Family-friendly vacation 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.
Vacation 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
Tiny home in Soberton
4.94 out of 5 average rating, 198 reviewsThe Guest House, Five Trees
Jun 5 – 12
Cabin in Reading
4.92 out of 5 average rating, 125 reviewsSummer cabin (S/C) with outdoor bbq & hot-tub
Apr 18 – 23
Home in Swanwick
4.93 out of 5 average rating, 118 reviewsRiverside Cottage-Walks-Hot Tub
May 5 – 12
Home in Pitt
4.88 out of 5 average rating, 144 reviewsLuxury 3 Bedroom, Scandinavian Lodge with HOT TUB
Jul 24 – 31
Guest suite in GB
4.97 out of 5 average rating, 637 reviewsCottage guest suite near Stonehenge - hot tub use
Sep 19 – 26
Home in Owslebury
4.89 out of 5 average rating, 210 reviewsThe Joinery, Owslebury, Winchester
Aug 25 – Sep 1
Cottage in Baughurst
4.96 out of 5 average rating, 301 reviewsLuxury rural thatched cottage with cedar hot tub.
Dec 13 – 20
Guesthouse in Chippenham
4.97 out of 5 average rating, 418 reviewsThe Loft - Exceptional views, hot tub & balcony
Jun 2 – 9
Family- and pet-friendly home rentals
Cottage in Downton
4.96 out of 5 average rating, 437 reviewsThe Coach House with walled garden
Sep 29 – Oct 6
Guest suite in Houghton
4.97 out of 5 average rating, 149 reviewsSelf-Contained Pretty Annexe in Coopers Farmhouse
Jan 8 – 15
Cottage in Fittleworth
4.99 out of 5 average rating, 522 reviewsStylish Hideaway with an amazing woodland view
Jan 1 – 8
Cottage in Ibworth
4.94 out of 5 average rating, 137 reviewsSelf contained, rural cottage, 2 double bedrooms
Jul 19 – 26
Religious building in Chittoe
4.96 out of 5 average rating, 225 reviewsThe North Transept
Jan 31 – Feb 7
Bungalow in Burley
4.92 out of 5 average rating, 400 reviewsA Hidden Gem - Tranquil Barn in the New Forest
Dec 7 – 14
Bungalow in Pulborough
4.94 out of 5 average rating, 435 reviewsAs seen on BBC’s Escape to the Country.
Sep 26 – Oct 3
Home in Brook, Lyndhurst
4.95 out of 5 average rating, 475 reviewsHistory + Luxury Eco House in The New Forest
Jan 15 – 22
Family-friendly home rentals with a pool
Guesthouse in Rudgwick
4.94 out of 5 average rating, 213 reviewsBucks Green Place Beautiful Converted Barn
Jan 4 – 11
Barn in Hampshire
4.97 out of 5 average rating, 169 reviewsBeautifully converted 19th century barn,
Oct 12 – 19
Guesthouse in Swanage
4.87 out of 5 average rating, 141 reviewsSwanage Sands Vegetarian/Vegan Studio
Nov 1 – 8
Cottage in Chichester
4.9 out of 5 average rating, 237 reviewsPear Store cottage with pool & tennis
Dec 6 – 13
Apartment in Christchurch
4.88 out of 5 average rating, 230 reviewsRoom by the beach
Apr 3 – 10
Home in Hampshire
4.98 out of 5 average rating, 118 reviews- A Perfect Family Escape (Pool - Private Use)
May 20 – 27
Villa in Isle of Wight
4.95 out of 5 average rating, 248 reviews5* waterside luxury boathouse - pool & log-burner
Mar 3 – 10
Home in Lymington
4.89 out of 5 average rating, 112 reviewsThe Thatched Cottage, Passford Farm, Lymington .
Dec 11 – 18
Quick stats about vacation rentals that are family-friendly in Winchester
Total rentals
150 properties
Wifi availability
150 properties include access to wifi
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
R564 ZAR before taxes and fees
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