Windsor Vacation Rentals

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Our top choices for Windsor vacation rentals

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 CA $345
CA $414 total
includes taxes & fees
Jun 17 - Jun 18
Copper Castle & Petting Farm near Legoland

Home Studio Free Parking Prime Location

Home Studio Free Parking Prime Location
2.0 star property
Slough
Home Studio Free Parking Prime Location

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (208 reviews)
"Beautiful place, fantastic for a break with kids. We will definitely check in again!"
United Kingdom
Eva
The price is CA $348
CA $417 total
includes taxes & fees
Jun 28 - Jun 29
Willow Court Farm

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Old Windsor
9.8 out of 10, Exceptional, (7 reviews)
"Lovely Cabin"
United Kingdom
John W.
The price is CA $234
CA $264 total
includes taxes & fees
Jul 2 - Jul 3
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

526A Farnham Rd

526A Farnham Rd
2.0 star property
Slough
The price is CA $127
CA $246 total
includes taxes & fees
Jun 15 - Jun 16
526A Farnham Rd

Family Friendly - Sleeps12 - Free Parking - Garden

Family Friendly - Sleeps12 - Free Parking - Garden
4.0 star property
Slough
The price is CA $387
CA $465 total
includes taxes & fees
Jun 15 - Jun 16
Family Friendly - Sleeps12 - Free Parking - Garden

Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (45 reviews)
"Wonderful property! "
Canada
Meghan
The price is CA $252
CA $252 total
includes taxes & fees
Jun 21 - Jun 22
Hampden Apartments - the Diana

Hampden Apartments - The Anne

Hampden Apartments - The Anne
3.5 star property
Windsor City Centre
8.8 out of 10, Excellent, (8 reviews)
"Really nice apartment close to the centre of Windsor. Handy parking space close by that will save you some money as the local Q park is about £45 for 48 hours! "
United Kingdom
Anonymous traveller
The price is CA $238
CA $285 total
includes taxes & fees
Jun 29 - Jun 30
Hampden Apartments - The Anne

Victorian Cottage, Close 2 All Sights, Parking 🏰

Victorian Cottage, Close 2 All Sights, Parking 🏰
Clewer South
9.2 out of 10, Wonderful, (11 reviews)
"Our stay was perfect, the cottage was clean, warm (Feb) comfortable, all the home from home comforts, which make your stay very welcoming. I grew up in the area. So was familiar with everything, however the cottages host was more than helpful. We would highly recommend stay here."
United States
Michele G.
The price is CA $323
CA $532 total
includes taxes & fees
Jul 5 - Jul 6
Victorian Cottage, Close 2 All Sights, Parking 🏰

Windsor 5-Bed House - Near Castle - Sleeps 13

Windsor 5-Bed House - Near Castle - Sleeps 13
Clewer North
The price is CA $670
CA $1,026 total
includes taxes & fees
Jun 25 - Jun 26
Windsor 5-Bed House - Near Castle - Sleeps 13

Charming Family Barn in Dorney - By Tempstay

Charming Family Barn in Dorney - By Tempstay
Buckinghamshire
9.6 out of 10, Exceptional, (4 reviews)
"Fantastic family trip, ideal location and safe great garden for children. Spacious accomodation with everything you could need. Communication with host was excellent and helped us with all inquiries quickly. Thank you. The jacuzzi was a real treat. Highly recommend"
United States
Elizabeth J.
The price is CA $1,530
CA $2,172 total
includes taxes & fees
Jun 18 - Jun 19
Charming Family Barn in Dorney - By Tempstay

Rana's House

Rana's House
2.0 star property
Slough
The price is CA $405
CA $692 total
includes taxes & fees
Jun 15 - Jun 16
Rana's House

Hampden Apartments - The Louis

Hampden Apartments - The Louis
3.0 star property
Eton
9.8 out of 10, Exceptional, (13 reviews)
"Great location especially having free parking. The apartment was very clean and modern."
United Kingdom
Lucy
The price is CA $245
CA $294 total
includes taxes & fees
Jun 15 - Jun 16
Hampden Apartments - The Louis

Heartwarming Windsor Cottage with Free Parking

Heartwarming Windsor Cottage with Free Parking
Clewer East
The price is CA $438
CA $598 total
includes taxes & fees
Jun 16 - Jun 17
Heartwarming Windsor Cottage with Free Parking

Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel
2.0 star property
Colnbrook
6.8 out of 10, (9 reviews)
"Beautiful place!"
United States
Jennifer
The price is CA $179
CA $215 total
includes taxes & fees
Jun 21 - Jun 22
Heathrow Windsor Apart Hotel

Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Slough - Sleeps 3 - Petfriendly - Riverside - Bay
3.5 star property
Colnbrook
The price is CA $158
CA $195 total
includes taxes & fees
Jun 28 - Jun 29
Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Spacious Apartment with Private Garden By Tempstay

Spacious Apartment with Private Garden By Tempstay
Windsor City Centre
8.0 out of 10, Very good, (3 reviews)
"I traveled to Windsor with my husband and 17 year old daughter. This apartment has a good layout with two separate bedrooms and is within walking distance of train station, shops, restaurants and the castle. We had a great stay."
United States
Sherry N.
The price is CA $311
CA $520 total
includes taxes & fees
Jul 12 - Jul 13
Spacious Apartment with Private Garden By Tempstay

Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.4 out of 10, Exceptional, (16 reviews)
"Fantastic location and spotlessly clean. We really enjoyed our stay "
United Kingdom
Ian
The price is CA $189
CA $227 total
includes taxes & fees
Jun 21 - Jun 22
Hampden Apartments - The William

Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (36 reviews)
"Amazing location, walking distance to shops, restaurants, the theatre and of course the castle. The apartment was clean on arrival and had everything we needed for our stay. "
United Kingdom
Alison
The price is CA $401
CA $401 total
includes taxes & fees
Jun 21 - Jun 22
Hampden Apartments - The George

Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle

Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
Windsor City Centre
The price is CA $280
CA $449 total
includes taxes & fees
Jun 22 - Jun 23
Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
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

Find out more about Windsor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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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 top-notch restaurants and lively bars.

What's the top vacation rental in Windsor?

Newly fitted Notting Hill Gate vacation home sleeps 2-4 only 3-min walk to tube.: Visitors like this Windsor vacation home rental. It is located in the city center and offers a barbecue grill, laundry facilities, and a Smart TV 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 27 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 Frogmore House and Theatre Royal. You’ll find favorite places to visit like River Thames and Wembley Stadium 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.