
House holiday rentals in Old Windsor
Find and book unique houses on Airbnb
Quick stats about house rentals in Old Windsor

Total holiday rentals
Explore 40 holiday rentals in Old Windsor

Nightly prices starting at
Old Windsor holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

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, Wi-Fi 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 house rentals in Old Windsor
Guests agree: These houses are highly rated for location, cleanliness and more.

Charming 5* Hse 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, a beautiful bathroom, abundant art and character; the property looks 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.
ValueLocationQuiet

Historic building in the centre of Windsor.
Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.
ValueLocationQuiet

Magical Marlow town centre
Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).
LocationFamilyAccess

Film Studio*Heathrow Airport*Families*Long Stays
Outstanding Property with Excellent Reviews (4.94/5 from 181 Guests) Nestled in a picturesque area, this property offers a perfect balance of tranquillity & convenience. Enjoy a short stroll to the scenic canal, lush farmlands, and numerous attractive footpaths. Key amenities are just moments away, including Addlestone train station, GP services, a pharmacy, Tesco Extra, shops, and cozy cafés. Weybridge is also within walking distance. Discover the perfect stay at our highly-rated property
FamilyValueBackyard

Windsor Cottage: Traditional English Charm
Only 20 minutes from London Heathrow Airport and ideally located in one of the most central terraces in Windsor, our cosy cottage is full of character and charm, with all the modern conveniences you'd expect. Perfect for a romantic get-away or a family sight-seeing trip. Windsor Cottage is an 1890's two bedroom terrace house that comfortably sleeps a family or 4 (+ travel cot). A home away from home, you will find all of the luxury and convenience expected of a traditional English cottage.
ValueFamilySleep quality

Dee and Steve's ❤ A special place for your family!
Charming Victorian house with plenty of character and maintained to a high standard. We are within an easy walk of the Castle, river and all that the bustle of Windsor offers day and night. Steve and I have run this property as a B & B for the past 33 years and have great pride in the feedback we have received from our guests over the years. We would now like to step back a little, so are offering the whole property out for your enjoyment; though we are easily contactable during your stay.
FamilyValueOutdoor spaces

Virginia Water Family Getaway
Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.
FamilyLocationComfort

The Truly Incredible Windsor Home, Free Parking
Welcome to your stay at this incredible and unique Grade II listed building- a stunning 3 bedroom house. Absolutely NO Parties and NO Events. I live close by and guests will be asked to leave immediately. No loud sounds after 10pm. We have to be very respectful of our neighbours. Walk to town in around 20 minutes where you will be able to visit all of the shops and sights. Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.
FamilyValueView

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.
FamilyLocationKitchen

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.
FamilyLocationIndoor spaces

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.
LocationFamilyAccess

Central Windsor-5 bed House with parking
Stay in comfort at Clarence House, a beautifully presented 5-bedroom, 2-bathroom home in the heart of Windsor. Perfect for families or business travellers. The house features driveway parking, a large private garden, fully equipped kitchen, and free Wi-Fi. Just a 15-minute walk to Windsor train station (40 mins to London) and a short stroll to Windsor Castle, shops, cafés, and the River Thames. Enjoy the best of Berkshire from this stylish and convenient retreat.
FamilyLocationGetting around
Popular amenities for Old Windsor house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
ValueLocationTV

Wellness Escape by River: Sauna, Pool, Hot Tub
LocationFamilyView

South Wing of Country House
LocationValueCleanliness

Large country house, indoor hot tub, pool, for 12
LocationFamilyHot tub

Spacious Home Heated Pool(April-Sep) in Tilehurst
LocationFamilyParking

Idyllic rural retreat with optional bespoke yoga
LocationPetsCleanliness

5-Bedroom Family Home with Garden, nr Notting Hill

Barn conversion, Henley-on-Thames
ValueFamilyWi-Fi
Weekly house rentals

Hillmotts Farm with secluded Hot Tub
FamilyValueCondition

2 bed house, close to Town Centre
ValueLocationComfort

Hampton Court: Spacious, Bright & Tranquil Annexe
LocationFamilyWalkability

Beautiful Dog Friendly 4BD Home with Hot Tub
LocationFamilyBathroom

Garden, Parking, Private, Nr Windsor & Great Park.
LocationDecorAccess

Quaint Tudor Cottage
FamilyLocationBathroom

Central Windsor, Large Garden, Games Room & Office
LocationValueCleanliness

The Royal Paddock
LocationGetting aroundOutdoor spaces
Private house rentals

3BR big House near Heathrow & Elizabeth Line.
FamilyValueDecor

Central Windsor open plan house with parking!
LocationFamilyWalkability

5* Charming 1-Bed Hideout, Comfort - Close to LHR
FamilyLocationLaundry

Detached House in Windsor with AC and Free Parking
ValueLocationCondition

Luxury 6-bedroom house with parking - Northwood
FamilyValueIndoor spaces

Spacious Slough House w/ Free Parking & Fast WiFi
LocationNearbyKitchen

Stunning 3 bed in Windsor & Legoland |Free Parking
LocationBathroomCleanliness

Elegant 3-Bed 3-Bath Langley Home | Elizabeth Line
FamilyLocationComfort
When is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $377 NZD | $426 NZD | $461 NZD | $526 NZD | $452 NZD | $622 NZD | $767 NZD | $683 NZD | $505 NZD | $501 NZD | $396 NZD | $492 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
- West Wittering Beach
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Emirates Stadium
- Goodwood Motor Circuit
- Victoria Park
- University of Oxford
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace





