
House holiday rentals in Winkfield
Find and book unique houses on Airbnb
Top-rated house rentals in Winkfield
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.
LocationFamilyBiking
4.88 out of 5 average rating, 186 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).
ValueLocationOutdoor spaces
5.0 out of 5 average rating, 153 reviews
Cottage in Hartley Wintney/Wi-Fi/Netflix/Parking
A 19th Century updated character cottage with many beams and a vaulted ceiling to the main bedroom. Ideally located, it is only a one minute walk to local shops and restaurants. Legoland and Windsor are only a 30 minute drive away. Also available (on request) is a third cosy separate twin bedroom occupying a converted building in the garden providing two single beds and WC. With the log burner, comfortable beds and off-road parking this is the perfect getaway! Dogs welcome (£30 fee payable).
LocationValueLong stay
4.94 out of 5 average rating, 549 reviews
Cosy private detached from main house large room
Private air-con (from Oct’26) self-contained garden room with double bed, double sofa bed, WC, shower and separate dressing room. Access to quiet rear garden with seating. On-street parking on quiet residential road. Kettle, microwave, airfryer, toaster, fridge. Wifi, Sky and Smart TV with Netflix. 1.7 miles to Ascot Racecourse, 2 miles to Ascot Station, 4.5 miles to Legoland, 7 miles to Windsor, 9 miles to Thorpe Park. 5 minute drive to Lapland UK. Please message to discuss children’s discount.
ValueLocationWalkability
4.96 out of 5 average rating, 163 reviews
Spacious family house & Free parking
Welcome to our charming home. Free parking is available in front of the house and on our quiet street, fully fenced garden and rooms accommodating up to 6 guests. Our well insulated house has newly fitted central heating in all rooms and bathrooms. It is warm and cosy in winter and cool in the summer. Enjoy super fast Wi-Fi, Smart TV, Sky sports, Netflix. Conveniently access to A3, M3, A331, and M25 making this the perfect base for families, groups, or business travelers with (no cleaning fees)
LocationFamilyNearby
4.85 out of 5 average rating, 506 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.
FamilyValueHospitality
4.93 out of 5 average rating, 171 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.
FamilyLocationLayout
4.98 out of 5 average rating, 104 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.
LocationValueAmenities
4.96 out of 5 average rating, 157 reviews
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.
ValueLocationTV
4.89 out of 5 average rating, 122 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!
FamilyLocationAccess
4.91 out of 5 average rating, 248 reviews
Windsor/Legoland/Ascot charming 3BR home in centre
Central location with free public street parking. A charming traditional family home with high quality furnishings, many antique. Blackout blinds in bedrooms. High pressure showers. Very well equipped kitchen. Two reception rooms with games. Smart TVs. Private garden with swings, fruit trees and a pond. 10' walk to Windsor town centre. 15' walk to the castle and train stations. 1' walk to bus-stop for Legoland, Heathrow T5 and London Victoria.
FamilyValueGetting around
4.92 out of 5 average rating, 121 reviews
Private annexe in Old Windsor.
A private double bedroom annexe, with its own entrance, separated from main house. Private bathroom and full use of the gymnasium and lovely garden. (which includes a small wood area). The house is situated right on the doorstep of Windsor Great Park, in Old Windsor. Windsor town centre is 3 miles away and we are close to Heathrow and the M25 and M4.
FamilyLocationHospitality
4.95 out of 5 average rating, 191 reviewsPopular amenities for Winkfield house rentals
House rentals with a pool

Surrey Cottage with indoor heated swimming pool
LocationFamilyDecor
4.98 out of 5 average rating, 118 reviews
Large country house, indoor hot tub, pool, for 12
LocationFamilyGetting around
5.0 out of 5 average rating, 11 reviews
Wellness Escape by River: Sauna, Pool, Hot Tub
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 9 reviews
The Mill House
FamilyLocationIndoor spaces
4.99 out of 5 average rating, 74 reviews
Spacious Home Heated Pool(April-Sep) in Tilehurst
LocationValueBarbecue
4.73 out of 5 average rating, 22 reviews
South Wing of Country House
ValueLocationHot tub
5.0 out of 5 average rating, 18 reviews
Private house set in beautiful countryside

Idyllic rural retreat with optional bespoke yoga
LocationWalkabilityCleanliness
Weekly house rentals

Hillmotts Farm with secluded Hot Tub
LocationValueIndoor spaces
4.82 out of 5 average rating, 129 reviews
The Truly Incredible Windsor Home, Free Parking
LocationValueGetting around
4.9 out of 5 average rating, 173 reviews
Fabulous Farm House in Skirmett
ValueLocationHiking
4.92 out of 5 average rating, 145 reviews
The Royal Paddock
LocationDecorBathroom
5.0 out of 5 average rating, 7 reviews
Serene Home in Leafy Warfield with Private Garden
LocationFamilyOutdoor spaces
4.89 out of 5 average rating, 44 reviews
The Old Gatehouse
FamilyValueDecor
4.67 out of 5 average rating, 9 reviews
6 Bedroom Bungalow Ascot Racecourse 75" TV
FamilyValueHeating
4.78 out of 5 average rating, 153 reviews
Detached House in Windsor with AC and Free Parking
ValueFamilyAmenities
4.93 out of 5 average rating, 27 reviewsPrivate house rentals

Racecourse Marina Lodge | Hot tub | Parking | EV
FamilyLocationCheck-in
4.96 out of 5 average rating, 84 reviews
Quaint Tudor Cottage
FamilyLocationLaundry
4.94 out of 5 average rating, 96 reviews
Orchard House - 5 Bed Country Home with Parking
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 4 reviews
Greenfield's Hurley House - Modern 3 Bedroom Home
LocationFamilySleep quality
4.82 out of 5 average rating, 38 reviews
Rural 2 bedroom Lodge In Windsor with Hot Tub!
LocationParkingHospitality
4.77 out of 5 average rating, 13 reviews
Luxury 6-bedroom house with parking - Northwood
ValueLocationHeating
4.89 out of 5 average rating, 76 reviews
NEW Tornado Chase | Luxury 5 Bedroom Home
FamilyLocationGetting around
4.92 out of 5 average rating, 25 reviews
Olcote by Fullards
FamilyLocationCondition
5.0 out of 5 average rating, 15 reviewsDestinations 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





