
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.

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.

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.

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.

Luxury self-contained Annexe with balcony Jacuzzi
Luxury self-contained annexe on the edge of the Chilterns, situated in the peaceful countryside which can be enjoyed from the hot tub, yet only 5 mins to the M40, 15 mins to Oxford Park & Ride & 15 mins to the station with trains to London taking 45 mins. It is the perfect place to relax with cosy lounge, wood burning stove, bespoke kitchen & underfloor heating. Upstairs features a super-king sized bed, seating area, luxury wet-room with underfloor heating, balcony and Jacuzzi.

18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

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.

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.
Popular amenities for Windsor and Maidenhead house rentals
House rentals with a pool

The Mill House

Spacious Home Heated Pool(May-Sep) in Tilehurst

Bright spacious home with natural swimming pond

The Place: 2-Bedroom Getaway

Modern Escape-Jacuzzi & Ice Bath

Cosy Cottage-House

Chic Family Home near Notting Hill

6B House | Parking | Heated Pool | Central London
Weekly house rentals

“Treetops” - Studio Amongst the Trees

Cozy+elegant Studio@West Acton

The Windsor Courtyard

Guest annex - own entrance

Windsor Cottage: Traditional English Charm

Stylish Townhouse with Parking & Modern Comfort

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

Stunning Windsor Getaway | Hot Tub | Sleeps 7-9
Private house rentals

Dream Quaint 2 king bed countryside barn

CosyHouse | Ideal Location |Great for Couples Stay

Bright self-contained studio

Studio in Oxfordshire village w/en-suite & kitchen

Cozy 2-Bed near Thorpe Park + Free Parking

Luxury Victorian Villa

Little Barber

Central Windsor Tranquility 2 Bed Cottage
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.ﺇ735 | ﺩ.ﺇ738 | ﺩ.ﺇ654 | 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
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Fitness-friendly rentals Windsor and Maidenhead
- Smoking-friendly rentals Windsor and Maidenhead
- Rentals with outdoor seating Windsor and Maidenhead
- Pet-friendly rentals Windsor and Maidenhead
- Rentals with a fire pit Windsor and Maidenhead
- Rentals with a fireplace Windsor and Maidenhead
- Rentals with a patio Windsor and Maidenhead
- Private suite rentals Windsor and Maidenhead
- Condo rentals Windsor and Maidenhead
- Rentals with a washer and dryer Windsor and Maidenhead
- Guesthouse rentals Windsor and Maidenhead
- Family-friendly rentals Windsor and Maidenhead
- Luxury rentals Windsor and Maidenhead
- Rentals with an EV charger Windsor and Maidenhead
- Cabin rentals Windsor and Maidenhead
- Hotel rentals Windsor and Maidenhead
- Waterfront rentals Windsor and Maidenhead
- Apartment rentals Windsor and Maidenhead
- Cottage rentals Windsor and Maidenhead
- Townhouse rentals Windsor and Maidenhead
- Rentals with a hot tub Windsor and Maidenhead
- Serviced apartment rentals Windsor and Maidenhead
- Rentals with breakfast Windsor and Maidenhead
- Bed and breakfasts Windsor and Maidenhead
- Rentals with pools Windsor and Maidenhead
- Rentals with lake access Windsor and Maidenhead
- House rentals Berkshire
- House rentals England
- House rentals United Kingdom
- British Museum
- Covent Garden
- Buckingham Palace
- Big Ben
- Trafalgar Square
- Tower Bridge
- Wembley Stadium
- The O2
- London Bridge
- Hampstead Heath
- Emirates Stadium
- St. Paul's Cathedral
- St Pancras International
- ExCeL London
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Oxford University
- Blenheim Palace
- Goodwood Motor Circuit
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Windsor Castle