
Family-friendly vacation rentals in Old Windsor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Old Windsor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

A Hidden Gem
A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Thames Relaxation 2 bedroom luxury 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 under the shadows of historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay .

Charming Mews House near Windsor Castle, London and Ascot
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious beds, a beautiful bathroom, 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.

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.

Modern, spacious 2 bedroom and secure parking
Modern and spacious 2 double bedroom bungalow is located 5 mins from Heathrow. Bus service to and from Heathrow T5. Windsor, Legoland with close proximity car. Liquid Leisure is merely 2 minutes drive and British Rail Wraysbury train station is within 5mins car or 20mins walk from the property and it goes to Windsor and Waterloo London. Secure gated parking, close to local travel amenities. Comfortably fits 4 and being a bungalow it is suitable for the elderly too.

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.

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

Windsor Great * Snug * Private Annexe with Parking
*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

Charming cottage in the heart of Windsor
Rose Cottage is a cosy, terraced Victorian house sleeping up to 5 people in the centre of Windsor. It's on a quiet side street close to independent shops and restaurants and just a few minutes walk from the castle. There are two railway stations in Windsor, Central and Riverside, both within walking distance of the cottage. The cottage is an ideal base for visiting Windsor and its many attractions.

1-Bedroom Guest Suite: Close to Heathrow & Windsor
Enjoy easy access to local conveniences in Slough and neighbouring areas like Windsor, Iver, Heathrow and London with this clean, reasonably-priced and homely guest suite. Perfect for couples, those visiting their families / friends, or tourists wishing to visit Windsor, wider Berkshire / Buckinghamshire and London, with close links to Heathrow for onward travel!
Popular amenities for Old Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub, luxury shepherd's hut, private & secluded

Tinkerbell Retreat

Ancient barn with private heated pool and hot tub

Luxury self-contained Annexe with balcony Jacuzzi

Luxury Lakeside Hut | Hot Tub | Near Harry Potter

Romantic Woodland Cabin. Hot Tub & Roll-Top Bath

Tree House - Hot Tub on balcony

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

Delightful small converted barn

Stylish 2 bedroom flat; parking included

Gardener's Bothy loft apartment, peaceful location

Stunning 3-bedroom castle view Windsor townhouse

14th Century Dairy

The Brickmaker’s Loft

"Annexe" - Private Studio With Garden

2 bed house, close to Town Centre
Family-friendly home rentals with a pool

Luxury Battersea studio w open fire, close to Park

Luxury retreat with extensive leisure facilities

Spacious Sunny Apartment

Family friendly - rural, detached, home from home

Bell Tent Glamping Single unit, self contained.

Wellness Escape by River: Sauna, Pool, Hot Tub

Delightful Cottage 15 Acre Estate + Pool + Hottub

Stunning 2 Bed in Battersea w/ Pool, Gym & Rooftop
When is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$42,468 GYD | G$42,468 GYD | G$58,158 GYD | G$86,610 GYD | G$90,794 GYD | G$107,739 GYD | G$104,601 GYD | G$95,187 GYD | G$90,794 GYD | G$79,079 GYD | G$48,953 GYD | G$68,618 GYD |
| 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 |
Quick stats about vacation rentals that are family-friendly in Old Windsor

Total vacation rentals
Explore 30 vacation rentals in Old Windsor

Nightly prices starting at
Old Windsor vacation rentals start at G$29,288 GYD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Old Windsor vacation rentals include wi-fi access

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

4.6 Average rating
Old Windsor stays receive an average rating of 4.6 out of 5 from guests
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- Battersea Power Station (disused)
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