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%.
“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!”

“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: 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.
“Laura helped us out with a house sit for our springer spaniel ‘Barney’. We cannot recommend her enough. Laura made everything easy as we had not used Rover before. Barney was well looked after and we will be using Laura agin. Thanks Laura especially from Barney”

“Gracie had a lovely day with Jas.She enjoyed her walks and meeting other dogs, it would of been a perfect day. Highly recommend Jas, she is fantastic with Grace and sent me some beautiful photo updates 😊”

“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!”

“Sophie is the most wonderful dog sitter. She looked after our elderly dog Willow for a few days while we visited our new baby granddaughter in Sweden. We felt very confident that we had left Willow in good hands and we were absolutely right. He is almost 15 and has a bit of dementia which can be challenging to cope with, but Sophie handled everything brilliantly and in a fuss-free way. We cannot recommend her highly enough.”

“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”


“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!”

“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”

“We had a fantastic experience with Hilary looking after Archie and Nixie. We received regular updates, and her communication was excellent throughout. Our dogs felt immediately at ease with her, which gave us great peace of mind. We would definitely engage Hillary again when needed.”

“We have used Jon for both pop-ins and overnight dogsitting, and I'd definitely recommend him. He gets on very well with our very lively spaniel so I'm sure we'll keep using him going forward!”

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
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 bit of a dip where we live, 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!

“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 😊”

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.
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 near you
Select a filter and find qualifying Winchester sitters!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.








