
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 Wifi

Amazing converted church -Dorset’s Jurassic Coast

Sea-cret Summers-2 bed, sleeps six, great location

Awesome 3 bed with parking & WIFI, town 5 min walk

West Wittering Village - short walk to beach.

Beautiful Harbour Village House

Highlands - sleeps 8 - home from home

Chestnut Cottage - Brook Farmhouse

Gorgeous Beach House West Wittering
Family-friendly home rentals with a kitchen

New Forest cottage. Very close to Paulton’s Park.

Belle Vue Grange - Apartment 1 (Ground Floor)

A very large homely seaside self catering flat.

Lymington Apartment with parking

The Chalet at Primrose Hill BH19 3EE

Northlands Farm Superior Chalet 3

Chichester Victorian Home by Canal

Mulberry Court, Pagham, West Sussex
Family-friendly home rentals with a pool

Superb Farmhouse with pool, hot tub and fast wifi

Breathtaking sea views from this light, cosy lodge

6 Berth Caravan Poole Haven Holiday Free Beach Hut

My Island Caravan - where memories are made ☺

5* waterside luxury boathouse - pool & log-burner

Pear Store cottage, tennis court & pool available

Luxury Barn

Great Views from Our Modern Cosy Caravan
Quick stats about vacation rentals that are family-friendly in Winchester
Total rentals
140 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
6.6K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Boscombe Beach
- Oxford University
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Goodwood Motor Circuit
- Southbourne Beach
- Hampton Court Palace
- Chessington World of Adventures Resort
- West Wittering Beach
- Port Meadow
- Arundel Castle
- Highclere Castle
- Thorpe Park Resort
- Goodwood Racecourse
- RHS Garden Wisley
- The Tank Museum
- Marwell Zoo
- Winchester Cathedral
- Worthing Pier
- Highcliffe Beach
- Sunningdale Golf Club,
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