
House vacation rentals in Windsor and Maidenhead
Find and book unique houses on Airbnb
Top-rated house rentals in Windsor and Maidenhead
Guests agree: these houses are highly rated for location, cleanliness, and more.

Five Star Boutique House 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, beautiful bathrooms, 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.

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).

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.

Secluded River Thames Lodge with Spectacular Views
Herons is totally unique, a beautiful detached lodge situated on the banks of the River Thames. Beautiful interiors and the views are simply wonderful from sunrise to sunset. Herons is the perfect place to unwind and relax, just sit and watch the wildlife and the boats milling along the river. Nearby are the Thames Market towns of Wallingford, Henley and Abingdon and the beautiful surrounding countryside.The historic city of Oxford is only 8 miles away and Bicester Village is a 30 minute drive.

Cosy private detached from main house large room
Private entrance,dressing room, large corner shower , making the area totally self sufficient and private. The living room area is the same room as the sleeping area. With a Divan bed, 1 double Sofa bed. 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. A 5 Minute drive to Lapland UK. 3.2 miles to Bracknell. Wifi, Sky and Smart TV. Fridge, kettle and microwave. For a family visit please message me to discuss a discount.

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.

Shal Inn@ Heathrow -pick & Drop + free Parking
Book this family &bussiness friendly,well connected to London and only 10 mins away from Heathrow airport. You are welcome to bring your car as free parking available on premises. Pick and drop to airport is also available on request. Public transport is only couple of mins walk away. Elizabeth line to central London from Langley station, which is 2 miles away. 20 mins by bus to Langley station Attractions Windsor Castle Legoland Windsor resort Thorpe park Chessington world of adventure

Stunning Place near Windsor & Heathrow, 3BR House
A stunning, spacious 3-bedroom home, perfect for families! Just a short walk to shops and parks, and short drive from Burnham Station, Heathrow, and Windsor Castle. This gorgeous, newly refurbished house features contemporary decor, new flooring, and furniture. It’s an adorable space with free parking, WiFi, a 4K Ultra Smart TV, and a serene village atmosphere. Enjoy the peaceful, "home away from home" feel, perfect for relaxing after a day of exploring. Book now for a cozy, modern stay!

A Perfect Pad in Pangbourne!
The house was 'created' in 2020 having originally been part of the village pub - its now part of a redeveloped property which also includes the owners home and a fabulous cafe called Artichoke Cafe The property is right in the heart of the picturesque riverside village of Pangbourne with its fabulous specialist shops, cafes, restaurants and pubs. Yet only ten minutes walk gets you to the countryside! The village also boasts a mainline station with direct trains to London Paddington.

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.

Elegant 5-Bed Home in Central Windsor + 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.

Modern with parking near Windsor Castle & Legoland
A stylish one bedroom private flat close to Windsor town centre, Windsor Castle, Legoland and all other historic and regional attractions. A short drive to Thorpe Park, Virginia Water, Ascot and London Heathrow. The cozy flat can accommodate up to 2 guests with a king size bed that is available in a private bedroom. High speed WiFi throughout, 4K TV with Netflix & YouTube, high quality cotton bedding, toiletries and fresh towels.
Popular amenities for Windsor and Maidenhead house rentals
House rentals with a pool

The Mill House

Ivy | Ellerton Road | Pro-Managed

Spacious Home Heated Pool(May-Sep) in Tilehurst

Spacious Flat near transport gym &parking

Stunning hideaway house

Modern Escape-Jacuzzi & Ice Bath

Chic Family Home near Notting Hill

6BR House | Heated Pool & Parking | North London.
Weekly house rentals

The Windsor Courtyard

Stylish Townhouse with Parking & Modern Comfort

5* Charming 1-Bed Hideout,Comfort Meets Style Luxe

Richmond Escape

House near Windsor w/ garden & hot tub

Little Barber

Home in Marlow

Beautiful detached period home, Ascot, Windsor
Private house rentals

Beautiful 3 Bed Cottage • Garden • Free Parking

The lodge - Bright and peaceful.

Golfers’ retreat

Luxury 4Bed, 3.5Bath, Study, OpenPlan Kitchen/Dine

Modern Country House

A Cozy Home Away from Home

Beautiful two bed lodge with free parking in Epsom

The Wild Bloom
When is the best time to visit Windsor and Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ584 | ﺩ.ﺇ591 | ﺩ.ﺇ595 | ﺩ.ﺇ657 | ﺩ.ﺇ690 | ﺩ.ﺇ764 | ﺩ.ﺇ812 | ﺩ.ﺇ786 | ﺩ.ﺇ716 | ﺩ.ﺇ646 | ﺩ.ﺇ624 | ﺩ.ﺇ687 |
| 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 |
Quick stats about house rentals in Windsor and Maidenhead

Total vacation rentals
Explore 1,070 vacation rentals in Windsor and Maidenhead

Verified guest reviews
Over 25,780 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 270 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
410 properties have a dedicated workspace

Wi-Fi availability
1,040 of Windsor and Maidenhead vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor and Maidenhead rentals

4.8 Average rating
Windsor and Maidenhead stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Windsor and Maidenhead's top spots, include Ascot Racecourse, Virginia Water Lake, and Odeon Maidenhead
Destinations to explore
- Durham Vacation rentals
- Paris Vacation rentals
- London Vacation rentals
- Picardie Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- Dublin Vacation rentals
- Condo rentals Windsor and Maidenhead
- Rentals with a washer and dryer Windsor and Maidenhead
- Rentals with a patio Windsor and Maidenhead
- Guesthouse rentals Windsor and Maidenhead
- Rentals with a hot tub Windsor and Maidenhead
- Serviced apartment rentals Windsor and Maidenhead
- Rentals with outdoor seating Windsor and Maidenhead
- Rentals with a fire pit Windsor and Maidenhead
- Smoking-friendly rentals Windsor and Maidenhead
- Bed and breakfasts Windsor and Maidenhead
- Rentals with pools Windsor and Maidenhead
- Hotel rooms Windsor and Maidenhead
- Waterfront rentals Windsor and Maidenhead
- Townhouse rentals Windsor and Maidenhead
- Fitness-friendly rentals Windsor and Maidenhead
- Cabin rentals Windsor and Maidenhead
- Private suite rentals Windsor and Maidenhead
- Rentals with lake access Windsor and Maidenhead
- Pet-friendly rentals Windsor and Maidenhead
- Rentals with a fireplace Windsor and Maidenhead
- Cottage rentals Windsor and Maidenhead
- Luxury rentals Windsor and Maidenhead
- Apartment rentals Windsor and Maidenhead
- Family-friendly rentals Windsor and Maidenhead
- Rentals with breakfast Windsor and Maidenhead
- Rentals with an EV charger Windsor and Maidenhead
- House rentals Berkshire
- House rentals England
- House rentals United Kingdom
- Tower Bridge
- Big Ben
- London Bridge
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- The O2
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- St Paul's Cathedral
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- University of Oxford
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London




