
Family-friendly holiday rentals in Old Windsor
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Old Windsor

Total holiday rentals
Explore 30 holiday rentals in Old Windsor

Nightly prices starting at
Old Windsor holiday rentals start at $306 NZD per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Old Windsor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Windsor rentals

4.7 Average rating
Old Windsor stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Old Windsor
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cosy Cabin Retreat, 1–5 guests, 5 mins to Windsor
The Cosy Cabin is a peaceful retreat, ideal for couples or families up to 5. With two double bedrooms, a modern shower room, and comfortable open-plan lounge/kitchen/diner. Enjoy WiFi, Sky and Netflix, or explore nearby: Windsor Castle (5 mins), Legoland (10 mins), Thorpe Park (15 mins), Heathrow (20 minutes) and London under an hour by train. Perfect for romantic getaways and family breaks. Please note the access is through our utility room from a separate entrance into the garden to the cabin.
KitchenIndoor spacesBathroom

Five Star Boutique House near Windsor Castle, Ascot & London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.
Indoor spacesFamilyValue

Gorgeous Self-Contained Wooden Cabin - Old Windsor
Beautiful and spacious self-contained log cabin comfortably sleeps 2-4. 1 king size bed, 1 small double sofa bed & 1 king size day bed (lounge). Shower/toilet, lounge and kitchenette. Close to Heathrow (7.4 miles / 15 mins) Great access to Windsor (2.4 miles). Close to a bus stop if needed. 2.5 miles to Runneymede where the Magna Carta was signed. Easy access to Ascot and Legoland The cabin is in the owner's garden. Friendly labrador included so please only book if comfortable around dogs!
FamilyKitchenOutdoor spaces

Luxury ♥️ 1 bed apartment Windsor Legoland Heathrow
Private self contained bungalow situated close to Windsor town centre. One-bedroom boutique style property plus a double pullout sofa bed, equipped with fully-fitted kitchen , lounge and bathroom with washing machine. Ideal for families visiting Legoland or historic Windsor, with excellent transport links, travel to central London takes just under an hour from Datchet station. Luxury features including a 'rain' shower, 400 thread count Egyptian cotton bedsheets Dolce gusto coffee machine
Indoor spacesKitchenLong stay

Studio West & Petting Farm-Near Legoland- Lapland
STUDIO WEST is located at Willow Court Farm in Oakley Green and only 5-10 minutes drive away from LEGOLAND, Lapland UK and Windsor town centre so is perfectly located for a great stay. We have private award winning detached open plan modern holiday studios providing unique accommodation with easy access to the all the fantastic places to visit in the surrounding area. Guests can feed the various animals on the farm including the 6 pigs, 9 pygmy goats, 6 sheep, turkey ducks and chicken.
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Stylish Studio-Walk to Windsor/Eton/Thames/Parking
Welcome to Crail Cottage in Datchet. Surrounded by beautiful greenery, there is plenty of wildlife and the River Thames is just behind the house. Take a walk to Windsor and Eton via the home park or the riverside. You can even walk to Eton through the school grounds from here. Our little studio is freshly decorated and welcomes you to stay. There is a new addition which is a King size bed with Hypnos mattress that will guarantee you a good night sleep. Perfect to relax after a busy day.
KitchenIndoor spacesHospitality

Thames Relaxation Luxury 2 bedroom Heated Yacht
Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * 2 double bedrooms White cotton bedding WHITE COMPANY products 2 showers 2 electric toilets Galley fridge microwave induction hob 2 smart TVs Netflix Prime WIFI Seating area below and on deck far reaching views of the Thames near historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay.
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2 Bedroom Luxury Cottage (Secure & Quiet)
This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.
FamilyKitchenPets

Hagrid Hut Themed - Hot Tub - Warner Bro Studio
Hagrid & Fang are away and would like you to watch over his home, located next to the Forbidden Forest! This unique Glamping experience is conveniently located only 12 minuets drive from the Warner bros Studio Tour & 40 minuets to central London via Chorleywood Metropolitan line. Hagrid's Hut sleeps five wizards - making it the perfect accommodation choice for families and friends. Soak under the stars in the leaky cauldron wood fired hot tub nestled in nature, MAGIC.
KitchenIndoor spacesCleanliness

Wizards Retreat - 8 Mins to HP Warner Bros Studio!
Welcome to ‘The Wizard’s Retreat’ This Airbnb is perfectly located just an 8-minute drive from Warner Bros. Studios, making it the ideal stay for fans visiting the Harry Potter Tour. There's wizard books to read, games to play & spooky potions to see! Whether it’s a spellbinding weekend with friends, a cosy couple’s getaway, or a family adventure, The Wizard’s Retreat has been designed to capture the wonder and excitement of the wizarding world for all to enjoy!
Indoor spacesFamilyCondition

River Thames near Windsor, Heathrow & London
Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.
KitchenIndoor spacesPets

Luxury 2 bedroom cottage
Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station
FamilyKitchenAccess
Popular amenities for Old Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Dorney/Windsor Family Getaway with Hot Tub
Indoor spacesFamilyCheckout

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
Indoor spacesFamilyWi-Fi

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
Indoor spacesKitchenAmenities

Tinkerbell Retreat
FamilyIndoor spacesGetting around

Unique Dome | Glamping | Hot Tub | Surrey | Adults
KitchenIndoor spacesQuiet

The Ultimate Couples Retreat | 30 Mins from London
FamilyIndoor spacesView

Crestyl Cottage riverside barn for 2 with hot tub
FamilyKitchenCheckout

Luxury self-contained Annexe with balcony Jacuzzi
FamilyKitchenTV
Family- and pet-friendly home rentals

Oak Bray Coach House
KitchenFamilyHospitality

The Brickmaker’s Loft
KitchenIndoor spacesBathroom

Sunnycove - Riverfront House near Windsor
KitchenFamilyPets

2 bed house, close to Town Centre
KitchenIndoor spacesView

Charming terrace in the heart of Bray village
Indoor spacesKitchenCheckout

17th Century Barn in quiet country village
KitchenIndoor spacesAccuracy

Cozy modern cottage near Legoland, Windsor & Ascot
FamilyKitchenWi-Fi

Film Studio*Heathrow Airport*Families*Long Stays
KitchenFamilyParking
Family-friendly home rentals with a pool

The Coach House
KitchenIndoor spacesLayout

The Luxury Cottage – Surrey Countryside Retreat
Indoor spacesFamilyAccuracy

Family friendly - rural, detached, home from home
Indoor spacesKitchenCleanliness

Surrey Cottage with indoor heated swimming pool
KitchenIndoor spacesAccess

Bell Tent Glamping Single unit, self contained.
Indoor spacesFamilyHiking

Luxury Battersea studio w open fire, close to Park
Indoor spacesKitchenHospitality

Delightful Cottage 15 Acre Estate + Pool + Hottub
FamilyKitchenBathroom

The Pool House at Upper Farm (near Thame/Oxford)
Indoor spacesFamilyCleanliness
When is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $380 NZD | $421 NZD | $490 NZD | $635 NZD | $632 NZD | $608 NZD | $851 NZD | $775 NZD | $739 NZD | $644 NZD | $398 NZD | $558 NZD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- St Pancras International
- London Bridge
- West Wittering Beach
- The O2
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- Clapham Common
- Thorpe Park Resort
- South Downs National Park
- Blenheim Palace
- Buckingham Palace
- Victoria Park
- Alexandra Palace
- London Stadium
- Big Ben





