Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Windsor vacation rentals

Exterior detail
Willow Court Farm

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is ￥21,588
￥25,905 total
includes taxes & fees
Jan 30 - Jan 31, 2026
Willow Court Farm
Fridge, microwave, oven, stovetop
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.

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Old Windsor
9.6 out of 10, Exceptional, (4)
"Had a great stay prior to our flight home. They had everything we needed including things for the kids (1 and 3)."
United States
Peyton T.
The price is ￥23,694
￥27,064 total
includes taxes & fees
Jan 1 - Jan 2, 2026
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Living area
Coventina

Coventina

Coventina
3.0 star property
Wraysbury
The price is ￥417,119
￥500,543 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Coventina
Full-size fridge, microwave, oven, stovetop
Kensington House by Solitaire Suites

Kensington House by Solitaire Suites

Kensington House by Solitaire Suites
3.0 star property
Slough
7.2 out of 10, Good, (20)
"It’s a great place to stay. Less than 5 min walk to restaurants and super markets. "
United States
Jay
The price is ￥18,311
￥29,555 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Kensington House by Solitaire Suites
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Wellesley Slough Station | Double Room

SnoozeDen Wellesley Slough Station | Double Room

SnoozeDen Wellesley Slough Station | Double Room
Slough
The price is ￥9,234
￥9,234 total
includes taxes & fees
Jan 5 - Jan 6, 2026
SnoozeDen Wellesley Slough Station | Double Room
Apartment | 1 bedroom, iron/ironing board, free WiFi, bed sheets
Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Slough - Sleeps 3 - Petfriendly - Riverside - Bay
3.5 star property
Colnbrook
The price is ￥21,098
￥25,310 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Slough - Sleeps 3 - Petfriendly - Riverside - Bay
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Chalvey | Double Room

SnoozeDen Chalvey | Double Room

SnoozeDen Chalvey | Double Room
Slough
The price is ￥9,218
￥9,218 total
includes taxes & fees
Jan 5 - Jan 6, 2026
SnoozeDen Chalvey | Double Room
Interior
Inviting 2-Bed Cottage in Windsor

Inviting 2-Bed Cottage in Windsor

Inviting 2-Bed Cottage in Windsor
Windsor City Centre
7.0 out of 10, Good, (7)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
The price is ￥28,854
￥39,385 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Inviting 2-Bed Cottage in Windsor
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Westmead| Double Room

SnoozeDen Westmead| Double Room

SnoozeDen Westmead| Double Room
Clewer East
The price is ￥12,754
￥12,754 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SnoozeDen Westmead| Double Room
Fridge, microwave, oven, stovetop
Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
10.0 out of 10, Exceptional, (2)
"Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!"
United Kingdom
Laura S.
The price is ￥74,136
￥120,471 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Nr Windsor- Unique Cottage Stay for upto 14 guests
2 bedrooms, iron/ironing board, WiFi, bed sheets
Stylish 2Bed/2Bath Flat In The Heart Of Windsor

Stylish 2Bed/2Bath Flat In The Heart Of Windsor

Stylish 2Bed/2Bath Flat In The Heart Of Windsor
Windsor City Centre
10.0 out of 10, Exceptional, (5)
"We had a wonderful time in Windsor and really enjoyed this place! It was even cuter in person! The location was amazing and space was amazing. "
United States
Natasha C.
Stylish 2Bed/2Bath Flat In The Heart Of Windsor
Private kitchen
526A Farnham Rd

526A Farnham Rd

526A Farnham Rd
2.0 star property
Slough
The price is ￥15,796
￥29,486 total
includes taxes & fees
Jan 6 - Jan 7, 2026
526A Farnham Rd
TV
Stay In Style With Castle Views/Prime Spot Windsor

Stay In Style With Castle Views/Prime Spot Windsor

Stay In Style With Castle Views/Prime Spot Windsor
Windsor City Centre
10.0 out of 10, Exceptional, (2)
"This place was perfect for us. It’s exactly as listed on the site, super cute and very comfortable plus there really is a view of the castle! We had a couple small things we needed help with and the host management company was very helpful and responsive. There’s a cut through to the long walk just up the street and you can be in the center of town in 10 min or less. Would stay again!"
United States
Amy R.
The price is ￥17,691
￥31,646 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stay In Style With Castle Views/Prime Spot Windsor
Interior
Hampden Apartments - The Louis

Hampden Apartments - The Louis

Hampden Apartments - The Louis
3.0 star property
Eton
9.8 out of 10, Exceptional, (13)
"What an absolutely stunning apartment in a perfect location to explore Windsor. Spotlessly clean with everything you could possibly need for a few nights away. Even a Christmas tree which was a lovely surprise. Once we had a direct contact number for the property the communication was fantastic with check in details and instructions provided. Would 100% stay again in the future Thankyou "
United Kingdom
Corinne
Hampden Apartments - The Louis
4 bedrooms, iron/ironing board, internet, bed sheets
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Slough
10.0 out of 10, Exceptional, (1)
"Could not fault this place we have stayed in some expensive hotels and this beat those hands down. Amazing value. "
United Kingdom
david b.
The price is ￥38,963
￥57,918 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Exterior
Character Victorian apartment close to Windsor town with secure parking

Character Victorian apartment close to Windsor town with secure parking

Character Victorian apartment close to Windsor town with secure parking
Clewer East
10.0 out of 10, Exceptional, (1)
"A gorgeous opulent place to stay while in Windsor. We appreciated the extra touches like the fresh milk for tea!"
Canada
Isabel
The price is ￥37,531
￥44,902 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Character Victorian apartment close to Windsor town with secure parking
Family House, Patio | Bed sheets
Spacious 6 Bedroom House in Denton Way

Spacious 6 Bedroom House in Denton Way

Spacious 6 Bedroom House in Denton Way
2.0 star property
Slough
The price is ￥175,335
￥255,894 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Spacious 6 Bedroom House in Denton Way
Fridge, oven, stovetop, coffee/tea maker
Windsor Home with Free Parking

Windsor Home with Free Parking

Windsor Home with Free Parking
Clewer South
The price is ￥26,327
￥35,805 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Windsor Home with Free Parking
Exterior
Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel
2.0 star property
Colnbrook
6.8 out of 10, (8)
"Beautiful place!"
United States
Jennifer
Heathrow Windsor Apart Hotel
WiFi, bed sheets
Self Contained Studio Near Windsor Attractions!

Self Contained Studio Near Windsor Attractions!

Self Contained Studio Near Windsor Attractions!
Clewer East
The price is ￥22,325
￥22,325 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Self Contained Studio Near Windsor Attractions!
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

Macdonald Windsor Hotel

Macdonald Windsor Hotel

10/10 Excellent
"Location was excellent across the street from Windsor Castle"
Gerald 1-night trip
Posted 1 day ago
Macdonald Windsor Hotel

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

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?

STABLE HOUSE - Near Windsor Castle: Visitors like this Windsor vacation home rental. It is located on the waterfront and offers a garden, laundry facilities, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. Another good choice for your trip to Windsor is haven Valley near the theme park .

How many vacation rentals are there in Windsor?

Choose from 22 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.