
House vacation rentals in Maidenhead
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Quick stats about house rentals in Maidenhead

Total vacation rentals
Explore 160 vacation rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at G$8,370 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
150 of Maidenhead vacation rentals include wi-fi access

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

4.8 Average rating
Maidenhead stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Maidenhead
Guests agree: these houses are highly rated for location, cleanliness, and more.

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).
5.0 out of 5 average rating, 153 reviews
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.
4.94 out of 5 average rating, 301 reviews
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.
4.88 out of 5 average rating, 186 reviews
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.
4.95 out of 5 average rating, 152 reviews
The Stables, Little Marlow
A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area
4.9 out of 5 average rating, 187 reviews
Home from home - 4 Double Bed House with Parking
Newly renovated house with 4 double bedrooms, 2 bath/shower rooms, Free Wi-Fi & off street parking for 4+ cars & a well maintained garden to the rear. We have tried to create a home from home for families and Contractors alike. All 4 bedrooms can be set up as either 2 x single beds or one king bed in each room. Located just off Farnham Rd (SL1), Slough Industrial estate and a wide range of shops and amenities are a short walk away, Slough train station is also 1.7 miles away.
4.83 out of 5 average rating, 121 reviews
Fabulous Farm House in Skirmett
Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.
4.92 out of 5 average rating, 145 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!
4.91 out of 5 average rating, 249 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.
4.92 out of 5 average rating, 121 reviews
Peaceful 4bdtownhse. Free parkn. Windsor&Heathrow
Welcome to our charming newly refurbished 4-bedroom townhouse, home away from home! Centrally located, you'll be just minutes away from business offices, local attractions, restaurants, shops, and public transport, making it easy to explore everything the area has to offer. The townhouse is bright, spacious, and immaculately clean, with all the modern amenities you need for a comfortable stay.
4.88 out of 5 average rating, 112 reviews
Spacious Victorian Farmhouse with rural views
A spacious Victorian Farmhouse with a stunning rural landscape, offering big views of farmland and woods from the garden terrace, lovely country walks and a charming pub/restaurant within 100 metres (The Bottle and Glass Inn). It's perfect for families or groups of friends and within easy reach of Henley-On-Thames (3 miles) and Reading (4 miles).
4.92 out of 5 average rating, 141 reviews
Home in Marlow
If you’re looking for a quiet central location (with the luxury of parking), in a spacious and stylish modern newly renovated extension then this is the place for you! Whether you're looking to relax and unwind or enjoy the many bars, restaurants and shops that Marlow has to offer, this is a great place to stay.
4.98 out of 5 average rating, 111 reviewsPopular amenities for Maidenhead house rentals
House rentals with a pool

Wellness Escape by River: Sauna, Pool, Hot Tub
5.0 out of 5 average rating, 9 reviews
The Mill House
4.99 out of 5 average rating, 74 reviews
Spacious Home Heated Pool(April-Sep) in Tilehurst
4.73 out of 5 average rating, 22 reviews
South Wing of Country House
5.0 out of 5 average rating, 18 reviews
Private house set in beautiful countryside

Barn conversion, Henley-on-Thames
4.87 out of 5 average rating, 244 reviews
Gardens, Swimming Pool & Hot Tub I Pass The Keys
4.5 out of 5 average rating, 10 reviews
The Pool House @ Huntsmoor
5.0 out of 5 average rating, 3 reviewsWeekly house rentals

Hillmotts Farm with secluded Hot Tub
4.82 out of 5 average rating, 129 reviews
Spacious, Family Home - With Parking & Garden
4.87 out of 5 average rating, 15 reviews
Artists Victorian Semi
5.0 out of 5 average rating, 79 reviews
Airy 4-bedroom detached house with gardens/patios
4.79 out of 5 average rating, 33 reviews
Bright & Spacious Home 10 min from Elizabeth line
4.79 out of 5 average rating, 193 reviews
Racecourse Marina Lodge | Hot tub | Parking | EV
4.96 out of 5 average rating, 85 reviews
4 Bed 3 Bathroom Detached, Parking x 2 + street
4.78 out of 5 average rating, 60 reviews
Roseleigh Cottage in the Heart of Cookham.
4.91 out of 5 average rating, 33 reviewsPrivate house rentals

The Old Gatehouse
4.67 out of 5 average rating, 9 reviews
Olcote by Fullards
5.0 out of 5 average rating, 15 reviews
Family&Contractor Base|Parking| Heathrow in 15 min
5.0 out of 5 average rating, 4 reviews
Bull Pen Cottage | Cosy Luxury Countryside Retreat
5.0 out of 5 average rating, 27 reviews
Central Windsor, Large Garden, Games Room & Office
5.0 out of 5 average rating, 55 reviews
Royal Residence | Near LHR, Legoland & Windsor 5*
4.91 out of 5 average rating, 35 reviews
Lovely family home in centre of Marlow.
4.92 out of 5 average rating, 26 reviews
The Crafty Fox Beaconsfield
4.92 out of 5 average rating, 61 reviewsWhen is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,318 GYD | G$24,062 GYD | G$21,970 GYD | G$24,481 GYD | G$24,899 GYD | G$25,736 GYD | G$24,062 GYD | G$23,853 GYD | G$23,853 GYD | G$20,505 GYD | G$19,250 GYD | G$23,644 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 |
Destinations to explore
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- 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
- South Downs National Park
- Alexandra Palace





