
Villa holiday rentals in Winchester
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Top-rated villa rentals in Winchester
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Popular amenities for Winchester villa rentals
Private villa rentals

Character Dorset country house, sleeps 8.
Enjoyed a memorable stay in Goretti’s peaceful and spacious home. The house is fully equipped and was extremely clean. We particularly enjoyed the beautiful garden and conservatory. Communication was seamless. Would definitely recommend this beautiful home. It was lovely to be greeted by the host with a bottle of Prosecco in the fridge.

Spacious English Home with easy access to C/London
I stayed here for four nights with two of my family members. Jeffrey's home was spacious, very clean, comfortable, and conveniently located. The check-in process was easy. The rooms were exactly as pictured. The street was nice and quiet. We would definitely stay here again!

Bathwick Villa - Elegant home with stunning views
This is a wonderful house for a family gathering; very welcoming with great spaces for eating, cooking and relaxing with lots of games and smart tvs. All in a great location within walking distance of beautiful Bath as well as the canal and surrounding countryside. Highly recommended!

on-the-BEACH
Luxury villa rentals

Grand & secluded Edwardian Villa. Sleeps 10.
Each summer a U.K. FAMILY holiday is planned for three generations ..ages 5 up to well quite a lot! The choice this year was to go to Simons place.and what a find for everyone. A characterful house. Inside spacious spotless , kitchen brilliant ,, bedrooms roomy , bathroom ( particularly first floor) fabulous, living room so homely with Simons personal collection of books, his piano, homeliness beyond, and with cable Tv Incorporating Sports channels , and Netflix and Prime Video . Outside the decking in the rear garden a wonderful morning sun trap , the front garden full of charm with BBQ facilities and two squirrels nicknamed Bill and Bob..there every morning … The location very peaceful , parking at front and rear of property . Local shops , and the beach within easy 5-10 minutes walk and buses same time away into Bournemouth Poole and Christchurch . A wonderful seven days

18th century Gothic folly set in a beautiful park
The folly is a beautiful and magical place with great character. We spent a couple nights there over New Year’s Eve and it was perfect. Check in was flexible and very easy. The location is very peaceful and the garden and surroundings beautiful. Great pub with excellent food a few minutes drive down the road. We hope to be back in the summer.

Lux 7 Bedroom residence. Villa
We had a wonderful stay! The house is spacious, clean, and beautifully maintained. It had everything we needed — from a fully equipped kitchen to comfortable beds and even some thoughtful extras. The amenities were complete and made our stay very convenient. It’s the perfect place for families or groups looking for a relaxing and comfortable getaway. Highly recommend! Wished we could have stayed longer!!!

Serendipity - Sweet home with sweeping sea views
We stayed here as two families with children aged 6–9 and had an absolutely wonderful time. The house was clean, very well equipped, and incredibly comfortable – it had everything we needed. The beds were especially comfortable, and we all slept so well. The views from the property were absolutely stunning – and the decking area really great. The children had plenty of space to play, and the layout of the house worked perfectly for two families sharing. Communication with the host was seamless throughout. We would love to return and would highly recommend this wonderful place to anyone looking for a peaceful getaway with family or friends.

Newly built Ascot Villa -Windsor Castle & Legoland
The Villa is a beautiful accommodation. Great location. Amazing setting with the horses nearby. The house is immaculate. The host, Michelle, goes above and beyond to accommodate.

High Tides Elegant 4-Bedroom Villa in Sandbanks
We have recently returned from a lovely family get away at high tides, the house was perfectly sized for 6 adults a toddler & 2 dogs - we didn’t feel on top of each other at all & we were lucky enough to get an early check in (thanks Jack). The weather was kind & location was great with the beach, ferry, shop & places to eat all within walking distance (we visited Lazy Jacks, the Tandy, Caff & the Canford & all were great). Overall a really great stay at the property and the hosts did their best to meet all our needs during our stay.
Villa rentals with a pool

Tawny House - CW6 - Lakeside Spa Property
This is second time we’ve stayed on Lower Mill Estate as it has great onsite facilities, so nice not to go too far with the little ones. We did the Cotswold Wildlife Park, it is a 30 minute drive but well worth it. Also Emerald Thai in Cirencester was delicious. The house itself had everything as described on the listing, lovely views over the lake and was enough space downstairs for 10 adults and 4 little ones. Two of the double rooms are on smaller side so wouldn’t recommend if you need space for a few travel cots. On the first morning a few of us had cold showers as hot water wasn’t on, but we figured it out waited half an hour and all was ok. We reported this along with one of double bed had broken slats which wasn’t ideal, but appreciate nothing could be done at the time. The contact was very apologetic about this and it didn’t hinder our stay. Thank you

Adgestone Villa-Heated Pool-Pet Friendly nrSandown
The property is brilliant and has everything you could need. The location is ideal and Emma is very responsive to any questions you may have. Absolutely recommend this place to stay and we hope to return next year!

Llyn View - HM122 - Lakeside Spa Holidays
We stayed here with four children (ages 2 to 6) and it was great. Lovely living area at the top of the house and plenty of space for everyone. We were very lucky with the weather and could eat outside on the balcony for most meals. Lots to do on the Lower Mill Estate for families. We would come again.

Mallards Way - ML01 - HOT TUB - Lakeside Spa
A very comfortable clean spacious place to stay with full range of facilities and wonderful hot tub. A great scenic outlook over the lake and easy walking access to the spa close by.

The Lookout - LR11 - Lakeside Spa Holidays
A beautiful bright spacious modern house with wonderful views across the lake. It is just like the pictures or even better. The lounge and bedrooms are so comfortable and the kitchen is wonderfully equipped with everything you need. Communication was excellent. I would highly recommend staying here.

4/5 Bedroom Detached House, Heated Swimming Pool
The place was perfect for us - 2 adults and 7 teenagers. We all loved the pool and the beautiful garden. The kitchen had everything we needed. A big lounge with an even bigger TV was perfect for the evening and the beds were plenty and comfortable. The host was always available for questions and made us feel very welcome. Will be visiting again.
Destinations to explore
- River Thames Holiday rentals
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- Condo rentals Winchester
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Boscombe Beach
- Oxford University
- Southbourne Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Stonehenge
- Winchester Cathedral
- Hampton Court Palace
- Port Meadow
- West Wittering Beach
- Arundel Castle
- Chessington World of Adventures Resort
- Highclere Castle
- Goodwood Racecourse
- Tapnell Farm Park
- RHS Garden Wisley
- The Tank Museum
- Marwell Zoo
- Thorpe Park Resort
- Worthing Pier
- Bushy Park