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

Maidenhead Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$195 nightly
The price is $195
Nov 9 - Nov 10
Total with taxes and fees
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.
$280 nightly
The price is $280
Oct 19 - Oct 20
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.
$315 nightly
The price is $315
Oct 19 - Oct 20
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
$356 nightly
The price is $359
Oct 19 - Oct 20
Total with taxes and fees
Shepherds Hut with Hot Tub Retreat - By Tempstay
A bedroom with a bed, a door leading to a balcony, and a view of a garden.

5. 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
$137 nightly
The price is $137
Oct 22 - Oct 23
Total with taxes and fees
Beautiful 1-bed Studio in Bourne end
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
$233 nightly
The price is $280
Nov 5 - Nov 6
Total with taxes and fees
Copper Castle & Petting Farm near Legoland
A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

7. 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
$257 nightly
The price is $308
Oct 19 - Oct 20
Total with taxes and fees
Willow Court Farm
A modern bedroom with a large bed, a skylight, and a blue accent wall.

8. 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
$101 nightly
The price is $113
Oct 18 - Oct 19
Total with taxes and fees
Heathrow Windsor Apart Hotel
A compact kitchen with modern appliances, a dining area with chairs, and a door.

9. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
$112 nightly
The price is $135
Oct 21 - Oct 22
Total with taxes and fees
High Wycombe Apartments
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

10. 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.
$463 nightly
The price is $463
Oct 19 - Oct 20
Total with taxes and fees
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
A cobblestone street with buildings, a sign for 'The Castle Hotel,' and outdoor seating.

11. 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.
$265 nightly
The price is $268
Oct 18 - Oct 19
Total with taxes and fees
1BR|Parking|Doorstep Of Windsor Castle|By Tempstay
A living room with a sofa, a dining table with chairs, a TV mounted on the wall, and a potted plant.

12. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
$246 nightly
The price is $295
Oct 19 - Oct 20
Total with taxes and fees
IBEX HOUSE
A modern living room with a flat-screen TV mounted on a wooden wall, a window with curtains, a wooden bench, and a framed picture on the wall.

13. Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
Eton
10.0 out of 10, Exceptional, (3 reviews)
"Gorgeous flat in a perfect location. There were so great places to walk to, including Windsor Castle. Highly recommend this place!"
United States
jennifer j.
$259 nightly
The price is $259
Oct 20 - Oct 21
Total with taxes and fees
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

14. Salt House with parking

Salt House with parking
Henley-On-Thames
10.0 out of 10, Exceptional, (2 reviews)
"Nice property, a short walk from the town centre. Would start again when next in Henley"
United Kingdom
Lee
$328 nightly
The price is $328
Oct 19 - Oct 20
Total with taxes and fees
Salt House with parking
A modern living room with a black coffee table, a glass jar with decorative items, a small potted plant, and a diffuser on the table.

15. Cozy Bracknell Apartment With Modern Amenities

Cozy Bracknell Apartment With Modern Amenities
3.0 star property
Bracknell
9.6 out of 10, Exceptional, (5 reviews)
"Great location and really clean apartment "
United Kingdom
Guy
$153 nightly
The price is $153
Oct 28 - Oct 29
Total with taxes and fees
Cozy Bracknell Apartment With Modern Amenities
A modern living room with a flat-screen TV, a sofa, and a coffee table. There is a kitchen area with a dining table and bar stools.

16. Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (38 reviews)
"A very well positioned, bright apartment with plenty of space and amenities. We really enjoyed our stay and recommend "
United Kingdom
Helen
Hampden Apartments - The George
A two-story brick house with bay windows, a black front door, and a small front garden.

17. Hammersmith Stayz

Hammersmith Stayz
3.0 star property
Hammersmith
2.0 out of 10, (2 reviews)
"We have been working remotely and traveling for 12 months and this was literally the worst stay we’ve had. The carpet was so disgusting that we didn’t remove our shoes. The “kitchen” was bare and broken. The only redeeming quality was a good bed and clean linens."
United States
Matthew
$98 nightly
The price is $108
Nov 1 - Nov 2
Total with taxes and fees
Hammersmith Stayz
A modern kitchen with white cabinets, a stainless steel sink, and a built-in oven.

18. Buckingham Apartments

Buckingham Apartments
3.0 star property
High Wycombe
7.2 out of 10, Good, (19 reviews)
"This hotel is not as advertised or as described - be warned "
United Kingdom
Alexandra
$112 nightly
The price is $135
Oct 20 - Oct 21
Total with taxes and fees
Buckingham Apartments
A sign for Premier Suites Reading.

19. PREMIER SUITES Reading

PREMIER SUITES Reading
4.0 star property
Reading City Centre
8.8 out of 10, Excellent, (169 reviews)
"Excellent location and amazing staff service "
Mexico
Maria Alicia
$98 nightly
The price is $118
Nov 6 - Nov 7
Total with taxes and fees
PREMIER SUITES Reading
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

20. HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.2 out of 10, Wonderful, (480 reviews)
"I always stay here when visiting family nearby as I live in USA."
United States
John
$71 nightly
The price is $85
Oct 25 - Oct 26
Total with taxes and fees
HQ Aparthotel Farnborough
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

MOXY London Heathrow Airport

MOXY London Heathrow Airport

10/10 Excellent
"Food & drink were good. Played games in the evening with a good atmosphere in the bar area. Rooms were clean and bathroom modern. Thoroughly recommend."
Lucy 1-night trip
Posted 1 hour ago
MOXY London Heathrow Airport

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 $85 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.