year). They are friendly, cuddly and love to be around other dogs. We live in a quiet cul-de-sac with a fenced garden. I can offer toilet breaks every 2 hours and there are 2 nearby parks for regular walks and fresh air (3 mins and 6 mins away). I will pay attention to dietary needs and can give tablet medication if required. Treats are provided (if allowed!) and we have plenty of toys for them to play with. When the dogs sleep, I play Smooth Chill radio on the Alexa to make them feel more relaxed and settled. Book with me today and you can be reassured your pet will have a happy stay! I work from home 2-3 days a week (days vary, but I will keep my calendar up to date so availability will be as accurate as possible). My job is very laid back with very few calls so I can give my attention to your pet when they are with me at home. *** I will not leave your dog alone - I will only accept bookings on my work from home / annual leave days and weekends when I am here to give them my full care and attention **** We have a fenced garden for plenty of toilet breaks, playtime, sunbathing (in good weather!), they can relax in the garden with me, where there is plenty of shade (we are in a dip so it stays very cool) and in colder weather they can stay warm inside - my dogs love to soak up the warmth from a tower heater whilst snoozing. When the dogs sleep, I play Smooth Chill radio on the Alexa to make them feel more relaxed and settled. We have plenty of toys (chew, rope, squeaky, crinkle). Treats will be given (if allowed!) and I will pay close attention to dietary needs and feeding requirements. Book with me today and you can be reassured your pet will have a happy stay! If your dog is anxious / doesn’t like to be fussed over / prefers quiet - this will be noted and respected. Whatever your needs, please state this on your booking request. Thank you!

About: Friends, family and neighbours have relied on me to look after their dogs when they are away or walk them when they are unable to. As a university student with a part-time zero-hour contract, my schedule offers a good level of flexibility. My availability can vary week to week, but I’ll always be clear and communicative about this and only accept bookings I can fully commit to. I’m happy to discuss dates and work around your pet’s routine where possible! I believe pets are happiest when their routine is maintained, so I will always try to provide care that feels familiar to them. In a pet owner’s home, I’ll stick closely to their usual routine for feeding, walks, exercise, play and any other care needs. Whether your pet loves company and cuddles or prefers a quieter approach, I’ll adapt to what makes them feel safest and happiest.
“Inga seemed really sad on the day of our departure on a long planned trip but was overjoyed when John arrived, which eased our anxieties a great deal. John explored far and wide with her and sent photos and videos of their exploits. We were in North America and the time difference meant we woke up to the updates and really looked forward to them. John took Inga to places he could safely let her off the lead and she responded very well. As a 10 month old puppy we'd had patchy success with recall training so far but John has done a lot in the last couple of weeks. John has also been able to advise about leads and harnesses to suit Inga who is very strong and determined when she chooses. We value his knowledge and experience and Inga and he clearly have a very strong bond.”

About: I have experience pet sitting both cats and dogs in Ukraine, Poland, and the UK. With clear instructions, I’ll know exactly what to do to make your pet’s time with me the best experience possible. I always try to follow your pet’s needs and personality — if they’re full of energy, we’ll go for long walks and play; if they prefer calm company, we’ll enjoy quiet cuddles and gentle care. I work part-time at a school, which leaves me with plenty of time during the day for dog walks and spending quality time with your pet. I enjoy being active and giving pets attention, care, and companionship while their owners are away. I provide a calm, safe, and caring environment for pets. In the owner's home, I follow the pet’s usual routine as closely as possible, including feeding times, walks, playtime, and any specific instructions. I make sure pets feel comfortable, receive plenty of attention, and have fresh water and a clean space. I’m also happy to send updates and photos so owners know their pet is happy and well cared for.
“What a treasure! The perfect dogsitter, every which way. Sensible, caring, responsible and with a lovely sense of humour, I'm thrilled we've found Kirsty. Thank you SO much.”

Over 241 pet owners in Winchester have booked house sitting
Winchester pet owners share their Rover experiences
Mel was brilliant with our two terriers. She sent loads of videos and photos so we could keep up to date with their fun and games and the dogs were relaxed and happy when we got home. She did a great job with their various nutritional and medication requirements. Mel was a very tidy houseguest and we have already booked her for a second time.

Hannah agreed to look after Milo at short notice, which was very much appreciated. Her communication throughout the booking process and his stay was fantastic. She even allowed us to be flexible with the drop-off and pick up times, which was so useful, due to changing travel plans. We would hesitate in using Hannah's sitting services again, or recommending her to others.

How Rover pet sitting works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. 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!
The median cost per night for house sitting in Winchester is £35
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 house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgeable, and total pet fanatics. You can get in touch with us at any time.
Sitters in Winchester average 3 repeat pet owners for house sitting
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winchester on Rover as of Jun 2026 was about £35 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customise your booking to suit your needs.
As of Jun 2026, there are 724 house sitters in Winchester. You can filter, sort, expand your radius, read reviews and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass an identity verification for you and your house’s safety.
Rover makes it easy to get in touch with multiple house sitters about your booking. Typically, 84% of Winchester house sitters respond in under an hour.
House sitters with repeat pet owners have an average of 3 repeat pet owners. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience and number of repeat pet owners when you compare house sitters in Winchester.
Going away? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winchester house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet owners on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass an identity verification before offering their services. You can also easily keep in touch with your house sitter via messages on Rover for delightful photo updates. The Rover team is available 24/7 and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, you can rest assured that your pet is covered by the Rover Guarantee reimbursement programme for eligible veterinary care.





