An aerial view of a town with a river, green spaces, and historic buildings.

Maidenhead Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Maidenhead vacation rentals

A neatly made bed with two pillows, a bedside table with a lamp, and a bedside table with a decorative item.

1. The Fox at Hurley - Delightful Property!

The Fox at Hurley - Delightful Property!
Maidenhead
The Fox at Hurley - Delightful Property!
A bedroom with a bed, a dresser, a window, and a chandelier.

2. Spacious, light apartment sleeps up to four

Spacious, light apartment sleeps up to four
Cookham
9.6 out of 10, Exceptional, (19 reviews)
"Beautifully refurbished property with very helpful hosts."
United Kingdom
Alexandra C.
$257 nightly
The price is $257
Nov 9 - Nov 10
Total with taxes and fees
Spacious, light apartment sleeps up to four
A narrow wooden pathway leading to a building with a checkered floor.

3. Lovely cottage in the heart of the picturesque village of Cookham

Lovely cottage in the heart of the picturesque village of Cookham
Cookham
10.0 out of 10, Exceptional, (1 review)
"Roseleigh Cottage is a lovely little house. It is ideally situated in central Cookham a stones throw from the Thames tow path and close to a range of pubs and other places to eat. The cottage is very well equipped and comfortable. We really enjoyed our stay as did our dog who appreciated the many walks thereabouts."
United States
Maggie L.
$303 nightly
The price is $303
Nov 8 - Nov 9
Total with taxes and fees
Lovely cottage in the heart of the picturesque village of Cookham
A cozy interior with striped sofas, a kitchen area, and a bed with a view.

4. Shepherds Hut with Hot Tub Retreat - By Tempstay

Shepherds Hut with Hot Tub Retreat - By Tempstay
White Waltham
$361 nightly
The price is $364
Nov 8 - Nov 9
Total with taxes and fees
Shepherds Hut with Hot Tub Retreat - By Tempstay
A modern building with dark siding, a glass door entrance, and two potted plants.

5. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (217 reviews)
"Very nice, comfortable room, nice to have the kitchen. Lots of space outside to eat and relax! The kids loved the animals and that it’s clise to Legoland! The restaurant near by was really nice too and also easy to get around without a car."
Canada
Anne
$163 nightly
The price is $195
Nov 8 - Nov 9
Total with taxes and fees
Willow Court Farm
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

6. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (5 reviews)
"The copper castle was an amazing place to stay, clean, comfortable, staff were amazing, children loved the animals and collecting egg's from the chickens in the morning. Owner's were very helpful and accommodating, will definitely be coming back for another stay."
United Kingdom
Susan
$178 nightly
The price is $213
Nov 7 - Nov 8
Total with taxes and fees
Copper Castle & Petting Farm near Legoland
A bedroom with a bed, a door leading to a balcony, and a view of a garden.

7. Beautiful 1-bed Studio in Bourne end

Beautiful 1-bed Studio in Bourne end
3.0 star property
Bourne End
10.0 out of 10, Exceptional, (2 reviews)
"Super stay, gorgeous studio with separate kitchen and bathroom, immaculate throughout. Very convenient for the train station and a beautiful walk by the Thames is just a few minutes away! "
United Kingdom
natalie
$147 nightly
The price is $147
Nov 11 - Nov 12
Total with taxes and fees
Beautiful 1-bed Studio in Bourne end
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

8. A Warm Welcoming Cosy Bungalow, 10 mins to Windsor

A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
Farnham Royal
9.6 out of 10, Exceptional, (10 reviews)
"Thanks Joti for a pleasant stay. Property was clean and Host was very accommodating showing us round. Use of the BBQ was a great plus!"
United Kingdom
M. I.
$445 nightly
The price is $445
Nov 8 - Nov 9
Total with taxes and fees
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

9. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.2 out of 10, Wonderful, (23 reviews)
"Always a lovely place to stay "
United Kingdom
Tony
$140 nightly
The price is $168
Nov 15 - Nov 16
Total with taxes and fees
Hampden Apartments - The William
A modern kitchen with a built-in washing machine, a microwave, and a stove.

10. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
$119 nightly
The price is $143
Nov 8 - Nov 9
Total with taxes and fees
High Wycombe Apartments
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

11. HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.2 out of 10, Wonderful, (483 reviews)
"I always stay here when visiting family nearby as I live in USA."
United States
John
$75 nightly
The price is $90
Nov 8 - Nov 9
Total with taxes and fees
HQ Aparthotel Farnborough
A modern kitchen with a checkered floor, wooden and green bowls, and hanging pendant lights.

12. Livin’ Serviced Apartments

Livin’ Serviced Apartments
4.0 star property
Watford
9.0 out of 10, Wonderful, (369 reviews)
"Great location"
United Kingdom
Kathryn
$79 nightly
The price is $95
Nov 8 - Nov 9
Total with taxes and fees
Livin’ Serviced Apartments
A cobblestone street with buildings, a sign for 'The Castle Hotel,' and outdoor seating.

13. 1BR|Parking|Doorstep Of Windsor Castle|By Tempstay

1BR|Parking|Doorstep Of Windsor Castle|By Tempstay
Windsor City Centre
9.6 out of 10, Exceptional, (7 reviews)
"Great place to stay for visiting the castle and surrounding areas with the bonus of a parking space.Place was very clean and warm with plenty of bars and restaurants minutes away. Would definitely go back."
United Kingdom
Richard J.
$246 nightly
The price is $248
Nov 30 - Dec 1
Total with taxes and fees
1BR|Parking|Doorstep Of Windsor Castle|By Tempstay
A modern hotel room with a large bed, a sofa, a TV, and a view of the city.

14. Ferrum

Ferrum
2.0 star property
Tokyngton
9.0 out of 10, Wonderful, (46 reviews)
"We loved Ferrum! It’s a close location to Wembley Stadium and near a ton of grocery stores and restaurants. We also traveled from the airport to the hotel and the train dropped us right across the street, which is a huge plus!! Everyone was so nice to us and the description on the listing when we booked matched exactly what was said. Didn’t even realize with the full kitchen we got everything we needed to cook, which is a huge plus if you want to stay in and cook a meal"
United States
Mario Arturo
$249 nightly
The price is $267
Nov 9 - Nov 10
Total with taxes and fees
Ferrum
A bedroom with a large bed, two bedside tables, a tray with breakfast, and a view of the sea through the window.

15. Hampden Apartments - The Henry

Hampden Apartments - The Henry
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (23 reviews)
"Superb apartment very good location far enough away from noise close enough to walk to centre. Apartment could fo with a little TLC. To bring back up to superb throughout. Overall a great stay"
United Kingdom
Dave
$247 nightly
The price is $247
Nov 15 - Nov 16
Total with taxes and fees
Hampden Apartments - The Henry
A modern dining area with a glass table, two black chairs, and a small bonsai tree.

16. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
$261 nightly
The price is $313
Dec 7 - Dec 8
Total with taxes and fees
IBEX HOUSE
Living area

17. Apartment Sleeps 5 With Parking Free

Apartment Sleeps 5 With Parking Free
3.0 star property
Feltham West
$118 nightly
The price is $142
Nov 8 - Nov 9
Total with taxes and fees
Apartment Sleeps 5 With Parking Free
A modern bedroom with a large bed, a skylight, and a blue accent wall.

18. Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel
2.0 star property
Colnbrook
6.8 out of 10, (9 reviews)
"Beautiful place!"
United States
Jennifer
$106 nightly
The price is $119
Nov 8 - Nov 9
Total with taxes and fees
Heathrow Windsor Apart Hotel
A bedroom with a large bed, a wooden door, a sliding glass door to a balcony, and a view of the outside.

19. Staines Riverside by Charles Hope

Staines Riverside by Charles Hope
4.0 star property
Staines
7.6 out of 10, Good, (20 reviews)
"Good location but very limited facilities"
United Arab Emirates
bhargav
$124 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
Staines Riverside by Charles Hope
A modern kitchen with a central island, recessed lighting, and a view to the outside.

20. Stunning Central Windsor Town House

Stunning Central Windsor Town House
3.0 star property
Windsor City Centre
9.6 out of 10, Exceptional, (4 reviews)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
$462 nightly
The price is $554
Nov 29 - Nov 30
Total with taxes and fees
Stunning Central Windsor Town House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Maidenhead Hotel Reviews

Atrium Hotel Heathrow

Atrium Hotel Heathrow

10/10 Excellent
"Very clean, spacious rooms; dining room renovated with breakfast ample and well-served, full dinner restaurant; best amenity is the pool/saunas/hot tub (beautiful and maintained)! Our go-to LHR hotel."
Gary 1-night trip
Posted 2 hours ago
Atrium Hotel Heathrow

Find out more about Maidenhead

Everything you need to know about Maidenhead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Maidenhead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Maidenhead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Maidenhead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Maidenhead. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Maidenhead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $75 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Maidenhead rentals

At Expedia, we put the best Maidenhead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Maidenhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Maidenhead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Maidenhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Maidenhead?

Yes, there are vacation rentals in Maidenhead close to Braywick Leisure Centre, or you can choose a more remote option if you want a relaxing stay. Visitors to Maidenhead speak positively about the scenic riverfront and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and spas.

What are some of the best vacation rentals in Maidenhead?

3 Bed House Sleeps 5 - Parking, Garden, Pets: Located near Maidenhead, this vacation home rental offers a garden and free WiFi to help you feel comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Our travelers also rate 4 Bed Windsor Countryside Escape - By Tempstay as a favorite home for rent in Maidenhead.

How many vacation rentals are there in Maidenhead?

Choose from 32 Expedia vacation rentals in Maidenhead for a memorable vacation.

What’s there to see and do in Maidenhead?

Chiltern Hills and Thames Path are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Bray Marina and Cliveden House.

What’s a vacation rental in Maidenhead like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Maidenhead. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family getaway.