
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
4.88 out of 5 average rating, 186 reviews
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.
FamilyLocationCleanliness
4.94 out of 5 average rating, 301 reviews
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).
LocationFamilyParking
5.0 out of 5 average rating, 153 reviews
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
ValueLocationHot tub
4.94 out of 5 average rating, 152 reviews
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.
LocationFamilyParks
4.95 out of 5 average rating, 151 reviews
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.
LocationFamilyHeating
4.84 out of 5 average rating, 113 reviews
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.
LocationFamilySleep quality
4.93 out of 5 average rating, 171 reviews
Hillmotts Farm with secluded Hot Tub
Hillmotts is a charming, spacious and newly refurbished farmhouse which offers the perfect setting for a countryside getaway. Nestled within a 2,400 acre country estate and surrounded by beautiful woodland, this property boasts all the benefits of the countryside whilst being a prime location approx 40 minutes drive from central London with easy access from the M40. Guests can enjoy use of their very own private outdoor hot tub whilst taking in the fresh country air. Free onsite parking.
LocationFamilyHot tub
4.82 out of 5 average rating, 129 reviews
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.
ValueLocationGetting around
4.9 out of 5 average rating, 173 reviews
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.
LocationFamilyParking
4.98 out of 5 average rating, 104 reviews
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.
FamilyValueTV
4.87 out of 5 average rating, 370 reviews
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.
LocationValueLayout
4.96 out of 5 average rating, 157 reviewsPopular amenities for Old Windsor house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
ValueFamilyDecor
4.98 out of 5 average rating, 118 reviews
Wellness Escape by River: Sauna, Pool, Hot Tub
LocationValueIndoor spaces
5.0 out of 5 average rating, 9 reviews
South Wing of Country House
LocationValueCheckout
5.0 out of 5 average rating, 18 reviews
Large country house, indoor hot tub, pool, for 12
LocationFamilyAccuracy
5.0 out of 5 average rating, 11 reviews
Spacious Home Heated Pool(April-Sep) in Tilehurst
LocationValueIndoor spaces
4.73 out of 5 average rating, 22 reviews
Idyllic rural retreat with optional bespoke yoga
LocationCleanlinessOutdoor spaces

5-Bedroom Family Home with Garden, nr Notting Hill

Barn conversion, Henley-on-Thames
ValueFamilyAccess
4.87 out of 5 average rating, 244 reviewsWeekly house rentals

Hampton Court: Spacious, Bright & Tranquil Annexe
LocationValueDecor
5.0 out of 5 average rating, 142 reviews
18th century cottage
FamilyLocationAccess
4.91 out of 5 average rating, 248 reviews
Private Hot tub 4BR | Dog-Friendly Near Windsor
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 73 reviews
Garden, Parking, Private, Nr Windsor & Great Park.
LocationWalkabilityParks
4.97 out of 5 average rating, 32 reviews
Quaint Tudor Cottage
FamilyLocationRiver
4.94 out of 5 average rating, 96 reviews
Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationTV
4.96 out of 5 average rating, 84 reviews
Windsor side
FamilyLocationComfort
4.73 out of 5 average rating, 15 reviews
Heathrow | Modern 2-Bed | Free Parking
ValueLocationOutdoor spaces
4.92 out of 5 average rating, 13 reviewsPrivate house rentals

Central Windsor open plan house with parking!
FamilyValueBathroom
4.82 out of 5 average rating, 44 reviews
Spacious Slough House w/ Free Parking & Fast WiFi
LocationCleanlinessComfort
4.83 out of 5 average rating, 6 reviews
Luxury 6-bedroom house with parking - Northwood
FamilyValueIndoor spaces
4.89 out of 5 average rating, 76 reviews
Air Conditioning Hot Tub Home 6BR & Sleep 16 Wifi
LocationValueQuiet
4.76 out of 5 average rating, 25 reviews
5* Charming 1-Bed Hideout, Comfort - Close to LHR
LocationFamilyQuiet
4.92 out of 5 average rating, 93 reviews
Stunning 3 bed in Windsor & Legoland |Free Parking
LocationWalkabilityHospitality
5.0 out of 5 average rating, 11 reviews
The White House Oxshott
FamilyLocationCleanliness
5.0 out of 5 average rating, 14 reviews
Elegant 3-Bed 3-Bath Langley Home | Elizabeth Line
FamilyLocationAmenities
4.84 out of 5 average rating, 19 reviewsWhen 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





