
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

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

Hacketts Annex, HotTub, Old Bursledon Hamble River

Cosy cabin with hot tub in peaceful location

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

The Pool House: Contemporary country escape

River Rose Retreat Shepherds Hut, view and hot tub

A Unique Farm Retreat

Beautiful Winterberry Barn ,With Hot tub
Family- and pet-friendly home rentals

The Hayloft - Rural retreat very near Winchester

Stylish & Modern Central Apartment, free parking.

Nettlebed Farm Holiday Lets, Barn1 of 3

Oak Framed Barn with Tennis Court

The Nest

The Annexe @ Mandalay Lodge

Stunning apartment in the heart of New Alresford

Two bedroom rural retreat.
Family-friendly home rentals with a pool

Daily Red Kite Feed & Pool - Countryside Apartment

Panoramic Sea Views, quiet, relaxed, Cozy, Beach

Sandy Balls New Forest Holiday Village

Chic Bungalow Retreat - Serene Garden, Pool & Spa

Idyllic, private & unique countryside holiday

Arnewood Rise, a holiday home in New Forest & pool

Rural cottage with farm and indoor pool access

Beautiful S.Downs Cottage, pool and tennis
Quick stats about vacation rentals that are family-friendly in Winchester
Total rentals
1K properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
36K reviews
Pet-friendly rentals
340 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
560 properties have a dedicated workspace
Destinations to explore
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- Rentals with pools Winchester
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- Family-friendly rentals Hampshire
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- Family-friendly rentals United Kingdom
- New Forest national park
- Bournemouth Beach
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
- Boscombe Beach
- Hampton Court Palace
- Windsor Castle
- Kimmeridge Bay
- Southbourne Beach
- Chessington World of Adventures Resort
- Winchester Cathedral
- West Wittering Beach
- Twickenham Stadium
- Highclere Castle
- Goodwood Racecourse
- Arundel Castle
- Thorpe Park Resort
- RHS Garden Wisley
- The Tank Museum
- Highcliffe Beach
- Worthing Pier
- Poole Quay
- Things to do Winchester
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