
House vacation rentals in City of Winchester
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Top-rated house rentals in City of Winchester
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Popular amenities for City of Winchester house rentals
House rentals with a pool

Superb Farmhouse with pool, hot tub and fast wifi
We had a lovely stay at Ann’s house. We arrived to a generous welcome packet of essentials and snacks and two lovely bottles of Prosecco. The house is old with lots of character but the facilities are modern and work well. We stayed at the end of April but the pool was heated for us and we used it every day, we were thankful for the hot tub to warm up on the more overcast days! The kitchen is wonderfully stocked with plates and glasses for entertaining and the Aga and bbq worked well. If you have small children I would recommend bringing plastic crockery as there wasn’t much of that. We would definitely look to come back if we are in the area.

NewForest Cottage alongside Limewood Lyndhurst
Fabulous home for family’s, especially great for younger children and babies. Couldn’t fault the home or garden, even the pool was warm enough for the kids.

Coastal, New Forest 3 Bed Home Facilities Included
Very homely and very well stocked caravan. Nice and quiet when we stayed. Parking space at the side big enough for 2 cars. Samantha was very helpful and very responsive to messages. Activity passes included making this a very reasonably priced place to stay.

The Beach House Bournemouth
We recently had the pleasure of staying at Nina’s house in Southbourne, and we can't recommend it enough! The house itself was fantastic—spacious, well-equipped, and perfect for our large group. The location was ideal, allowing us to easily explore the beautiful beaches. We thoroughly enjoyed using the facilities at the house, which added to our overall experience. Whether it was soaking in the hot tub or cooking in the well-stocked kitchen, everything was just right for our getaway. Nina, our host, was exceptional. She was responsive, polite, and incredibly helpful throughout our stay, ensuring we had everything we needed. Her attention to detail truly enhanced our experience. Overall, this was the perfect getaway, and we would definitely stay here again. Thank you, Nina, for being such a wonderful host!

Luxury Cedar House - Private Garden, Pool & Spa
We had a very pleasant stay at Cedar House with our small children. The living quarters are very spacious, well designed and have everything you need. The pool and spa area is impressive (even if it comes at an extra cost), it was well worth and the kids loved having the entire pool to themselves. There is also a small play area as well as a ping pong table and other games to keep them entertained. We love the area, Bosham is stunningly beautiful and the beaches of the Witterings are a short drive away. Overall a great family stay, we would like to be back!

Martyr Worthy Home with a View
We really enjoyed our stay. We booked for two nights and it felt really homely and comfortable. Fiona was responsive right from the get go and was a really friendly host. She even asked if we needed a highchair and baby gate, which was a really kind to offer travelling with a toddler. My daughter also really enjoyed playing on the children’s playground and the surrounding areas were beautiful. Overall, I would highly recommend staying here and would happily stay again if we were in the area. Thank you!

Perfect family house, heated pool, close to beach
My family and I have just returned from a 4 night stay at The Oaks and we all wished we could have stayed longer. The house is well equipped, clean and tidy. There was plenty of room for 7 adults and 1 infant. The bedrooms were comfortable with fresh linen. I particularly booked this accommodation for the outside pool and this didn't disappoint. A perfect size pool for us and we enjoyed sitting around the garden and pool area. Beautiful Sobo beach is walking distance from the house and there are many good places to eat and drink nearby. We enjoyed a birthday celebration lunch at The Captains club restaurant which we would highly recommend, great food and attentive staff. A big thank you to Maggie And Peter for a great airbnb property.

Incredible sea views and heated outdoor pool
What a lovely place to stay, we’ve stayed at few beach front places on Airbnb and this one is certainly up there with our favourites. Such a lovely interior, nice touches everywhere. Really comfortable beds. Very peaceful and calm and stunning views from the garden to chill. The location to the beach within a few minutes walk is just superb. Andy and Rachel were just lovely throughout. We can’t wait to book again. And a welcome basket was a nice surprise.
Weekly house rentals

Near Town Centre, Big Patio, Free Parking Sleeps 8
Lovely house , felt right at home nice to go back to after a hard days work. Would visit again when we are in the area.

Modern House with large garden near to beach
Just had a wonderful weekend staying here for my 50th birthday. It was more than what we expected. Photos don’t do the size of the rooms justice. So many things for the kids (and adults) to play with. The cup cakes and bottles of fizz was a lovely welcome. Sonia was a brilliant host and we would definitely come back.

Chic Living by Lawsons
Lovely place and very easy to find. It’s in a great location as you can walk to the centre without it being in the noise. Instructions were very clear. We would definitely stay again!

West Wittering Village - short walk to beach.
Another wonderful stay at this perfectly located, cosy and incredibly family friendly seaside retreat. This time the weather was better so the children could enjoy the garden as well. We will certainly be back.

East Street Beach House - a luxury home by the sea
Travelled to Island for my wife’s aunts 80th birthday and 60th wedding anniversary celebrations. House was just as described, clean, spacious, comfortable and ideally located for seafront and high street. Extremely well equipped kitchen plus welcoming items including sourdough , butter, preservatives , milk, orange juice and shortbread. Spacious lounge with planting of seating. My wife and daughter loved the soaps, shower gels and fresh smells in the bathrooms. I thoroughly recommend this property and would re book if returning to the Island Tips: Grab the double room on 3rd floor if you prefer medium to soft mattress and watching tv in bed! We felt the middle bedroom mattresses were a bit on the hard side for us personally but this would not stop me from rating this property 10/10.

Beautiful Harbour Village House
I chose this house for our 3 generation family group because the are Reviews seemed so good and the photos were enticing. It lived up to expectations! It is a really lovely, spacious house for 10. Very well furnished and v comfy beds. Everything looked clean and fresh. The kitchen / dining area is especially good and well thought out. The outside playroom with children’s games and extra toys was a real bonus. Our children loved playing in the garden. The area is lovely and Birdham quiet. We had a great afternoon on the amazing beach at West Wittering. We all said it would be lovely to return again.

5* Boutique House Nr Windsor Castle, Ascot, London
Very comfortable and felt very safe. I was there for 4 months for work and Debi was easy and flexible to work with! The living room furniture could use some updating but other than that it was great!

Highlands - sleeps 8 - home from home
We had a lovely stay at Highlands, we felt right at home and relaxed with beautiful sea views to look at. The bedrooms and bathrooms were very clean, comfortable and spacious. The living spaces and kitchen were well equipped and spacious too. We did drive past the house when finding it, mostly because of road closures in the area and being unsure which ones you were allowed to drive down, you have to go down one labelled as 'closed ahead' in order to get to it. We could easily explore the Island from here with our car, and had a lot of fun doing so. Ventnor espalande is walkable but very steep coming back and if you have any ailments it might be tricky. We were so lucky with the weather and made use of the garden area, even saw a sand lizard! Overall a lovely stay and we would definitely come back. Thank you!
Private house rentals

Family house Bournemouth - spa, garden, parking
This house was exactly what we wanted and needed. Plenty of room for 10 adults, a lovely back garden to enjoy. The whole place was clean and tidy. The hot tub was clean and private. The area was perfect for Bournemouth town centre, a 10 min taxi journey. Easy to check in, plenty of parking, local shops including Tesco within 3 minute walk. I am already thinking about coming back with my family.

4 bedroom house in seaside town
Perfect accommodation for me and my team to stay near our location of work. We will be using this accommodation regularly now we know it’s there. There is also good off street parking for two vehicles which is perfect for us.

3 bed house with sky & parking
Its nice cozy place definitely will visit agin soon Tia was great communicator.

3-BR Spacious Home | Work & Family Trips | Sleeps6
The place was very cozy and homey and the hosts were amazing. Catered to every needs.

Glebe House, a beautiful country home
Staying in Victoria's home was amazing. It is a beautiful home, perfect for a group setting and we all thoroughly enjoyed our stay. Every room matched the pictures and descriptions, and the surrounding area was lovely too. Veronica was extremely responsive and answered all of our queries in a timely manner. I would definitely visit again!

Central Town-House. Parking. Walk to beach!
Great space, exceeded expectations. Had a great stay. Will defo be coming back!

6-7 Bedroom, 260sqm, 4 x parking + street
We had another good stay at Vans’s place. Very spacious and quiet property.

Pet Friendly 5 bed Boutique House in Wimborne Town
3 nights booked for a family weeding mid-week locally , house perfect for our 3 generations of family to visit relax and prepare and recover from the celebrations. Comfortably furnished with a very family friendly garden space. 10 minute stroll into the centre of Wimborne for its nice shops and restaurants - perfect for our needs
Quick stats about house rentals in City of Winchester
Total rentals
870 properties
Total number of reviews
28K reviews
Family-friendly rentals
410 properties are a good fit for families
Pet-friendly rentals
200 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace
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- New Forest national park
- Bournemouth Beach
- Boscombe Beach
- Oxford University
- Southbourne Beach
- Paultons Park Home of Peppa Pig World
- Twickenham Stadium
- Winchester Cathedral
- Hampton Court Palace
- Goodwood Motor Circuit
- Stonehenge
- Port Meadow
- West Wittering Beach
- Arundel Castle
- Chessington World of Adventures Resort
- Highclere Castle
- Tapnell Farm Park
- RHS Garden Wisley
- Goodwood Racecourse
- Marwell Zoo
- The Tank Museum
- Thorpe Park Resort
- Bushy Park
- Sunningdale Golf Club,
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