House vacation rentals in City of Winchester
Find and book unique houses on Airbnb
Top-rated house rentals in City of Winchester
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for City of Winchester house rentals
House rentals with a pool
Home in Bosham
4.93 out of 5 average rating, 167 reviewsLuxury Cedar House - Private Garden, Pool & Spa
Jan 21 – 28
Home in Hampshire
4.9 out of 5 average rating, 226 reviewsNewForest Cottage alongside Limewood Lyndhurst
Jan 17 – 24
Home in Hampshire
4.98 out of 5 average rating, 119 reviews- A Perfect Family Escape (Pool - Private Use)
Oct 14 – 21
Home in Lymington
4.89 out of 5 average rating, 112 reviewsThe Thatched Cottage, Passford Farm, Lymington .
Jan 12 – 19
Home in Hampshire
4.88 out of 5 average rating, 127 reviewsArnewood Rise, a luxury holiday home in New Forest
Jan 29 – Feb 5
Home in Swanmore
4.92 out of 5 average rating, 13 reviewsFarm Escape with swimming POOL in Hampshire
Dec 23 – 30
Home in Hampshire
4.98 out of 5 average rating, 40 reviewsEden Cottage, your home away
Aug 27 – Sep 3
Home in Amesbury
4.96 out of 5 average rating, 28 reviews2-bedroom country cottage
Aug 12 – 19
Weekly house rentals
Home in Swanwick
4.93 out of 5 average rating, 119 reviewsRiverside Cottage-Walks-Hot Tub
May 10 – 17
Home in Whiteparish
4.99 out of 5 average rating, 270 reviewsStride’s Barn
Apr 22 – 29
Home in Ampfield
4.99 out of 5 average rating, 139 reviewsPrivate Annex, Ampfield - near Romsey/Winchester
Apr 8 – 15
Home in Salisbury, Wilton
4.99 out of 5 average rating, 164 reviewsLuxury lodge in idyllic riverside setting
Sep 25 – Oct 2
Home in Easebourne
5.0 out of 5 average rating, 310 reviewsPretty self contained cottage in private garden
May 9 – 16
Home in Southampton
4.95 out of 5 average rating, 172 reviews2 bed semi with Sea View and 2 parking spaces
Oct 17 – 24
Home in Sandleheath
4.96 out of 5 average rating, 223 reviewsOrchard Barn Spa, exclusively for you, New Forest
Oct 31 – Nov 7
Home in Salisbury Wiltshire
4.94 out of 5 average rating, 383 reviewsSecure parking & 5 minutes from Salisbury centre
Private house rentals
Home in Pitt
4.88 out of 5 average rating, 145 reviewsLuxury 3 Bedroom, Scandinavian Lodge with HOT TUB
Jun 5 – 12
Home in Romsey
4.99 out of 5 average rating, 167 reviewsJohn's Barn
Jun 13 – 20
Home in Warsash, Southampton
4.9 out of 5 average rating, 145 reviewsSeaside converted Boathouse in Warsash Village
Oct 20 – 27
Home in Hamble-le-Rice
4.88 out of 5 average rating, 109 reviewsDelightful Sunny House Close to the Village Square
Aug 19 – 26
Home in Sherfield on Loddon
4.93 out of 5 average rating, 258 reviewsThe Coach House - A beautiful, individual property
Feb 4 – 11
Home in Billingshurst
4.99 out of 5 average rating, 132 reviewsCountry Retreat, The Old Cowshed - Sussex
Aug 27 – Sep 3
Home in Hampshire
4.99 out of 5 average rating, 111 reviewsCharming cottage less than 5 minutes from the sea
Jan 8 – 15
Home in Hampshire
4.97 out of 5 average rating, 153 reviewsSilk Mill Cottage (On the River Test)
Dec 14 – 21
Quick stats about house rentals in City of Winchester
Total rentals
770 properties
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
360 properties are a good fit for families
Total number of reviews
25K reviews
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