
House holiday rentals in Windsor and Maidenhead
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Top-rated house rentals in Windsor and Maidenhead
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Pondside Barn
A beautiful and character 2 bed converted barn overlooking its own private pond and deck. With a large and open plan lounge, dining area and kitchen there is plenty of space to enjoy the beautiful Wittenham countryside. Pondside Barn comes fully equipped for 6 guests with hob and oven, dishwasher, microwave, nespresso machine, washing machine/tumble drier, fridge and freezer. In addition it also has super fast internet and a 42 inch smart TV with sound bar. Upstairs there are two spacious bedrooms. One has a king size bed and the other has a king size bed and two single beds. The bathroom comes with a full sized P shape bath with shower over, heated towel rail, vanity sink and toilet. There is space for working and relaxing. The outdoor deck overlooks the beautiful pond (with resident Moor Hen family) and comes with a table and chairs for 6 allowing a great area for outdoor dining and enjoyment. A large BBQ is also available and a fully lit canopy over the deck ensures a great space to enjoy the evening. Pondside Barn comes fully equipped for up to six guests with bedlinen, towels, toiletries and refreshments available to ensure you enjoy your stay. Included for you in your stay is a Nespresso coffee machine with a selection of pods together with a cafetiere and fresh coffee. Tea, milk, sugar and olive oil etc is also there for you. Pondside is also equipped with luxury East of Eden toiletries including Lemon Blossom and Bergamot Shampoo together with Grapefruit and Sweet Orange Shower Gel. Handwashes are also available. The Barn is situated in 4 acres of gardens close to the Thames side village of Long Wittenham and close to the renowned Wittenham Clumps. Late checkouts until midday are also available at a charge of £25. Payment is taken at the time of booking, but an honesty jar is available for bookings via Airbnb or Booking.com Well behaved pets are very welcome and there is a fee of £15 per pet per night. If booked directly this is paid at the time of booking, but an honesty jar is used if booked via Airbnb or Booking.com. They are very welcome to stretch their legs in the shared garden. There is a woodburner available, in addition to the central heating in the barn and we would advise guests to bring some logs if they wish to have a fire. There are, however, kindling and log bags available in the barn at £10 for both bags. Just pop the money in the honesty jar. Many local walks are available and you are close to the local amenities in Wallingford, Dorchester and Clifton Hampden all linked by the Thames. Oxford centre is only 15 minutes away. Parking for several cars is available adjacent to Pondside Barn. Didcot Parkway station is less than ten minutes away and less than 40 minutes from London Paddington. Transfer to the station can be arranged.

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.

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.

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.

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.
Popular amenities for house rentals in Windsor and Maidenhead
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

5 mins walk into Windsor | 3 BED with FREE Parking

Shal Inn @ Heathrow – pick & Drop + Parking

The Windsor Courtyard

Guest annex - own entrance

Stylish Short Term Let - Bucks

Stylish Townhouse with Parking & Modern Comfort

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

Beautiful detached period home, Ascot, Windsor
Private house rentals

Dream Quaint 2 king bed countryside barn

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

Windsor Cottage: Traditional English Charm

Cozy 2-Bed near Thorpe Park + Free Parking

Modern Country House

Hay Barn Cottage,

The Lodge - Elegant Comfort in a Peaceful Setting

Luxury Victorian Villa
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 | $207 SGD | $210 SGD | $211 SGD | $233 SGD | $245 SGD | $271 SGD | $288 SGD | $279 SGD | $254 SGD | $229 SGD | $221 SGD | $244 SGD |
| 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 holiday rentals
Explore 1,070 holiday rentals in Windsor and Maidenhead

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

Family-friendly holiday rentals
640 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
410 properties have a dedicated workspace

Wifi availability
1,040 of Windsor and Maidenhead holiday rentals include wifi 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
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- British Museum
- Covent Garden
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- Big Ben
- Tower Bridge
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