House holiday rentals in Winchester
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Top-rated house rentals in Winchester
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester house rentals
House rentals with a pool
Home in Bosham
4.93 out of 5 average rating, 165 reviewsLuxury Cedar House - Private Garden, Pool & Spa
17–24 Apr
Home in Hampshire
4.9 out of 5 average rating, 226 reviewsNewForest Cottage alongside Limewood Lyndhurst
15–22 Nov
Home in Hampshire
4.98 out of 5 average rating, 118 reviews- A Perfect Family Escape (Pool - Private Use)
20–27 May
Home in Hampshire
4.88 out of 5 average rating, 126 reviewsArnewood Rise, a luxury holiday home in New Forest
27 Mar – 3 Apr
Home in Lymington
4.89 out of 5 average rating, 112 reviewsThe Thatched Cottage, Passford Farm, Lymington .
12–19 Jan
Home in Christian Malford
4.97 out of 5 average rating, 144 reviewsSuperb Farmhouse with pool, hot tub and fast wifi
8–15 Dec
Home in Bremhill
4.94 out of 5 average rating, 157 reviewsLuxury 2 bedroom barn with pool and tennis court
14–21 Jul
Home in Swanmore
5.0 out of 5 average rating, 11 reviewsFarm Escape with swimming POOL in Hampshire
2–9 Apr
Weekly house rentals
Home in Sandleheath
4.96 out of 5 average rating, 222 reviewsOrchard Barn Spa, exclusively for you, New Forest
22–29 Nov
Home in Brook, Lyndhurst
4.94 out of 5 average rating, 476 reviewsHistory + Luxury Eco House in The New Forest
9–16 Apr
Home in Chandler's Ford
4.99 out of 5 average rating, 125 reviewsHomely and Comfortable in a quiet location
16–23 Oct
Home in Hampshire
4.96 out of 5 average rating, 114 reviewsEntire cottage in the heart of rural Hampshire.
2–9 Feb
Home in Hampshire
4.9 out of 5 average rating, 145 reviewsThe Coach House at Emsworth
27 Sep – 4 Oct
Home in Barton on Sea, New Milton
4.99 out of 5 average rating, 272 reviewsSeafront coastal holiday home near New Forest
5–12 Nov
Home in Hampshire
5.0 out of 5 average rating, 114 reviewsThe Tap House at The Northbrook Arms
20–27 Dec
Home in Hampshire
4.86 out of 5 average rating, 553 reviewsPrivate" Garden" suite ,in Cadnam, New Forest
12–19 Dec
Private house rentals
Home in Billingshurst
4.99 out of 5 average rating, 132 reviewsCountry Retreat, The Old Cowshed - Sussex
14–21 Oct
Home in Romsey
4.99 out of 5 average rating, 166 reviewsJohn's Barn
21–28 Sep
Home in Hampshire
4.96 out of 5 average rating, 114 reviewsSpacious and Stylish Home in Heart of Top Village
8–15 Sep
Home in Wiltshire
4.97 out of 5 average rating, 179 reviewsCosy self-contained Garden Annexe
13–20 Jun
Home in Salisbury
4.9 out of 5 average rating, 315 reviewsThe Pink Tower - Broad Chalke
21–28 Feb
Home in Shaftesbury
4.91 out of 5 average rating, 357 reviewsBeautiful country barn/peaceful location
24 Nov – 1 Dec
Home in Swanwick
4.93 out of 5 average rating, 118 reviewsRiverside Cottage-Walks-Hot Tub
8–15 May
Home in Sherfield on Loddon
4.93 out of 5 average rating, 255 reviewsThe Coach House - A beautiful, individual property
23 Feb – 2 Mar
Quick stats about house rentals in Winchester
Total rentals
130 properties
Wi-Fi availability
120 properties include access to Wi-Fi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
5.9K reviews
Destinations to explore
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