
Family-friendly holiday rentals in Windsor and Maidenhead
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windsor and Maidenhead
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor and Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub

The Pool House

The Woodland Cabin with Private Hot Tub Spa

Tinkerbell Retreat

Period barn, private heated swimming pool, hot tub

Luxury self-contained Annexe with balcony Jacuzzi

Hilly Hideaway| Countryside Escape with Hot Tub

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Private Unique Dome | Glamping | Hot Tub | Surrey
Family- and pet-friendly home rentals

Delightful small converted barn

Marlow F3 A Lovely 1-bed apartment- WiFi & Parking

Stunning 3-bedroom castle view Windsor townhouse

Lovely house, beautiful kitchen with FREE parking!

Charming Cottage, dogs welcome, private garden .

Lovely annex, courtyard garden and private access

Inclusive, childsafe, garden, near pubs/river/golf

River Thames near Windsor, Heathrow & London
Family-friendly home rentals with a pool

Daily Red Kite Feed & Pool - Countryside Apartment

Beautiful S.Downs Cottage, pool and tennis

Family friendly - rural, detached, home from home

The Coach House

The Pool House: Contemporary country escape

Delightful Cottage 15 Acre Estate + Pool + Hottub

Bucks Green Place Beautiful Converted Barn

Escape to Country Living at its Finest!
Quick stats about holiday rentals that are family-friendly in Windsor and Maidenhead
Total rentals
1.2K properties
Total number of reviews
33K reviews
Pet-friendly rentals
340 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Wi-Fi availability
1.2K properties include access to Wi-Fi
Destinations to explore
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- Rentals with a hot tub Windsor and Maidenhead
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- Fitness-friendly rentals Windsor and Maidenhead
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- Luxury rentals Windsor and Maidenhead
- Apartment rentals Windsor and Maidenhead
- Rentals with a fireplace Windsor and Maidenhead
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- Cabin rentals Windsor and Maidenhead
- Rentals with an EV charger Windsor and Maidenhead
- Rentals with a washing machine and dryer Windsor and Maidenhead
- Rentals with a patio Windsor and Maidenhead
- Bed and breakfasts Windsor and Maidenhead
- Rentals with pools Windsor and Maidenhead
- Hotel rentals Windsor and Maidenhead
- Waterfront rentals Windsor and Maidenhead
- Smoking-friendly rentals Windsor and Maidenhead
- Pet-friendly rentals Windsor and Maidenhead
- Family-friendly rentals Berkshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- British Museum
- Covent Garden
- Green Park
- Buckingham Palace
- Big Ben
- Lord's Cricket Ground
- Tower Bridge
- London Bridge
- Wembley Stadium
- Harrods
- The O2
- Hampstead Heath
- Emirates Stadium
- ExCeL London
- Camden Market
- St Pancras International
- London Stadium
- Alexandra Palace
- Oxford University
- Clapham Common
- River Lee Navigation
- Blenheim Palace
- Goodwood Motor Circuit
- Queen Elizabeth Olympic Park, London