Windsor Holiday Rentals

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Holiday Rentals in Windsor

Deluxe Studio (Studio West)
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 NZ$383
includes taxes & fees
27 May - 28 May
Willow Court Farm
Apartment | Private kitchen
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
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."
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 NZ$749
includes taxes & fees
27 May - 28 May
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 NZ$1,355
includes taxes & fees
30 May - 31 May
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
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 NZ$458
includes taxes & fees
16 Jun - 17 Jun
Hampden Apartments - The George
Full-sized 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 NZ$1,201
includes taxes & fees
23 Jun - 24 Jun
Windsor Castle Apartments
Apartment, 3 Bedrooms | Private kitchen
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
Stunningly Stylish 4 Bed House Near Windsor Castle, Sleeps 7-9, Dog Friendly
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 NZ$1,324
includes taxes & fees
27 May - 28 May
Stunningly Stylish 4 Bed House Near Windsor Castle, Sleeps 7-9, Dog Friendly
Living area
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 NZ$179
includes taxes & fees
28 May - 29 May
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 NZ$396
includes taxes & fees
29 May - 30 May
Inviting 2-Bed Cottage in Windsor
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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.

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, (1003)
"Fantastic place and location 😊"
The price is NZ$362
includes taxes & fees
29 May - 30 May
Castle Hotel Windsor
View from room
Macdonald Windsor Hotel
4.0 star property
8.8 out of 10, Excellent, (1003)
"Wonderful! "
The price is NZ$278
includes taxes & fees
27 May - 28 May
Macdonald Windsor Hotel
Bar (on property)
De Vere Beaumont Estate
4.0 star property
7.4 out of 10, Good, (863)
"Staff clearly put a lot of effort into keeping this place clean."
The price is NZ$343
includes taxes & fees
26 May - 27 May
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windsor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Windsor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windsor. Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windsor short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to LEGOLAND® Windsor, or you can select a more secluded option if you're looking for 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 are some of the best holiday rentals that Windsor has to offer?

47 Park Street - Grand Residences by Marriott: This holiday home rental outside of Windsor is in the city centre, 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 holiday rentals are there in Windsor?

Choose from 95 Expedia holiday rentals in Windsor for a memorable holiday.

What’s there to see and do in Windsor?

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

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.

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