
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
Top Guest favourite

Home in Hampshire
4.94 out of 5 average rating, 32 reviewsHouse in the heart of Winchester
Guest favourite

Home in Hampshire
4.95 out of 5 average rating, 75 reviewsBoutique Retreat in Central Winchester
Guest favourite

Tiny home in Winchester
4.82 out of 5 average rating, 467 reviewsCosy rural hideaway, Hursley, near Winchester
Superhost

Apartment in Winchester
4.68 out of 5 average rating, 112 reviewsCentral Winchester apartment with parking
Guest favourite

Condo in Hampshire
4.88 out of 5 average rating, 40 reviewsCentral Chic 3bd, Cosy in Great Location
Top Guest favourite

Cottage in Winchester
4.96 out of 5 average rating, 46 reviewsThe Nestle House City Centre Luxury
Top Guest favourite

Guest suite in Ampfield
4.94 out of 5 average rating, 160 reviewsRural retreat close to Winchester
Top Guest favourite

Guest suite in Abbots Worthy
4.96 out of 5 average rating, 102 reviewsStudio in Abbots Worthy
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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- Cabin rentals Winchester
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- Rentals with a fireplace Winchester
- Pet-friendly rentals 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
- Chessington World of Adventures Resort
- Lower Mill Estate
- Winchester Cathedral
- West Wittering Beach
- Highclere Castle
- Goodwood Racecourse
- Arundel Castle
- Thorpe Park Resort
- RHS Garden Wisley
- The Tank Museum
- Highcliffe Beach
- Worthing Pier
- Poole Quay