Windsor and Maidenhead Holiday Rentals

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Our top choices for Windsor and Maidenhead holiday rentals

Property entrance

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (202 reviews)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is NZ$332
includes taxes & fees
24 Mar - 25 Mar
Willow Court Farm
Deluxe Cabin, Garden View

Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (1 review)
"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
The price is NZ$353
includes taxes & fees
24 Mar - 25 Mar
Copper Castle & Petting Farm near Legoland
Interior

Hampden Apartments - The Catherine

Hampden Apartments - The Catherine
4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (5 reviews)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is NZ$359
includes taxes & fees
23 Mar - 24 Mar
Hampden Apartments - The Catherine
Deluxe Apartment

Hampden Apartments - The Edward

Hampden Apartments - The Edward
3.5 star property
Windsor City Centre
7.8 out of 10, Good, (7 reviews)
"There were no locks on both door to the balcony that did not lock. No towel holders or hooks anywhere in the house for bath towels or any other clothes item. No toilet paper holder in bathroom. We said we were four people and they only gave us three bath towels. The pullout bed in the living room was like a rock to sleep on. The map shows the house where the car park is, when in fact the house is not where the map says it is. The landlord said the map shows where the residence was and it wasn’t....
United States
Anonymous traveller
Hampden Apartments - The Edward
House | Dining

Lovely 6-bed House in Windsor

Lovely 6-bed House in Windsor
2.0 star property
Old Windsor
The price is NZ$699
includes taxes & fees
19 Apr - 20 Apr
Lovely 6-bed House in Windsor
1 bedroom, individually decorated, individually furnished, free WiFi

Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is NZ$944
includes taxes & fees
30 Mar - 31 Mar
Thames Retreat
Cabin | Property grounds

Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
3.0 star property
Wraysbury
10.0 out of 10, Exceptional, (1 review)
The price is NZ$591
includes taxes & fees
27 Mar - 28 Mar
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
Interior

Coventina

Coventina
3.0 star property
Wraysbury
The price is NZ$5,367
includes taxes & fees
30 Mar - 31 Mar
Coventina
Terrace/patio

The Boathouse London

The Boathouse London
4.0 star property
London City Centre
9.2 out of 10, Wonderful, (19 reviews)
"Really unique experience to stay on a canal boat that is extremely well furnished and close to some great dining options (and Heathrow Express from Paddington station)."
United States
Adam
The price is NZ$535
includes taxes & fees
30 Mar - 31 Mar
The Boathouse London
Garden

Vancouver Studios

Vancouver Studios
3.5 star property
London City Centre
9.0 out of 10, Wonderful, (1,050 reviews)
"The room was perfect, the staff were incredibly friendly and helpful. "
United States
Jessica
The price is NZ$251
includes taxes & fees
29 Mar - 30 Mar
Vancouver Studios
Basic Studio, Ensuite

South Kensington Studios by D'montrio

South Kensington Studios by D'montrio
2.0 star property
London City Centre
The price is NZ$236
includes taxes & fees
23 Mar - 24 Mar
South Kensington Studios by D'montrio
Terrace/patio

Fraser Suites Queens Gate

Fraser Suites Queens Gate
4.0 star property
London City Centre
8.8 out of 10, Excellent, (1,367 reviews)
"Veery nice room, nice continental breakfast, like the location"
United States
Gideon
The price is NZ$309
includes taxes & fees
22 Mar - 23 Mar
Fraser Suites Queens Gate
Property entrance

Native Bankside

Native Bankside
4.0 star property
London City Centre
9.4 out of 10, Exceptional, (1,259 reviews)
"Excellent location and helpful staff on reception."
United Kingdom
Fiona
The price is NZ$333
includes taxes & fees
19 Apr - 20 Apr
Native Bankside
Lobby

Numa London Chelsea Green

Numa London Chelsea Green
4.0 star property
London City Centre
8.2 out of 10, Very good, (40 reviews)
"Staff is great."
United States
Olga
The price is NZ$224
includes taxes & fees
23 Mar - 24 Mar
Numa London Chelsea Green
Individually decorated, individually furnished, iron/ironing board

Bob W London Earl's Court -Warwick Road

Bob W London Earl's Court -Warwick Road
3.0 star property
London City Centre
7.8 out of 10, Good, (40 reviews)
"Location was superb place was spotlessly clean. Very functional communication was excellent Will definitely stay again "
United States
Alex
The price is NZ$191
includes taxes & fees
25 Mar - 26 Mar
Bob W London Earl's Court -Warwick Road
Front of property

The Apartments by The Sloane Club

The Apartments by The Sloane Club
4.0 star property
London City Centre
9.4 out of 10, Exceptional, (80 reviews)
"Great place to stay for a few days (or longer) in London - great neighborhood, great room, quite, clean, soft lux bedding, I would sure stay longer, recommend, and come back here."
United States
ANA
The Apartments by The Sloane Club
Exterior

Citadines Trafalgar Square London

Citadines Trafalgar Square London
4.0 star property
London City Centre
8.6 out of 10, Excellent, (3,848 reviews)
"Very nice hotel and good location ! "
United States
Sean
The price is NZ$291
includes taxes & fees
29 Mar - 30 Mar
Citadines Trafalgar Square London
Deluxe Studio Suite

Cleveland Residences Farringdon

Cleveland Residences Farringdon
3.0 star property
London City Centre
9.2 out of 10, Wonderful, (25 reviews)
"Spotless, great communication with staff and great facilities "
United Kingdom
Cayla
Cleveland Residences Farringdon
Outdoor dining

No 1 The Mansion Apartments by Mansley

No 1 The Mansion Apartments by Mansley
4.0 star property
London City Centre
9.2 out of 10, Wonderful, (449 reviews)
"Everything was perfect. Thanks "
United States
Natalia
The price is NZ$347
includes taxes & fees
19 Apr - 20 Apr
No 1 The Mansion Apartments by Mansley
Lobby

Chelsea Cloisters Serviced Apartments

Chelsea Cloisters Serviced Apartments
3.5 star property
London City Centre
7.0 out of 10, Good, (2,443 reviews)
"Nice area and great location!"
United States
Adam
The price is NZ$183
includes taxes & fees
6 Apr - 7 Apr
Chelsea Cloisters Serviced Apartments
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 Windsor and Maidenhead Hotel Reviews

Fredrick's Hotel Restaurant & Spa

Fredrick's Hotel Restaurant & Spa

8/10 Good
"My first impressions were very positive as the hotel is in a great location in Maidenhead and only a short walk to a variety of restaurants and eateries both chain and independent. The parking area is quite extensive allowing more than enough room for hotel and restaurant guests. There is a stylish reception area with friendly staff who checked me in early after confirming my room was ready. The room was artisticly decorated especially with the bathroom area. There is a well functioning air con unit as well as a nice fan. My main disappointment was that one of my main reasons in booking my accommodation was to use gym facilities. In enquiring about this, I was informed that the spa area was being renovated and not able to be used by guests until April. The lady on reception said that I should have been informed but the only message I received from the hotel did not allude to this. This was the only let down on a stay which would have been give 5 stars otherwise. My 3 main scoring criteria for an overnight stay is the shower, the sleep and the next morning's breakfast. All 3 were very good and combined for a stay at a place I would love to stay at again given the chance."
Mike 1-night trip
Posted 2 hours ago
Fredrick's Hotel Restaurant & Spa

Find out more about Windsor and Maidenhead

Everything you need to know about Windsor and Maidenhead holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor and Maidenhead holiday rental for you. At Expedia, you can take your pick from private holiday 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 Windsor and Maidenhead holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor and Maidenhead holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor and 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 Windsor and Maidenhead holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor and Maidenhead holiday rentals we have selected for you start as low as NZ$293 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor and Maidenhead rentals

At Expedia, we put the best Windsor and Maidenhead holiday 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 Windsor and 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 Windsor and Maidenhead holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor and 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.