Family-friendly holiday rentals 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
22–29 Nov
Home in Swanwick
4.93 out of 5 average rating, 118 reviewsRiverside Cottage-Walks-Hot Tub
8–15 May
Cabin in Reading
4.92 out of 5 average rating, 125 reviewsSummer cabin (S/C) with outdoor bbq & hot-tub
4–9 Mar
Home in Pitt
4.88 out of 5 average rating, 145 reviewsLuxury 3 Bedroom, Scandinavian Lodge with HOT TUB
14–21 Aug
Home in Owslebury
4.89 out of 5 average rating, 210 reviewsThe Joinery, Owslebury, Winchester
25 Aug – 1 Sep
Guest suite in GB
4.97 out of 5 average rating, 637 reviewsCottage guest suite near Stonehenge - hot tub use
19–26 Sep
Cottage in Baughurst
4.96 out of 5 average rating, 302 reviewsLuxury rural thatched cottage with cedar hot tub.
16–23 Dec
Guesthouse in Chippenham
4.97 out of 5 average rating, 418 reviewsThe Loft - Exceptional views, hot tub & balcony
2–9 Jun
Family- and pet-friendly home rentals
Cottage in Downton
4.96 out of 5 average rating, 438 reviewsThe Coach House with walled garden
2–9 Jul
Cottage in Ibworth
4.94 out of 5 average rating, 137 reviewsSelf contained, rural cottage, 2 double bedrooms
8–15 Jun
Guest suite in Houghton
4.97 out of 5 average rating, 149 reviewsSelf-Contained Pretty Annexe in Coopers Farmhouse
6–13 Jun
Religious building in Chittoe
4.96 out of 5 average rating, 225 reviewsThe North Transept
29 Mar – 5 Apr
Bungalow in Burley
4.92 out of 5 average rating, 401 reviewsA Hidden Gem - Tranquil Barn in the New Forest
7–14 Dec
Cottage in Fittleworth
4.99 out of 5 average rating, 524 reviewsStylish Hideaway with an amazing woodland view
11–18 Oct
Bungalow in Pulborough
4.94 out of 5 average rating, 435 reviewsAs seen on BBC’s Escape to the Country.
26 Sep – 3 Oct
Home in Brook, Lyndhurst
4.94 out of 5 average rating, 476 reviewsHistory + Luxury Eco House in The New Forest
9–16 Apr
Family-friendly home rentals with a pool
Tiny home in Soberton
4.94 out of 5 average rating, 198 reviewsThe Guest House, Five Trees
14–21 Jun
Guesthouse in Rudgwick
4.94 out of 5 average rating, 214 reviewsBucks Green Place Beautiful Converted Barn
16–23 Jul
Barn in Hampshire
4.97 out of 5 average rating, 170 reviewsBeautifully converted 19th century barn,
4–11 Jun
Guesthouse in Swanage
4.86 out of 5 average rating, 142 reviewsSwanage Sands Vegetarian/Vegan Studio
11–18 Sep
Cottage in Chichester
4.9 out of 5 average rating, 237 reviewsPear Store cottage with pool & tennis
6–13 Dec
Apartment in Christchurch
4.88 out of 5 average rating, 230 reviewsRoom by the beach
18–25 Apr
Home in Hampshire
4.98 out of 5 average rating, 118 reviews- A Perfect Family Escape (Pool - Private Use)
20–27 May
Villa in Isle of Wight
4.95 out of 5 average rating, 248 reviews5* waterside luxury boathouse - pool & log-burner
16–23 Jan
Quick stats about 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
$50 NZD before taxes and fees
Destinations to explore
- Bournemouth Holiday rentals
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