
House vacation rentals in Maidenhead
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Top-rated house rentals in Maidenhead
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A peaceful rural retreat
"A recently refurbished self-contained annex in the midst of beautiful Oxfordshire countryside. Close to the Chilterns, the pretty market towns of Thame and Watlington and just 20 minutes drive from Oxford. There are excellent walks and numerous pubs and restaurants with delicious food and warm fires. The property is a separate annex from the main house and is perfect for a relaxing break. It has a sitting area and kitchen, a bedroom with beautiful views, a superking bed and a modern bathroom.

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.

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.

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).

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).

Stunning riverside house in the heart of Chilterns
Breathtaking location set in the heart of stunning Chilterns countryside only 30 min from London. Come & recharge with views of the River Chess flowing past your bedroom. Relax in the large sitting/dining room (dbl sofa bed) or bask in the sunny conservatory watching swans glide by. Glorious walking on Chess Valley Walk. Nearby Amersham, Chalfont & Chenies all offer superb restaurants/shops & Met line tube. Amazing location just off M25 - Harry Potter World 15min, Heathrow 25min & Ascot 45 min.

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.

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!
Popular amenities for Maidenhead house rentals
House rentals with a pool

Spacious Home Heated Pool(April-Sep) in Tilehurst

Wellness Escape by River: Sauna, Pool, Hot Tub

Barn conversion, Henley-on-Thames

Stylish Island Home on the River Thames

Stunning hideaway house

Forest Getaway - Country Retreat near Windsor

Modern Escape-Jacuzzi & Ice Bath

Family Friendly Country House - Pool & tennis
Weekly house rentals

Near Town Centre, Big Patio, Free Parking Sleeps 8

Airy 4-bedroom detached house with gardens/patios

Guest annex - own entrance

Stylish Short Term Let - Bucks

Modern Country House

Quaint Cottage in Central Henley - Road Parking

Windsor & Legoland Stay | Slough | Free Wi-Fi

Cozy annex
Private house rentals

Cottage w/ secure gated parking 7 mins from Henley

Royal Residence | Near LHR, Legoland & Windsor 5*

Straw Plaiters Cottage

Delightful 2 Double Bedroom House

Caversham Garden House

Duck Cottage in the centre of Henley

Great Annexe

Modern Townhouse with Garden and Parking in Ascot
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,426 GYD | G$28,655 GYD | G$22,798 GYD | G$23,217 GYD | G$19,452 GYD | G$18,615 GYD | G$24,053 GYD | G$23,844 GYD | G$23,844 GYD | G$20,498 GYD | G$19,243 GYD | G$23,635 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 |
Quick stats about house rentals in Maidenhead

Total vacation rentals
Explore 140 vacation rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at G$6,275 GYD per night before taxes and fees

Verified guest reviews
Over 4,930 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
140 of Maidenhead vacation rentals include wi-fi access

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

4.7 Average rating
Maidenhead stays receive an average rating of 4.7 out of 5 from guests
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- Tower Bridge
- Paddington
- Big Ben
- British Museum
- London Bridge
- Covent Garden
- Marble Arch
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- St Pancras International
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- The O2
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- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
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- Borough Market




