House Sitting Winchester
Find a loving house sitter to look after your pets and your home.
Over 169 pet owners in Winchester have booked house sitting
Winchester, Find top-rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 15%.
“Sophie was fantastic. Superb engagement which provided us with the confidence needed to leave our dog and house in good hands. Highly recommended and very grateful to Sophie. Thank you!”
“At the initial meeting Jasmine was so calm and positive with Lilo and Stitch I was able to leave them knowing they were in safe hands. I have never been apart from them in their 2 years and it was a hard decision to make, but Jasmine made the process easy. The updates and photos showed me they were both settled and comfortable with her. I would not hesitate to leave them in Jasmine's care again.”
“We had the absolute pleasure of having Hilary stay in our home for a week to look after our two dogs, and we honestly couldn’t have asked for anyone better. She cared for them with so much love and attention, making sure they were happy, well-walked, and comfortable. Both of our dogs needed daily medication, which she managed perfectly, and one of them can be a little reactive at times — but she was so patient, calm, and caring that he quickly warmed up to her. On top of that, she looked after our home beautifully, leaving everything spotless. It gave us such peace of mind knowing both our dogs and house were in such safe, capable hands. We’re truly grateful and would recommend her without hesitation. Thank you so much Jeferson & Caroline Garcia”
“John looked after Gracie for us whilst we attended a wedding. We could not be happier, John was great at giving us updates and we were able to see that Gracie was being well looked after and very happy. Thank you John.”
“We have used Laura before for dog walks but this was the first time as a sitter. Our girls were well looked after during her stay. We were able to see the routes she walked them Along with photos. She is reliable and puts our dogs at ease.”
“Kamila has looked after our dog Gracie numerous times now and we are happy that she is well looked after whilst in Kamila's care. Gracie is also very pleased to see Kamila when she arrives!”
“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 😊”
“Alexandra did an outstanding job of looking after our home and pooch. Ali was always spot on with communication and letting us know how our baby was. Roxy absolutely loved Ali and actually sulked when she left. Would highly recommend Ali.”
About: Hi I’m Mykala — a professional and friendly pet sitter and dog walker based in Eastleigh and surrounding areas. I’ve gained hands on experience through working at dog daycare, boarding and training dogs for college and volunteering at vets, which helped me build a solid understanding of dog behaviour, body language and basic obedience. I’ve just finished my 1st year veterinary nursing but am taking a break to focus on more on my business. I have experience with old, young, reactive and everything in between. As this is my full-time job. I may occasionally need to step out briefly to attend to other clients during the day. If your pet has separation anxiety or requires constant care and can’t be left alone more than a couple hours, I’m still more than happy to help, this would simply be shown in a higher price to accommodate for the additional time and attention they need. I am able to administer medication if needed, I’m currently doing my canine first aid qualification and have basic animal behaviour qualification for the animals who need extra care and support
“Kerry was great from the time that we met here to when she looked after Jovi for us. She sent us a message when she arrived, then whilst she was at our house and then when she left. Our house was left exactly the same way as when we left and our dog Jovi was well looked after. I would recommend using Kerry and will be using her again. Thank you again Kerry.”
“Keighley has been so easy to work with when I needed a sit for my boy whilst I went to a festival. She arranged a meet and greet promptly and has a pup herself, so is very experienced and used to energetic breeds as Reg can have his moments. Reggie took to her very quickly and he was well cared for whilst I was away. She also sent communication promptly along with some amazing photos. Friendly, kind dogsitter. Will definitely be booking again. Thankyou Keighley! :)”
“Cian was amazing with Holmes. He took time to meet Holmes (and me) prior to the sit giving Holmes time to get to know him and warm up quickly. He was a great communicator and sent updates and photos throughout the sit. I would highly recommend Cian.”
“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.”
About: I’ve been walking dogs since I was 14, starting by helping an elderly lady with her dogs. That experience taught me how important patience, reliability, and understanding each dog’s individual needs are. I also have my own Pomeranians, so I’m used to caring for high maintenance breeds that require plenty of attention, grooming, and exercise. (My dogs will not be there whilst looking after yours) Looking after my own dogs has given me hands on experience with different personalities, routines, and care requirements. I treat every dog as if they were my own, making sure they feel safe, happy, and well cared for. Whether it’s a relaxed stroll, an energetic walk, or simply providing lots of love and attention, I’m committed to giving every pet the best possible care. As a teacher, I’m available to walk dogs on weekends throughout the year. During school holidays and half terms, which are frequent, I have much more flexibility and am available for dog sitting, drop in visits, and longer periods of care while you’re away. This means your pet can enjoy plenty of attention, exercise, and companionship during your holiday bookings, giving you peace of mind that they’re in safe and caring hands. Your pet’s comfort and safety are my top priorities. I’ve recently bought my own home, which has a secure, fully fenced garden with plenty of space for dogs to run around, play, and go to the toilet safely. Inside, my home is clean, calm, and welcoming, with plenty of room for pets to relax. During warmer weather, the house stays nice and cool, helping to keep dogs comfortable and prevent them from overheating. I’ll follow your pet’s usual routine as closely as possible, including feeding times, walks, playtime, and lots of love and attention, so they feel happy and at home while they’re with me. If your pet is more comfortable in familiar surroundings, I’m also happy to pet sit in your home, ensuring they can stick to their usual routine while receiving the same loving, reliable care.
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.
“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!”
The median cost per night for house sitting in Winchester is £38
Pet owners share their Rover experiences - Winchester
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.
Book with peace of mind
- Screened pet sitters have passed a third-party identity verification and show verified reviews from other pet owners, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team – here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay via Rover’s secured platform – no cash required.
Booking Protection
It doesn’t happen often, but if your 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book and Pay
It's that easy! All payments are processed via Rover's secured platform
Popular requests for house sitting - Winchester
Select a filter and find qualifying sitters offering house sitting.Sitters in Winchester average 3 repeat house sitting pet owners
FAQs for House Sitting - Winchester
Frequently asked questions about Rover
The average cost for House Sitting in Winchester on Rover is £46 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 1,234 sitters on Rover offering House Sitting across Winchester. Enter your postcode to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Post & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Rubbish & recycling: Taking bins out on scheduled rubbish collection days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best time to agree on expectations is during your free Meet & Greet. Use this time to provide a 'home cheat sheet' that includes your preferred Winchester walking routes, the location of your favourite pet shop, and any specific quirks about your home’s security or appliances.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes dedicated customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement programme for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to £25,000 in eligible veterinary care reimbursement.
Every sitter on Rover must pass an identity verification before they can list their services. An identity verification confirms that the sitter is who they say they are based on their documents.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to £25,000 in eligible veterinary care. For more details, visit our Trust & Safety page .
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winchester choose to hand over a spare key or digital fob in person, while others arrange a key safe or unique access code. Don't forget to discuss key returns as well!
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest vet. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorisation form for your regular vet. An authorisation form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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