
Holiday houses in Winchester
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Top-rated holiday rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester
Guest favourite

Cottage in Privett
4.96 out of 5 average rating, 559 reviewsThe Barn @ North Lodge -Soho Farmhouse-esque Cabin
Top Guest favourite

Cottage in Upham
4.96 out of 5 average rating, 264 reviewsThe Stables, luxury country cottage nr Winchester
Top Guest favourite

Home in Winchester
4.94 out of 5 average rating, 367 reviewsOak Framed Barn with Tennis Court
Guest favourite

Guesthouse in Winchester
4.94 out of 5 average rating, 288 reviewsWater Meadows Lodge beside Winchester South Downs
Top Guest favourite

Farm stay in Hampshire
4.91 out of 5 average rating, 305 reviewsRoom with a view
Guest favourite

Guest suite in Ampfield
4.94 out of 5 average rating, 161 reviewsRural retreat close to Winchester
Guest favourite

Townhouse in Winchester
4.96 out of 5 average rating, 101 reviewsMews townhouse Winchester station.
Guest favourite

Guest suite in Hampshire
4.96 out of 5 average rating, 177 reviewsThe Queen Bee with off road parking
Quick stats about holiday rentals in Winchester
Total rentals
310 properties
Total number of reviews
18K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wi-Fi availability
310 properties include access to Wi-Fi
Destinations to explore
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- Rentals with outdoor seating Winchester
- Condo rentals Winchester
- Rentals with a washing machine and dryer Winchester
- Family-friendly rentals Winchester
- Rentals with a patio Winchester
- Pet-friendly rentals Winchester
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- Cabin rentals Winchester
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- Rentals with a fireplace Winchester
- New Forest national park
- Bournemouth Beach
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
- Boscombe Beach
- Hampton Court Palace
- Windsor Castle
- Kimmeridge Bay
- Southbourne Beach
- Lower Mill Estate
- Chessington World of Adventures Resort
- Winchester Cathedral
- West Wittering Beach
- Highclere Castle
- Thorpe Park Resort
- Goodwood Racecourse
- Arundel Castle
- RHS Garden Wisley
- The Tank Museum
- Highcliffe Beach
- Worthing Pier
- Wentworth Golf Club