Windsor Vacation Rentals

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Vacation Rentals in Windsor

Deluxe Studio (Studio West) | Individually decorated, individually furnished, desk, laptop workspace
Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (145)
"Absolutely everything. My 6 year old Granddaughter was so impressed with the animals and now she wants some goats!! It was so handy for walking to the local pub and only minutes away from Legoland. Many thanks and I'm sure we'll return at some point :-)"
The price is $228
$274 total
includes taxes & fees
Jun 7 - Jun 8
Willow Court Farm
Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
King Edward Apartments
4.5 star property
9.6 out of 10, Exceptional, (47)
"Wonderful apartment, tastefully furnished, great location. Thoughtful groceries left to ensure you didn't have to rush out before a cup of tea and coffee. The only and i mean only negative thing to say was Parking was a challenge! "
King Edward Apartments
Apartment, 1 Bedroom | Living area | Flat-screen TV
Hampden Apartments - the Diana
4.0 star property
9.2 out of 10, Wonderful, (28)
"Excellent apartment. Location was perfect for the town and very well equipped."
The price is $197
$197 total
includes taxes & fees
Jun 13 - Jun 14
Hampden Apartments - the Diana
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Living area
Good Priced 6 Bedroom Home With Free Parking Family Holiday - Windsor
7.6 out of 10, Good, (8)
"Stayed with my large extended family. This a place is very practical for the bedrooms and bathrooms and how close it is to London, Windsor castle, the highway and Lego land (which we didn’t go to). The living room furniture by the TV isn’t very strong. I see what the idea was with the futons to have extra sleeping space but it’s not great for adults to sit on, which why I give it four stars. WiFi needs to be stronger to be able to cast from your device to the TV. Other than that they give you...
The price is $381
$453 total
includes taxes & fees
Jun 9 - Jun 10
Good Priced 6 Bedroom Home With Free Parking Family Holiday - Windsor
Pool
Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly.
8.6 out of 10, Excellent, (124)
"It was wonderful, beautiful, truly magnificent views from lounge and outside was just a dream, both bedrooms had the river view as well and we were lucky with the weather so hot forgot it was only May"
Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly.
Property grounds
Buchanan Cottage | 2 Bed House in Golden Triangle
6.0 out of 10, (1)
"Overall, we enjoyed our stay in this cozy cottage. Was a bit cramped with a family, but had easy access to Windsor. We utilized the kitchen to cook which was a nice amenity. We also packed light, so the washer was utilized as well. It was advertised that there was a dryer as well, but we could not see a way to dry the clothes and found it was just a washer, not a washer/dryer combo. There were no directions or contact info in the book, which would have been helpful. It was a great stay overall...
Buchanan Cottage | 2 Bed House in Golden Triangle
2 bedrooms, iron/ironing board, bed sheets
Chill out in God’s Abode in Windsor - 10 mins from Castle,15 mins from Heathrow.
Chill out in God’s Abode in Windsor - 10 mins from Castle,15 mins from Heathrow.
Living area
Vintage style Lodge In Windsor
The price is $534
$828 total
includes taxes & fees
May 30 - May 31
Vintage style Lodge In Windsor
Garden
Cavendish House
5.0 star property
9.8 out of 10, Exceptional, (47)
"We tend to use flats when we go away as a family with 3 children 1, 4 and 6. Really clean property. Thoughtful extras dishwasher tablets, washing machine detergent, tea, coffee, milk, wine, orange juice. Property had a bit of minor, understandable, wear and tear. Excellent communication from the hosts/owner. Fantastic central Windsor location, literally a few steps from the castle and the river. Great for little legs. Ample bedding, pillows, towels. Good sofa bed. WiFi good speed and smart...
Cavendish House
Golf
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
10.0 out of 10, Exceptional, (99)
"My husband and I cannot say enough good things about our stay with Hamish and Susie! This was BY FAR the best VRBO we ever have stayed in. There was not one detail missed. It was very well maintained, clean, beautiful location, the grounds were gorgeous and the host were next level helpful. The communication was 10 stars! We have 4 very large boys all over 6’3 and they were very comfortable in the beds. There were so many extras that made our trip easy. A beautiful welcome basket filled with...
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
Comfort Apartment, 2 Bedrooms, Non Smoking | 2 bedrooms, individually decorated, individually furnished, desk
Hampden Apartments - The George
4.0 star property
9.0 out of 10, Wonderful, (31)
"Space is nice and worked well for our family. Only complaint was arriving at night wasn’t ideal as the front gate area had a homeless person hanging around. Once we entered the gate, the walkway smelled like someone had just urinated. It didn’t give the best first impression. Getting the key wasn’t hard, just cumbersome as there isn’t a front desk person to assist. "
The price is $280
$280 total
includes taxes & fees
Jun 9 - Jun 10
Hampden Apartments - The George
Full-size fridge, microwave, oven, stovetop
Windsor Castle Apartments
3.5 star property
10.0 out of 10, Exceptional, (2)
"We wanted to beat the heat and enjoy the charming town of Windsor, comfortable apartment, great location, and a birthday weekend to boot. We would definitely stay again, quick communication and attentive booking."
The price is $579
$820 total
includes taxes & fees
Jun 23 - Jun 24
Windsor Castle Apartments
Apartment, 3 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Hampden Apartments - The Henry
4.0 star property
9.8 out of 10, Exceptional, (10)
"Fabulous location and apartment. We were staying for a visit to Lapland and visited the castle and Local sights. Great restaurants in walking distance. My only suggestion is the apartment needs some decoration and freshening up, new bedding (duvets/pillows/mattress) protectors. The walls & carpets are very marked. But the apartment on the whole is very clean."
Hampden Apartments - The Henry
Luxury Apartment, Ensuite (Windsor Studio ) | Miscellaneous
Windsor Luxury Studio Apartment
3.5 star property
9.4 out of 10, Exceptional, (8)
"Nice accommodation but a couple of issues need to be addressed. Communication was poor asked 3 times if late check out was available and didn’t get a response. In addition wrong entrance code was sent, we spent 20 minutes trying to get in."
Windsor Luxury Studio Apartment
Fridge, microwave, oven, dishwasher
The Windsor Tapestries - Windsor Castle, Legoland,
10.0 out of 10, Exceptional, (4)
"Great place for a group of friends to stay, loads of things to do in Windsor . The host was absolutely brilliant with great attension to the details"
The price is $618
$809 total
includes taxes & fees
May 27 - May 28
The Windsor Tapestries - Windsor Castle, Legoland,
Living area | TV, fireplace, books
A magical and romantic getaway near Windsor Castle and beside Windsor Great Park
10.0 out of 10, Exceptional, (28)
"Just back from a wonderful weekend! Hamish was the perfect host. The best welcome pack ever !!!! Pictures do not do little Hideaway justice. I don’t think there would be anything you could need or want and it not be there. Absolutely Spotless and in a perfect location. We cannot recommend highly enough and given the opportunity will be back."
A magical and romantic getaway near Windsor Castle and beside Windsor Great Park
1 bedroom, iron/ironing board, WiFi, bed sheets
Windsor Castle View
The price is $51
$109 total
includes taxes & fees
May 26 - May 27
Windsor Castle View
3 bedrooms, iron/ironing board, WiFi, bed sheets
LUXURY LODGE RIVER THAMES ❤ BEAUTIFUL MARINA VIEWS
10.0 out of 10, Exceptional, (1)
"Beautiful new home with good location. Easy to get in and out of. Very quiet and relaxing. Will definitely book again."
LUXURY LODGE RIVER THAMES ❤ BEAUTIFUL MARINA VIEWS
6 bedrooms, iron/ironing board, WiFi, bed sheets
The Old Mill House, Windsor Riverside Hidden Gem!
10.0 out of 10, Exceptional, (2)
"While visiting our son and family in Fulham we decided to visit the Windsor area for a long weekend. Found the Old Mill House and it was perfect. Plenty of room for our family of 7 and walking distance to everything. we went along the Thames each morning on our way into town. 20-30 minute walk depending on ages of grandkids. House was in a private setting and quiet neighborhood. We brought in our favorite local chef Nick ( Food by Hope ) and had dinner 2 nites out under the stars on our enclosed...
The Old Mill House, Windsor Riverside Hidden Gem!
2 bedrooms, iron/ironing board, WiFi, bed sheets
Inviting 2-Bed Cottage in Windsor
9.4 out of 10, Exceptional, (3)
"Everything you could need for a break away in beautiful Windsor"
The price is $210
$242 total
includes taxes & fees
May 29 - May 30
Inviting 2-Bed Cottage in Windsor
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See all available properties in Windsor
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.

Windsor Vacation Rental Travel Info

Number of vacation rentals
93
Popular accommodation
Windsor apartments
Known landmarks
Windsor Castle, LEGOLAND® Windsor and Theatre Royal
International airports
London (LHR-Heathrow) and London (LGW-Gatwick)

Other types of properties in Windsor you may be interested in

Terrace/patio
Castle Hotel Windsor
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Fantastic place and location 😊"
The price is $186
$223 total
includes taxes & fees
May 31 - Jun 1
Castle Hotel Windsor
View from room
Macdonald Windsor Hotel
4.0 star property
8.8 out of 10, Excellent, (1002)
"Lovely friendly hotel right in the middle of Windsor."
The price is $149
$179 total
includes taxes & fees
Jun 9 - Jun 10
Macdonald Windsor Hotel
Bar (on property)
De Vere Beaumont Estate
4.0 star property
7.4 out of 10, Good, (862)
"Staff clearly put a lot of effort into keeping this place clean."
The price is $175
$210 total
includes taxes & fees
May 24 - May 25
De Vere Beaumont Estate
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.

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 $51 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.

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: You might want to consider this vacation home rental near Windsor, which 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. Another good choice for your trip to Windsor is Good Priced 6 Bedroom Home With Free Parking Family Holiday - Windsor.

How many vacation rentals are there in Windsor?

Choose from 95 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.

Recent reviews of Windsor properties
Expedia verified reviews