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

Total vacation rentals
Explore 40 vacation rentals in Old Windsor

Nightly prices starting at
Old Windsor vacation rentals start at G$10,460 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

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 house rentals in Old Windsor
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.
LocationFamilyParking
4.94 out of 5 average rating, 299 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).
LocationValueHospitality
5.0 out of 5 average rating, 150 reviews
Film Studio*Heathrow Airport*Families*Long Stays
Outstanding Property with Excellent Reviews (4.95/5 from 164 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
ValueFamilyCleanliness
4.95 out of 5 average rating, 150 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.
ValueFamilySleep quality
4.95 out of 5 average rating, 148 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.
FamilyValueCondition
4.84 out of 5 average rating, 112 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.
FamilyLocationHospitality
4.93 out of 5 average rating, 171 reviews
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.
ValueLocationQuiet
4.92 out of 5 average rating, 187 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.
FamilyLocationHeating
4.98 out of 5 average rating, 103 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.
ValueFamilyLayout
4.87 out of 5 average rating, 370 reviews
Fabulous Farm House in Skirmett
Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.
FamilyValueGrill
4.92 out of 5 average rating, 143 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.
LocationValueHospitality
4.97 out of 5 average rating, 155 reviews
18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stairgates top and bottom. Parking spaces at the front and use of garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London, Oxford and Wembley. Close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!
FamilyValueSleep quality
4.91 out of 5 average rating, 244 reviewsPopular amenities for Old Windsor house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
LocationFamilyCleanliness
4.98 out of 5 average rating, 115 reviews
Wellness Escape by River: Sauna, Pool, Hot Tub
ValueFamilyQuiet
5.0 out of 5 average rating, 7 reviews
South Wing of Country House
ValueLocationDecor
5.0 out of 5 average rating, 18 reviews
3 miles to Royal Ascot, pool, sleeps 12 in 2 acres
LocationFamilyNearby
5.0 out of 5 average rating, 11 reviews
Spacious Home Heated Pool(April-Sep) in Tilehurst
ValueFamilyCondition
4.71 out of 5 average rating, 21 reviews
Kensington Pool & Piano | Unique 3BR w/ AC, Garden
LocationValueCondition
4.81 out of 5 average rating, 16 reviews
5-Bedroom Family Home with Garden, nr Notting Hill

Idyllic rural retreat with optional bespoke yoga
LocationCleanlinessHospitality
Weekly house rentals

Riverside 4 Bedroom House Wraysbury Windsor 75"TV
LocationFamilyKitchen
4.78 out of 5 average rating, 98 reviews
Dog-friendly retreat mins from Windsor
FamilyLocationDecor
5.0 out of 5 average rating, 72 reviews
Garden, Parking, Private, Nr Windsor & Great Park.
LocationAccessCleanliness
4.97 out of 5 average rating, 30 reviews
Quaint Tudor Cottage
FamilyLocationGetting around
4.94 out of 5 average rating, 95 reviews
Windsor side
FamilyLocationSleep quality
4.79 out of 5 average rating, 14 reviews
Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationCheck-in
4.98 out of 5 average rating, 80 reviews
3BR big House near Heathrow & Elizabeth Line.
LocationValueCheck-in
5.0 out of 5 average rating, 19 reviews
Central Windsor, Large Garden, Games Room & Office
FamilyValueComfort
5.0 out of 5 average rating, 55 reviewsPrivate house rentals

Heathrow | Modern 2-Bed | Free Parking
ValueFamilyHospitality
4.92 out of 5 average rating, 13 reviews
Beautiful 3BR Windsor Retreat, Central + Parking
FamilyLocationHospitality
4.76 out of 5 average rating, 33 reviews
Luxury 6-bedroom house with parking - Northwood
FamilyLocationOutdoor spaces
4.89 out of 5 average rating, 76 reviews
Air Conditioning Hot Tub Home 6BR & Sleep 16 Wifi
FamilyLocationGetting around
4.76 out of 5 average rating, 25 reviews
Stunning 3 bed in Windsor & Legoland |Free Parking
LocationComfortIndoor spaces
5.0 out of 5 average rating, 11 reviews
Detached House in Windsor with AC and Free Parking
LocationValueBathroom
4.92 out of 5 average rating, 26 reviews
5* Charming 1-Bed Hideout, Comfort - Close to LHR
FamilyLocationQuiet
4.92 out of 5 average rating, 93 reviews
Charming Victorian House w/Parking + River Walks
LocationValueCheckout
4.72 out of 5 average rating, 173 reviewsWhen is the best time to visit Old Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$45,188 GYD | G$51,046 GYD | G$55,230 GYD | G$62,970 GYD | G$54,184 GYD | G$74,477 GYD | G$91,841 GYD | G$81,799 GYD | G$60,460 GYD | G$60,042 GYD | G$47,489 GYD | G$58,996 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





