Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Windsor

Exterior detail
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 ￥23,128
￥27,753 total
includes taxes & fees
Dec 1 - Dec 2
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.

Old Windsor
9.4 out of 10, Exceptional, (3)
"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 ￥23,253
￥26,560 total
includes taxes & fees
Dec 1 - Dec 2
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Comfort Apartment, 2 Bedrooms, Non Smoking | In-room dining
Hampden Apartments - The George

Hampden Apartments - The George

4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (34)
"Super convenient for visiting everything in Windsor. Plenty of food nearby, lots of options. The property itself was a little run down, half of the shades didn’t work, most of the freezer was unusable because of ice build up, the washing machine is a combo washer dryer, but it doesn’t dry your clothes at all, you have to hang them up."
United States
Timothy
The price is ￥36,372
￥36,372 total
includes taxes & fees
Nov 30 - Dec 1
Hampden Apartments - The George
Living area
Coventina

Coventina

3.0 star property
Wraysbury
The price is ￥389,795
￥467,755 total
includes taxes & fees
Dec 7 - Dec 8
Coventina
Interior
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 ￥28,317
￥37,618 total
includes taxes & fees
Dec 1 - Dec 2
Inviting 2-Bed Cottage in Windsor
Exterior detail
Spotless & Stylish Stay in Windsor – Free Parking & Ultra Fast Internet

Spotless & Stylish Stay in Windsor – Free Parking & Ultra Fast Internet

2.0 star property
Park
The price is ￥9,095
￥12,402 total
includes taxes & fees
Dec 2 - Dec 3
Spotless & Stylish Stay in Windsor – Free Parking & Ultra Fast Internet
Fridge, microwave, oven, stovetop
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 ￥82,472
￥127,945 total
includes taxes & fees
Dec 8 - Dec 9
Nr Windsor- Unique Cottage Stay for upto 14 guests
Apartment | 1 bedroom, iron/ironing board, free WiFi, bed sheets
Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Slough - Sleeps 3 - Petfriendly - Riverside - Bay

3.5 star property
Colnbrook
The price is ￥20,705
￥22,772 total
includes taxes & fees
Dec 1 - Dec 2
Slough - Sleeps 3 - Petfriendly - Riverside - Bay
TV
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 ￥19,223
￥32,948 total
includes taxes & fees
Dec 3 - Dec 4
Stay In Style With Castle Views/Prime Spot Windsor
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Westmead| Double Room

SnoozeDen Westmead| Double Room

Clewer East
The price is ￥11,642
￥11,642 total
includes taxes & fees
Dec 1 - Dec 2
SnoozeDen Westmead| Double Room
Living area
haven Valley near the theme park

haven Valley near the theme park

Old Windsor
10.0 out of 10, Exceptional, (1)
"Me and my family stayed here as we had a wedding nearby. The place accommodated all of us. Very spacious and clean. Host is amazing! "
United Kingdom
Akarshana S.
The price is ￥37,205
￥61,802 total
includes taxes & fees
Dec 1 - Dec 2
haven Valley near the theme park
Exterior
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
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

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 ￥40,513
￥59,116 total
includes taxes & fees
Dec 2 - Dec 3
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Deluxe Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Hampden Apartments - The William

Hampden Apartments - The William

3.0 star property
Eton
9.4 out of 10, Exceptional, (10)
"We would definitely stay here again. Perfect location. Had parking and we were able to ealk everywhere. Thank you! "
United States
Sophie
The price is ￥25,773
￥30,927 total
includes taxes & fees
Dec 15 - Dec 16
Hampden Apartments - The William
Fridge, oven, stovetop, dishwasher
2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤

2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤

Windsor City Centre
10.0 out of 10, Exceptional, (6)
"Great little apartment walkable to everything in Windsor - great space!"
Canada
Leslie C.
The price is ￥40,719
￥63,654 total
includes taxes & fees
Dec 28 - Dec 29
2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤
Exterior
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 ￥36,833
￥44,274 total
includes taxes & fees
Nov 30 - Dec 1
Character Victorian apartment close to Windsor town with secure parking
TV, offices
2BR Luxury Penthouse |Cinema Room|Private Parking

2BR Luxury Penthouse |Cinema Room|Private Parking

Clewer East
10.0 out of 10, Exceptional, (1)
"Absolutely fantastic apartment. Very spacious and extremely well appointed. Highly recommended."
United Kingdom
James R.
The price is ￥27,284
￥50,016 total
includes taxes & fees
Dec 3 - Dec 4
2BR Luxury Penthouse |Cinema Room|Private Parking
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Chalvey | Double Room

SnoozeDen Chalvey | Double Room

Slough
The price is ￥9,062
￥9,062 total
includes taxes & fees
Dec 6 - Dec 7
SnoozeDen Chalvey | Double Room
Apartment, 1 Bedroom | Living area | Flat-screen TV
Hampden Apartments - the Diana

Hampden Apartments - the Diana

4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (41)
"Wonderful property! "
Canada
Meghan
Hampden Apartments - the Diana
Deluxe Apartment, 2 Bedrooms, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop
Hampden Apartments - The Catherine

Hampden Apartments - The Catherine

4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (5)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is ￥36,327
￥36,327 total
includes taxes & fees
Dec 4 - Dec 5
Hampden Apartments - The Catherine
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

Goswell House

Goswell House

10/10 Excellent
"Great"
Paul 1-night trip
Posted 3 days ago
Goswell House

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?

47 Park Street - Grand Residences by Marriott: Visitors like this Windsor vacation home rental. It 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.

How many vacation rentals are there in Windsor?

Choose from 19 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.