Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Windsor

Comfort Apartment, 2 Bedrooms, Non Smoking | In-room dining
Hampden Apartments - The George

Apartment in Windsor City Centre

4.0 star property
9.0 out of 10, Wonderful, (34)
"Super convenient for visiting everything in Windsor. Plenty of food nearby, lots of options. The property itself was a little run down, half of the shades didn’t work, most of the freezer was unusable because of ice build up, the washing machine is a combo washer dryer, but it doesn’t dry your clothes at all, you have to hang them up."
United States
Timothy
$317 nightly
The price is $317
Dec 19 - Dec 20
Total with taxes and fees
Hampden Apartments - The George
Exterior detail
Willow Court Farm

Apartment in Windsor

4.0 star property
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
$143 nightly
The price is $172
Nov 25 - Nov 26
Total with taxes and fees
Willow Court Farm
Apartment, 1 Bedroom | Living area | Flat-screen TV
Hampden Apartments - the Diana

Apartment in Windsor City Centre

4.0 star property
9.2 out of 10, Wonderful, (40)
"Wonderful property! "
Canada
Meghan
Hampden Apartments - the Diana
Apartment, 2 Bedrooms | Balcony
Hampden apartments - The Richard

Apartment in Windsor City Centre

4.0 star property
8.8 out of 10, Excellent, (10)
"We had a fabulous overnight stay, the location was perfect and I would highly recommend staying here - Thank you!"
United States
Pamela
Hampden apartments - The Richard
Apartment | 1 bedroom, iron/ironing board, free WiFi, bed sheets
Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Apartment in Colnbrook

3.5 star property
$145 nightly
The price is $145
Nov 29 - Nov 30
Total with taxes and fees
Slough - Sleeps 3 - Petfriendly - Riverside - Bay
Deluxe House | Living area | Flat-screen TV
Stunning Central Windsor Town House

Vacation Home in Windsor City Centre

3.0 star property
10.0 out of 10, Exceptional, (3)
"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
Stunning Central Windsor Town House
Exterior
Heathrow Windsor Apart Hotel

Apartment in Colnbrook

2.0 star property
6.8 out of 10, (8)
"Beautiful place!"
United States
Jennifer
Heathrow Windsor Apart Hotel
Deluxe Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Hampden Apartments - The William

Apartment in Eton

3.0 star property
9.4 out of 10, Exceptional, (9)
"We would definitely stay here again. Perfect location. Had parking and we were able to ealk everywhere. Thank you! "
United States
Sophie
$163 nightly
The price is $196
Dec 15 - Dec 16
Total with taxes and fees
Hampden Apartments - The William
1 bedroom, individually decorated, individually furnished, free WiFi
Thames Retreat

Cottage in Wraysbury

3.0 star property
$449 nightly
The price is $538
Nov 28 - Nov 29
Total with taxes and fees
Thames Retreat
Deluxe House | Private kitchen | Full-size fridge, microwave, oven, stovetop
Fabulous Central Windsor Town House

Vacation Home in Windsor City Centre

3.0 star property
Fabulous Central Windsor Town House
Deluxe Apartment, 2 Bedrooms, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop
Hampden Apartments - The Catherine

Apartment in Windsor City Centre

4.0 star property
10.0 out of 10, Exceptional, (5)
"Brilliant stay, excellent location."
United Kingdom
Sophie
$326 nightly
The price is $326
Dec 23 - Dec 24
Total with taxes and fees
Hampden Apartments - The Catherine
Private kitchen
526A Farnham Rd

Apartment in Slough

2.0 star property
$153 nightly
The price is $183
Dec 5 - Dec 6
Total with taxes and fees
526A Farnham Rd
Family House, Patio | Bed sheets
Spacious 6 Bedroom House in Denton Way

Vacation Home in Slough

2.0 star property
$1,326 nightly
The price is $1,592
Nov 25 - Nov 26
Total with taxes and fees
Spacious 6 Bedroom House in Denton Way
In-room dining
Cornwall House Apartments

Apartment in Slough

4.0 star property
$195 nightly
The price is $234
Nov 25 - Nov 26
Total with taxes and fees
Cornwall House Apartments
Cottage | Interior
Inviting 2-bed Cottage in Windsor

Cottage in Windsor City Centre

3.0 star property
2.0 out of 10, (1)
"We had absolutely no heating. I tried several times to contact the owner by email, messenger and by phoning her. No reply. I had been in contact with her regarding check in via email and messenger, I even sent a photo of the temperature in the house. 10 degrees. I had to source 2 radiators myself, which a kind neighbour lent us. I would like a refund for our inconvenience "
United Kingdom
Anonymous traveler
$237 nightly
The price is $237
Dec 1 - Dec 2
Total with taxes and fees
Inviting 2-bed Cottage in Windsor
Lobby
SnoozeDen Westmead – Windsor Castle & Legoland

Apartment in Clewer East

3.0 star property
4.2 out of 10, (10)
"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "
United Kingdom
Simon
$65 nightly
The price is $78
Nov 26 - Nov 27
Total with taxes and fees
SnoozeDen Westmead – Windsor Castle & Legoland
Deluxe Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
Hampden Apartments - The Edward

Apartment in Windsor City Centre

3.5 star property
5.4 out of 10, (3)
"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 traveler
Hampden Apartments - The Edward
Living area
Coventina

Cottage in Wraysbury

3.0 star property
$2,470 nightly
The price is $2,964
Dec 7 - Dec 8
Total with taxes and fees
Coventina
Comfort Apartment, 2 Bedrooms, Non Smoking | View from room
Central Apartment Facing Windsor Castle

Apartment in Windsor City Centre

4.0 star property
8.8 out of 10, Excellent, (23)
"Brilliant location and very helpful owner "
United Kingdom
Senan
$367 nightly
The price is $367
Dec 19 - Dec 20
Total with taxes and fees
Central Apartment Facing Windsor Castle
City Apartment, 1 King Bed, Non Smoking, City View | Balcony
Highlife Lexington Apartments

Apartment in Slough

4.0 star property
4.0 out of 10, (7)
"I booked this property's "
United Kingdom
Hae
$206 nightly
The price is $248
Nov 25 - Nov 26
Total with taxes and fees
Highlife Lexington 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 Hotel Reviews

Park Farm Bed and Breakfast

Park Farm Bed and Breakfast

10/10 Excellent
"Delightful host who was attentive at all the right times. Comfortable room, lovely tea tray. Very relaxing."
Helen 1-night trip
Posted 1 day ago
Park Farm Bed and Breakfast

Find out more about Windsor

Everything you need to know about Windsor 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 Windsor 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 Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. 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 Windsor 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 $78 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 Windsor rentals

At Expedia, we put the best Windsor 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 Windsor 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 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 Windsor. 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 a vacation rental in Windsor?

Yes, we have vacation rentals in Windsor close to LEGOLAND® Windsor, or you can choose a more secluded option if you want a relaxing stay. Visitors like the array of shops and scenic riverfront in Windsor. While you're here, grab a bite or have a drink at the lively bars and top-notch restaurants.

What's the top vacation rental in Windsor?

47 Park Street - Grand Residences by Marriott: Visitors like this Windsor vacation home rental. It is in the city center and equipped with air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Windsor?

Choose from 107 Expedia vacation rentals in Windsor for a memorable vacation.

What’s there to see and do in Windsor?

LEGOLAND® Windsor and Queen Mary's Dolls' House are a couple of family-friendly sights, whereas cultural attractions include Theatre Royal and Frogmore House. You’ll find favorite places to visit like Wembley Stadium and Warner Bros. Studio Tour London in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Windsor. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.