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
Home in Sandleheath
4.96 out of 5 average rating, 223 reviewsOrchard Barn Spa, exclusively for you, New Forest
Cabin in Reading
4.92 out of 5 average rating, 125 reviewsSummer cabin (S/C) with outdoor bbq & hot-tub
Home in Owslebury
4.89 out of 5 average rating, 210 reviewsThe Joinery, Owslebury, Winchester
Home in Swanwick
4.93 out of 5 average rating, 118 reviewsRiverside Cottage-Walks-Hot Tub
Shepherd’s hut in Salisbury
4.95 out of 5 average rating, 798 reviewsShepherd's Hut with hot tub use near Stonehenge
Cottage in Baughurst
4.96 out of 5 average rating, 304 reviewsLuxury rural thatched cottage with cedar hot tub.
Home in Pitt
4.88 out of 5 average rating, 145 reviewsLuxury 3 Bedroom, Scandinavian Lodge with HOT TUB
Family- and pet-friendly home rentals
Guest suite in Houghton
4.97 out of 5 average rating, 149 reviewsSelf-Contained Pretty Annexe in Coopers Farmhouse
Cottage in Ibworth
4.94 out of 5 average rating, 138 reviewsSelf contained, rural cottage, 2 double bedrooms
Bungalow in Burley
4.92 out of 5 average rating, 402 reviewsA Hidden Gem - Tranquil Barn in the New Forest
Religious building in Chittoe
4.96 out of 5 average rating, 229 reviewsThe North Transept
Bungalow in Pulborough
4.94 out of 5 average rating, 438 reviewsAs seen on BBC’s Escape to the Country.
Cottage in Fittleworth
4.99 out of 5 average rating, 524 reviewsStylish Hideaway with an amazing woodland view
Home in Brook, Lyndhurst
4.94 out of 5 average rating, 477 reviewsHistory + Luxury Eco House in The New Forest
Cottage in Box
4.98 out of 5 average rating, 332 reviewsCider Press. Rural Retreat on the doorstep of Bath
Family-friendly home rentals with a pool
Barn in Hampshire
4.97 out of 5 average rating, 171 reviewsBeautifully converted 19th century barn,
Guesthouse in Rudgwick
4.94 out of 5 average rating, 214 reviewsBucks Green Place Beautiful Converted Barn
Cottage in Chichester
4.9 out of 5 average rating, 237 reviewsPear Store cottage with pool & tennis
Apartment in Christchurch
4.88 out of 5 average rating, 230 reviewsRoom by the beach
Guesthouse in Swanage
4.86 out of 5 average rating, 143 reviewsSwanage Sands Vegetarian/Vegan Studio
Home in Bremhill
4.94 out of 5 average rating, 157 reviewsLuxury 2 bedroom barn with pool and tennis court
Villa in Isle of Wight
4.95 out of 5 average rating, 249 reviews5* waterside luxury boathouse - pool & log-burner
Farm stay in Guildford
4.98 out of 5 average rating, 104 reviewsThe Luxury Cottage
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
$30 before taxes and fees
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