Family-friendly holiday houses in Winchester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winchester
Guests agree: These family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Sandleheath
4.96 out of 5 average rating, 222 reviewsOrchard Barn Spa, exclusively for you, New Forest
6 – 13 Nov
Tiny home in Soberton
4.94 out of 5 average rating, 198 reviewsThe Guest House, Five Trees
19 – 24 May
Cabin in Reading
4.92 out of 5 average rating, 125 reviewsSummer cabin (S/C) with outdoor bbq & hot-tub
7 – 12 Apr
Home in Swanwick
4.93 out of 5 average rating, 118 reviewsRiverside Cottage-Walks-Hot Tub
6 – 13 May
Home in Pitt
4.88 out of 5 average rating, 145 reviewsLuxury 3 Bedroom, Scandinavian Lodge with HOT TUB
13 – 20 July
Home in Owslebury
4.89 out of 5 average rating, 210 reviewsThe Joinery, Owslebury, Winchester
14 – 21 July
Cottage in Baughurst
4.96 out of 5 average rating, 302 reviewsLuxury rural thatched cottage with cedar hot tub.
6 – 13 Nov
Guest suite in GB
4.97 out of 5 average rating, 638 reviewsCottage guest suite near Stonehenge - hot tub use
7 – 14 Dec
Family- and pet-friendly home rentals
Cottage in Ibworth
4.94 out of 5 average rating, 138 reviewsSelf contained, rural cottage, 2 double bedrooms
30 May – 6 June
Guest suite in Houghton
4.97 out of 5 average rating, 149 reviewsSelf-Contained Pretty Annexe in Coopers Farmhouse
12 – 19 Aug
Bungalow in Burley
4.92 out of 5 average rating, 401 reviewsA Hidden Gem - Tranquil Barn in the New Forest
23 – 30 Dec
Cottage in Fittleworth
4.99 out of 5 average rating, 524 reviewsStylish Hideaway with an amazing woodland view
21 – 28 Oct
Religious building in Chittoe
4.96 out of 5 average rating, 228 reviewsThe North Transept
5 – 12 Feb
Bungalow in Pulborough
4.94 out of 5 average rating, 438 reviewsAs seen on BBC’s Escape to the Country.
20 – 27 Oct
Home in Brook, Lyndhurst
4.94 out of 5 average rating, 476 reviewsHistory + Luxury Eco House in The New Forest
27 Mar – 3 Apr
Cottage in Droxford
4.93 out of 5 average rating, 120 reviewsGorgeous Country Escape 5 Bedroom House & Annex
30 Dec – 6 Jan
Family-friendly home rentals with a pool
Guesthouse in Rudgwick
4.94 out of 5 average rating, 214 reviewsBucks Green Place Beautiful Converted Barn
17 – 24 Dec
Barn in Hampshire
4.97 out of 5 average rating, 170 reviewsBeautifully converted 19th century barn,
4 – 11 Oct
Cottage in Chichester
4.9 out of 5 average rating, 237 reviewsPear Store cottage with pool & tennis
26 Sept – 3 Oct
Guesthouse in Swanage
4.86 out of 5 average rating, 143 reviewsSwanage Sands Vegetarian/Vegan Studio
7 – 14 Nov
Apartment in Christchurch
4.88 out of 5 average rating, 230 reviewsRoom by the beach
26 Apr – 3 May
Home in Hampshire
4.98 out of 5 average rating, 118 reviews- A Perfect Family Escape (Pool - Private Use)
2 – 9 Oct
Villa in Isle of Wight
4.95 out of 5 average rating, 248 reviews5* waterside luxury boathouse - pool & log-burner
24 Apr – 1 May
Home in Lymington
4.89 out of 5 average rating, 112 reviewsThe Thatched Cottage, Passford Farm, Lymington .
12 – 19 Jan
Quick stats about accommodation & holiday rentals that are family-friendly in Winchester
Total rentals
150 properties
Wi-Fi availability
150 properties include access to Wi-Fi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Total number of reviews
6.5K reviews
Nightly prices starting at
$46 AUD before taxes and fees
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