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
Home in Bracklesham Bay
4.96 out of 5 average rating, 177 reviewsModern Seaside House with Hot Tub
Home in West Sussex
4.96 out of 5 average rating, 142 reviewsLuxury Rural Retreat with Hot Tub set in 3 acres
Place to stay in Wiltshire
4.86 out of 5 average rating, 135 reviews3. Glamping Lodges in Idyllic countryside, Wilts
Guesthouse in Chippenham
4.97 out of 5 average rating, 433 reviewsThe Loft - Exceptional views, hot tub & balcony
Chalet in Pitt
4.8 out of 5 average rating, 106 reviews5 Star, 2 Bedroom Scandinavian Lodge with Hot Tub
Guesthouse in Dorset
4.88 out of 5 average rating, 302 reviewsThe Lazy Lodge
Home in Castle Combe
4.91 out of 5 average rating, 109 reviewsLuxury Cotswolds Cottage, Castle Combe (optional Hot Tub)
Bed and breakfast in Soberton
4.96 out of 5 average rating, 204 reviewsLovely 2 Bedroom Cosy Annexe
Family- and pet-friendly home rentals
Condo in Bournemouth
4.87 out of 5 average rating, 117 reviews3 Bedroom Apartment close to beach and town centre
Cottage in Plaitford
4.96 out of 5 average rating, 269 reviewsManor Farm Cottage
Home in West Sussex
4.9 out of 5 average rating, 104 reviewsChichester Victorian Home by Canal
Farm stay in Wiltshire
4.76 out of 5 average rating, 182 reviewsMoona Lodge: Longleat/Stonehenge. Workers welcome
Home in Portsmouth
4.86 out of 5 average rating, 140 reviewsHome from home by the sea
Cottage in Seaview
4.82 out of 5 average rating, 183 reviewsTwo bedroom modern cosy cottage, close to beach
Rental unit in Swanage
4.91 out of 5 average rating, 370 reviewsCharming coastal apt with garden
Condo in Southsea
4.78 out of 5 average rating, 136 reviewsSea from the sofa, Large, 3 Bedroom, 2 Bathroom
Family-friendly home rentals with a pool
Home in Christian Malford
4.97 out of 5 average rating, 167 reviewsSuperb Farmhouse with pool, hot tub and fast wifi
Bungalow in Bighton Alresford Hampshire
4.81 out of 5 average rating, 171 reviewsThe Party Barn
Home in Lymington
4.88 out of 5 average rating, 121 reviewsThe Thatched Cottage, Passford Farm, Lymington .
Cottage in Hampshire
4.94 out of 5 average rating, 189 reviewsBeautiful S.Downs Cottage, pool and tennis
Camper/RV in Shanklin
4.76 out of 5 average rating, 158 reviewsMy Island Caravan - where memories are made ☺
Villa in Isle of Wight
4.95 out of 5 average rating, 258 reviews5* waterside luxury boathouse - pool & log-burner
Home in Oxfordshire
4.88 out of 5 average rating, 220 reviewsBarn conversion, Henley-on-Thames
Cottage in Chichester
4.9 out of 5 average rating, 255 reviewsPear Store bolt hole, in pretty rural village
Quick stats about vacation rentals that are family-friendly in Winchester
Total rentals
150 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
6.4K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
150 properties include access to wifi
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