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 $156
CA $194 total
includes taxes & fees
Jun 21 - Jun 22
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 $193
CA $231 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

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor vacation rentals we have selected for you start as low as CA $252 per night. Entering your travel dates in the search wizard 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 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.