
House holiday rentals in Winchester
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Top-rated house rentals in Winchester
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Popular amenities for Winchester house rentals
House rentals with a pool

Superb Farmhouse with pool, hot tub and fast wifi
Ann's place is incredible- stayed for two nights and there is everything you could possibly need or anticipate in the house. We had a great time - the pool and hot tub were very clean and the house was perfect! Ann was extremely responsive and helpful. Would absolutely book again!

NewForest Cottage alongside Limewood Lyndhurst
We were looking for somewhere in the New Forest area to celebrate our wedding anniversary with family. This house was perfect for us all, 8 adults and 5 grandchildren. The house is in a beautiful, quiet location which is exactly what we wanted. The house has everything you need and more, fully fitted kitchen with massive island and dinning table. All rooms were spotless as well as the many toilets and bathrooms. We stayed in the master bedroom which is very tastefully decorated. The swimming pool was a big bonus, perfect size and depth for our Grandchildren and very warm. It also had a padlocked gate to keep the little ones out when playing in the garden. Our host Katie was brilliant from start to finish keeping us updated on the stay and very responsive to messages. She provided a welcome food pack of sausages, bacon, bread and essentials which was really appreciated. Katie even took the time to let our grandchildren help her feed her horses. Can’t wait to return!

Coastal, New Forest 3 Bed Home Facilities Included
We stayed at Sam’s place to celebrate my husbands birthday. From the start Sam was responsive, friendly, answered questions and gave some fab advice. When I made a request she did everything she could to make it happen. The caravan itself is in a lovely peaceful part of the park with easy walking distance to the woods for the dog to have a run and also to the beach where we wandered to the pub and then back for an ice cream. Sam clearly explained how everything worked, where everything was & what she was doing to make things perfect for her guests. Her guide for things to do was really helpful so our days were filled and never dull. I would call this caravan a proper family home, it does everything it’s suppose to so you can just relax and enjoy your holiday. When I had some sad family news, Sam went out of her way to make sure we were ok and that we didn’t need to rush out the caravan on check out, so if you want a proper family home from home that does what it says - visit here! 🩷

Pennyroyal Lodge - HM31 - Lakeside Spa Property
Calm place and well maintained, we enjoyed the stay.

Barn conversion, Henley-on-Thames
We had a lovely time at Sarah's place. It's as the photos suggest and is in a very peaceful surrounding. The barn is next to Sarah's family home, but the way it is oriented means you get plenty of privacy. Thank you for letting us in to your home. We all had a lovely quality time with friends.

Luxury Cedar House - Private Garden, Pool & Spa
Cedar House is simply stunning. Beautiful gardens and surroundings, very comfortable and spacious property with everything you need. The pool and spa are a delight and I couldn't recommend highly enough. Kelly as a host is great as well, good at responding and clear with information, nothing was too much trouble. Overall, a brilliant place, would definitely recommend.

Incredible sea views and heated outdoor pool
The house is exactly as advertised. Spotlessly clean. The rooms are spacious. The whole house is very well maintained. The location is superb. Absolutely nothing to complain about. I would thoroughly recommend it. Our hosts were very easy to contact and made sure we knew everything and had everything.

Spacious house and garden in Itchenor
An amazing long weekend and what a treat having the pool, particularly when the weather was so warm. Electric pool cover was very easy to operate. House so spacious and was perfect for 2 families of 4. Kitchen so well equipped. Garden was immense. And of course tennis court also such a treat. Maggie so responsive and so friendly, helped lots with advice around the local area. Highly recommend the walk to the Crown and Anchor in Chichester harbour….stunning views and a great lunch! A fab weekend for my husbands birthday….thank you Maggie!
Weekly house rentals

The Old Stables, Derrydown Farm
Such a lovely place to stay in beautiful peaceful surroundings. Very clean, comfortable and well equipped. Khalid was a helpful responsive host and when there was an issue with the water it was resolved very promptly. Had a delicious meal at the local pub, The George Inn and St Mary Bourne is an attractive village. Would definitely recommend a stay here.

Barn Retreat in South Downs (Free EV Charging)
We booked the barn for a weekend getaway with our dogs, so we could enjoy and explore the local area with them. The barn is spotlessly clean, easy to find and so peaceful! We had beautiful weather and enjoyed the open space and secure garden, the dogs loved having the freedom to be in and out as they chose. Charlotte hadn’t just left the usual bathroom toiletries you get with most stays, she had considerately left tea, coffee and sugar, washing liquids, cereals and much more! The smart tv in the living area is ideal, the sofa is super comfy and the dogs slept peacefully in their beds at our feet. All in all, we would 100% recommend this stay to anyone looking to explore the local area, especially if you have dogs too as there’s lots of lovely walks nearby. Thanks Charlotte!

House in the heart of Winchester
Lovely house right in the centre of town yet surprisingly peaceful. We came by train and it was a very easy walk from the station and straight forward to find and get in. Kitchen was very well equipped. Unfortunately the weather wasn't nice enough to use the garden but great to have the outdoor space. Beds very comfortable. Considering coming back again later in the year.

Boutique Retreat in Central Winchester
Crowder house is really an excellent home! We had a wonderful month there and would have happily stayed for another if we could. Some places just feel right. As soon as we arrived we felt settled. There was plenty of space to work and to relax, and the back garden was lovely during sunny days. It is a few minutes walk to town, and a great selection of pubs, restaurants and shops. The museums, river walks and Hampshire countryside are all easily accessible too. Would thoroughly recommend this home-from-home!

Stylish house in Central Winchester
Highly recommended! A very nice holiday home. Winchester city is easily accessible on foot or by bus. Grocery stores and small shops are just a few minutes away. Thank you for letting us stay in your holiday home. We felt very comfortable.

Stunning City Centre House, 3BR, Parking 2 Cars
We really enjoyed our stay! We appreciated the amount of space and privacy it offered us. Everything was nice and clean & well decorated. It's in a great location to explore Winchester without the need for a car if you don't have one. We were aware that it was next to a bar-and that did get a bit noisy at times-something to keep in mind if you are sensitive to that. The master bedroom was most affected by the noise as it borders it the most. It wouldn't deter me from booking again but it is important to note. We hope to stay again on future travels to the area!

Beautiful Views, Cosy Home from Home Dog Friendly
The cottage is the most stunning location by the river. We stayed for 3 days everything was as described and we would definitely stay again. Paula is a great host and always responded quickly with any queries.

Stable Cottage Beauworth Southdowns Hampshire
We spent a wonderful week at Sarah's place with our small baby. She made sure we had everything we needed plus lots of toys and books too. She gave us great reccomendations of places to visit and was so helpful with any questions. We felt like it was our home for the week. The views and local area is beautiful (we were very lucky to have such great weather). Thank you for a fantastic stay...Sarah is the perfect host!
Private house rentals

Cottage in the New Forest
We had an amazing time, This house was lovely, just like the description, perfect for a holiday. The host was easy to communicate with and the instructions were very clear. The area is lovely, backing into a horse field with beautiful views. I would recommend this to anyone looking for a nice holiday in the new forest. Thank you for a lovely holiday and great memories.

Vaulted Barn: Private Garden & Cozy Fireside Charm
Great place to stay, beautiful little garden and walks to the nearby vineyard. We went with some of their local recommendations too, which was brilliant. Hambledon vineyard is well worth the short stroll for drinks or food.

Stunning contemporary oak-framed village barn
A lovely, comfortable stay in attractive surroundings. We were made to feel very welcome and our little dogs loved the beautiful walks right on the doorstep. The barn had everything we could possibly need to make our stay perfect. There is a nice pub very close by and we had a good lunch there one of the days. We enjoyed our stay so will definitely return very soon.

Peaceful Cottage, Hampshire
As Super Hosts and owners of premium holiday accommodation in California and East Africa we know what great looks like and the effort that goes into hosting true 5 Star holiday rentals. Amanda and her cottage tick all the boxes. If you want a luxury rural retreat with all the trimmings of a 5 Star hotel, from linens to furniture to stunning artwork and gorgeous views, you’ve found it!

Ashfield Barn - 2 Bedroom House in Broughton
Wow! Felt as good as home. Was an excellent place for exploring the area, which is fantastic. The two Greyhound pubs are great for food and drink. The local one accessed along a part of the Clarendon Way, a really nice walk. Such a comfortable place to be. Thank you 🤩

Iconic Beach Front Stay | The Watch House, Lepe
Echoing other reviews, this is an absolutely stunning place. I totally fell in love with it - so unique, full of character, beautifully done up, and with everything needed for a stay. Such fun being lulled to sleep by the sounds of the sea. Thanks for a truly fab stay.

Coombe Cottage
We had a lovely weekend. The house is stunning and so spacious. Plenty of communal areas in the house. Plenty of parking, and private. Everything was clean and well equipped. We hope we can stay again some time

Coachmans Lodge
Came here with friends over the bank holiday weekend and had a great time! Spacious and clean living area with two beds and two bathrooms, with lots of natural light and ample parking space (including an electric charging station). Really liked the modern furnishings and appliances (e.g. TV, sound system, induction stove) and the quiet, peaceful surroundings. Two things to point out - 1. Dishwasher wasn't working during our stay, which we only found out after cooking dinner. Thankfully Chelsea was responsive and provided some sponges the morning after even though it was a Sunday. 2. It would help to have some blinds / shades in the bedrooms, especially during summer when the sun rises early. Thank you Chelsea for the great stay and hope to visit again!
Quick stats about house rentals in Winchester
Total rentals
130 properties
Total number of reviews
6.1K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
130 properties include access to Wi-Fi
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- New Forest national park
- Bournemouth Beach
- Paultons Park Home of Peppa Pig World
- Kimmeridge Bay
- Oxford University
- Boscombe Beach
- Stonehenge
- Goodwood Motor Circuit
- Windsor Castle
- Hampton Court Palace
- Southbourne Beach
- Lower Mill Estate
- Chessington World of Adventures Resort
- West Wittering Beach
- Thorpe Park Resort
- Arundel Castle
- Highclere Castle
- Goodwood Racecourse
- RHS Garden Wisley
- Winchester Cathedral
- The Tank Museum
- Worthing Pier
- Marwell Zoo
- Highcliffe Beach