
Family-friendly vacation rentals in Old Windsor
Find and book unique family-friendly homes on Airbnb
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$37,659 GYD per night before taxes and fees

Verified guest reviews
Over 1,020 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

4.7 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.
Indoor spacesFamilyQuiet

Spacious & light 2bd, 2ba in the heart of Windsor
This beautiful 2bed, 2bath apartment, with parking, in the heart of Windsor, is an exceptional find. With Windsor Castle (watch the marching bands for the Changing of the Guard pass right outside your front door!), Windsor Great Park, The Guildhall, beautiful Eton and its own historic town centre with fabulous shops, restaurants, bars and clubs all only minutes away on foot, you couldn't be better placed for your stay. Windsor is also a very short drive from both Ascot Racecourse and Legoland.
FamilyIndoor spacesLayout

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!
FamilyIndoor spacesLocation

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.
FamilyKitchenNearby

The Potting Shed
The Potting Shed, is a characterful & cosy self contained annex that can sleep 1-4 people. Benefiting from a private sheltered courtyard garden for dining or just a morning coffee. Ample off street parking on a gated drive. Overlooking horse fields, the property is close to Windsor Castle, Legoland, river walks, Windsor Great Park, Saville Gardens, Runnymede & easy access into London & Heathrow by train, bus or car. Within 40 mins to central London, Oxford or Warner Bros. Harry Potter world.
FamilyIndoor spacesAir conditioning

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
FamilyIndoor spacesHospitality

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.
FamilyIndoor spacesWifi

Oyster Fun’d Ultimate private Island Yachtcation
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.
KitchenIndoor spacesWalkability

Sunnycove - Riverfront House near Windsor
Sunnycove is a peaceful riverside family home located in a gated community on a tranquil island. With many attractions nearby and quick links to London, Windsor and Heathrow Airport, Sunnycove is an ideal place for a family getaway, a business break, or just a tranquil place to unwind. Sunnycove is set in half an acre of garden with amazing views of the River Thames. It makes it ideal to sit back and relax watching the world go by as people sail down the river on their boats.
FamilyIndoor spacesAmenities

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.
Indoor spacesFamilyCleanliness

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.
FamilyKitchenValue

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 spacesCheck-in
Popular amenities for Old Windsor family-friendly rentals
Family-friendly home rentals with a hot tub

Dorney/Windsor Family Getaway with Hot Tub
KitchenIndoor spacesParking

Slade Farmhouse with secluded Hot Tub
Indoor spacesFamilyGrill

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
Indoor spacesKitchenBathroom

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
FamilyKitchenGetting around

Tinkerbell Retreat
KitchenFamilyNearby

Crestyl Cottage riverside barn for 2 with hot tub
KitchenFamilySleep quality

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

Luxury Pool House set in an Oxfordshire forest
Indoor spacesKitchenValue
Family- and pet-friendly home rentals

Delightful small converted barn
Indoor spacesFamilyView

Charming terrace in the heart of Bray village
Indoor spacesFamilyView

Oak Bray Coach House
Indoor spacesFamilyTV

Stunning 3-bedroom castle view Windsor townhouse
FamilyIndoor spacesAir conditioning

Royal Windsor cozy Lux 2Bed 2 bath +Garden
KitchenFamilyOutdoor spaces

Cozy modern cottage near Legoland, Windsor & Ascot
KitchenFamilyWalkability

Wisteria, barn conversion in stunning location
FamilyKitchenParking

The Brickmaker’s Loft
FamilyKitchenCheckout
Family-friendly home rentals with a pool

The Cottage
KitchenIndoor spacesSleep quality

The Luxury Cottage – Surrey Countryside Retreat
FamilyKitchenTV

Family friendly - rural, detached, home from home
Indoor spacesFamilyCheck-in

Surrey Cottage with indoor heated swimming pool
FamilyKitchenValue

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

The Pool House at Upper Farm (near Thame/Oxford)
FamilyKitchenDecor

South Wing of Country House
Indoor spacesGetting aroundComfort

Spacious Sunny Apartment
KitchenIndoor spacesCleanliness
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$46,655 GYD | G$51,676 GYD | G$60,254 GYD | G$78,037 GYD | G$77,619 GYD | G$74,690 GYD | G$104,608 GYD | G$95,193 GYD | G$90,799 GYD | G$79,083 GYD | G$48,956 GYD | G$68,623 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 |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- Brighton Seafront
- West Wittering Beach
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace





