Family-friendly vacation rentals in City of Winchester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in City of 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 City of Winchester family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Owslebury
4.89 out of 5 average rating, 210 reviewsThe Joinery, Owslebury, Winchester
Home in Pitt
4.88 out of 5 average rating, 146 reviewsLuxury 3 Bedroom, Scandinavian Lodge with HOT TUB
Home in Sandleheath
4.96 out of 5 average rating, 223 reviewsOrchard Barn Spa, exclusively for you, New Forest
Bed and breakfast in Soberton
4.96 out of 5 average rating, 202 reviewsLovely 2 Bedroom Cosy Annexe
Cabin in Reading
4.92 out of 5 average rating, 126 reviewsSummer cabin (S/C) with outdoor bbq & hot-tub
Home in Swanwick
4.93 out of 5 average rating, 119 reviewsRiverside Cottage-Walks-Hot Tub
Cottage in Baughurst
4.96 out of 5 average rating, 304 reviewsLuxury rural thatched cottage with cedar hot tub.
Guest suite in GB
4.97 out of 5 average rating, 639 reviewsCottage guest suite near Stonehenge - hot tub use
Family- and pet-friendly home rentals
Guest suite in Houghton
4.97 out of 5 average rating, 151 reviewsSelf-Contained Pretty Annexe in Coopers Farmhouse
Cottage in Hampshire
4.97 out of 5 average rating, 257 reviewsColindale Cottage, Nether Wallop
Cottage in Downton
4.96 out of 5 average rating, 438 reviewsThe Coach House with walled garden
Guest suite in Houghton
4.93 out of 5 average rating, 129 reviewsPeaceful barn conversion in rural location.
Cottage in Ibworth
4.94 out of 5 average rating, 138 reviewsSelf contained, rural cottage, 2 double bedrooms
Cottage in Droxford
4.93 out of 5 average rating, 121 reviewsGorgeous Country Escape 5 Bedroom House & Annex
Guest suite in Southampton
4.96 out of 5 average rating, 170 reviews"Avenue Nights" FREE parking, garden, city view
Cottage in Fittleworth
4.99 out of 5 average rating, 524 reviewsStylish Hideaway with an amazing woodland view
Family-friendly home rentals with a pool
Tiny home in Soberton
4.94 out of 5 average rating, 198 reviewsThe Guest House, Five Trees
Cottage in Chichester
4.9 out of 5 average rating, 238 reviewsPear Store cottage with pool & tennis
Barn in Hampshire
4.97 out of 5 average rating, 171 reviewsBeautifully converted 19th century barn,
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
Villa in Isle of Wight
4.95 out of 5 average rating, 249 reviews5* waterside luxury boathouse - pool & log-burner
Home in Hampshire
4.98 out of 5 average rating, 119 reviews- A Perfect Family Escape (Pool - Private Use)
Home in Lymington
4.89 out of 5 average rating, 112 reviewsThe Thatched Cottage, Passford Farm, Lymington .
Quick stats about vacation rentals that are family-friendly in City of Winchester
Total rentals
920 properties
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
310 properties allow pets
Total number of reviews
29K reviews
Nightly prices starting at
G$2,092 GYD before taxes and fees
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