Maidenhead Vacation Rentals from CA $101: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Maidenhead?

3 Bed House Sleeps 5 - Parking, Garden, Pets : You might like this vacation home rental near Maidenhead. It 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

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!

Maidenhead

CA $275 total

includes taxes & fees

Sep 28 - Sep 29

A bedroom with a bed, a dresser, a window, and a chandelier.

2. Spacious, light apartment sleeps up to four

Cookham

Alexandra C.

CA $390 total

includes taxes & fees

Sep 28 - Sep 29

A narrow wooden pathway leading to a building with a checkered floor.

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

Cookham

Maggie L.

CA $439 total

includes taxes & fees

Sep 28 - Sep 29

A cozy interior with striped sofas, a kitchen area, and a bed with a view.

4. Shepherds Hut with Hot Tub Retreat - By Tempstay

White Waltham

A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

5. Willow Court Farm

Windsor

Anne

CA $281 total

includes taxes & fees

Sep 28 - Sep 29

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

Windsor

HAYLEY

CA $303 total

includes taxes & fees

Oct 5 - Oct 6

A bedroom with a bed, a wooden shelf with a small plant, and a wall-mounted plant.

7. Cosy Studio Near Heathrow Airport/ Free Parking

Staines

A compact kitchen with modern appliances, a dining area with chairs, and a door.

8. High Wycombe Apartments

High Wycombe

CA $194 total

includes taxes & fees

Sep 29 - Sep 30

A hallway with a wooden floor, a white wall with a textured artwork, and a wooden door.

9. IBEX HOUSE

Reading

CA $430 total

includes taxes & fees

Sep 30 - Oct 1

A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

10. HQ Aparthotel Farnborough

Rushmoor District

John

CA $112 total

includes taxes & fees

Oct 25 - Oct 26

A modern bedroom with a large bed, a skylight, and a blue accent wall.

11. Heathrow Windsor Apart Hotel

Colnbrook

Jennifer

CA $209 total

includes taxes & fees

Oct 3 - Oct 4

A house with a patio, a barbecue grill, and a dining area with outdoor furniture.

12. Brook House

Stoke Poges

CA $2,842 total

includes taxes & fees

Sep 30 - Oct 1

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

Eton

jennifer j.

CA $311 total

includes taxes & fees

Oct 14 - Oct 15

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.

14. Hampden Apartments - The George

Windsor City Centre

Alison

CA $368 total

includes taxes & fees

Oct 21 - Oct 22

A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

15. Salt House with parking

Henley-On-Thames

"Perfect in every way! The house was spotless and had everything we needed. It's situated approx 7 mins away from town in one direction, so you can leave the car on the drive, (a major plus) and 10 mins walk away from the woods in the other: ideal for an early morning, or any time dog walk! There's a hose in the garden for dirty boots and dogs and the back gate locks for security. Heating was easy to adjust and the fire worked beautifully. The TV was easy to operate and the Wifi was fab!...

Lisa

CA $403 total

includes taxes & fees

Sep 29 - Sep 30

An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

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

Farnham Royal

M. I.

CA $654 total

includes taxes & fees

Sep 28 - Sep 29

A bedroom with a bed, a door leading to a balcony, and a view of a garden.

17. Beautiful 1-bed Studio in Bourne end

Bourne End

natalie

CA $204 total

includes taxes & fees

Oct 28 - Oct 29

A modern kitchen with white cabinets, a stainless steel sink, and a built-in oven.

18. Buckingham Apartments

High Wycombe

Alexandra

CA $190 total

includes taxes & fees

Sep 28 - Sep 29

A modern living room with a sofa, coffee table, and dining area.

19. Modern apartment in the vicinity of Heathrow/Windsor/Slough

Colnbrook

Laurie R.

CA $375 total

includes taxes & fees

Sep 28 - Sep 29

A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

20. Fabulous Central Windsor Town House

Windsor City Centre

Abdullah

CA $706 total

includes taxes & fees

Oct 13 - Oct 14

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Top Maidenhead Hotel Reviews

Ibis budget London Heathrow Central

10/10 Excellent

"Easy access to Heathrow, great breakfast and shuttle to airport."

Radisson Hotel & Conference Centre London Heathrow

10/10 Excellent

"This hotel was a great choice as the location is excellent—just 10 minutes from Terminal 2, which made travel super convenient. The rooms were modern, clean, comfortable, and well set up for a smooth stay. The amenities were a big highlight, especially having two in-house restaurants with great food choices and a fantastic buffet breakfast to start the day. On top of that, the staff were incredibly friendly and warm, making it an overall great experience."

Holiday Inn Express London Heathrow T4 by IHG

10/10 Excellent

"Basic airport hotel - did the job! Also have a very convenient/affordable bus to other airport terminals. This hotel is best if you’re flying from t4 or t5, the other terminals take a long time to get to via the bus/train and an uber to them is quite pricey."

Atrium Hotel Heathrow

8/10 Good

"The hotel is very close to Heathrow Airport which was nice. There was an underground train station right across the street (Piccadilly Line) which took you right to the airport or into London. It was very convenient and made it easy getting around. The staff were very nice and helpful. They responded to requests and concerns promptly. The buffet breakfast (included in our room rate) was good and included a decent selection of hot and cold selections. The restaurant was nice. However, the menu is highly skewed towards Indian food which is not a favorite of ours so we only ate there once in our 10 day stay. The pool is heated and nice. Again, however, it should have ratings going down the stairs for people who are a little unsteady on their feet or have mobility issues (like me). The same goes for the jacuzzi. There are no hand rails to hold onto. Only the steam room was working during our visit but it was fine. The hotel is good, the location is good, all the staff our great, the room was clean and we would probably stay there again because of the location. Also, there is a grocery store close (Tesco) and a Subway as well as on old pub, The Green Man."

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Maidenhead vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Maidenhead vacation rentals we have selected for you start as low as CA $101 per night. Entering your travel dates in the search wizard 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.

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: You might like this vacation home rental near Maidenhead. It 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 28 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.

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Check prices for these dates

Our top choices for Maidenhead vacation rentals

1. The Fox at Hurley - Delightful Property!

2. Spacious, light apartment sleeps up to four

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

4. Shepherds Hut with Hot Tub Retreat - By Tempstay

5. Willow Court Farm

6. Copper Castle & Petting Farm near Legoland

7. Cosy Studio Near Heathrow Airport/ Free Parking

8. High Wycombe Apartments

9. IBEX HOUSE

10. HQ Aparthotel Farnborough

11. Heathrow Windsor Apart Hotel

12. Brook House

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

14. Hampden Apartments - The George

15. Salt House with parking

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

17. Beautiful 1-bed Studio in Bourne end

18. Buckingham Apartments

19. Modern apartment in the vicinity of Heathrow/Windsor/Slough

20. Fabulous Central Windsor Town House

Find vacation rentals that suit your style

Top Maidenhead Hotel Reviews

Ibis budget London Heathrow Central

Radisson Hotel & Conference Centre London Heathrow

Holiday Inn Express London Heathrow T4 by IHG

Renaissance London Heathrow Hotel

Atrium Hotel Heathrow

Novotel London Brentford

Radisson Blu Hotel, London Heathrow

MOXY London Heathrow Airport

Premier Inn Heathrow Airport Terminal 4

Find out more about Maidenhead

Frequently asked questions

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