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Windsor Vacation Rentals

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Windsor vacation rentals

Exterior detail
Willow Court Farm

Apartment in Windsor

Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
$138 nightly
The price is $166
Jan 30 - Jan 31
Total with taxes and fees
Willow Court Farm
Comfort Apartment, 2 Bedrooms, Non Smoking | 2 bedrooms, individually decorated, individually furnished, desk
Hampden Apartments - The George

Apartment in Windsor City Centre

Hampden Apartments - The George
4.0 star property
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
Hampden Apartments - The George
Interior
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Cabin in Old Windsor

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
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.
$173 nightly
The price is $173
Jan 11 - Jan 12
Total with taxes and fees
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Interior
Coventina

Cottage in Wraysbury

Coventina
3.0 star property
$2,666 nightly
The price is $3,199
Jan 13 - Jan 14
Total with taxes and fees
Coventina
43-inch Smart TV with digital channels
Kensington House by Solitaire Suites

Aparthotel in Slough

Kensington House by Solitaire Suites
3.0 star property
7.2 out of 10, Good, (21)
"It’s a great place to stay. Less than 5 min walk to restaurants and super markets. "
United States
Jay
$163 nightly
The price is $195
Jan 11 - Jan 12
Total with taxes and fees
Kensington House by Solitaire Suites
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Chalvey | Double Room

Apartment in Slough

SnoozeDen Chalvey | Double Room
$59 nightly
The price is $59
Jan 14 - Jan 15
Total with taxes and fees
SnoozeDen Chalvey | Double Room
2 bedrooms, iron/ironing board, WiFi, bed sheets
Inviting 2-Bed Cottage in Windsor

Cottage in Windsor City Centre

Inviting 2-Bed Cottage in Windsor
7.0 out of 10, Good, (7)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
$252 nightly
The price is $252
Jan 12 - Jan 13
Total with taxes and fees
Inviting 2-Bed Cottage in Windsor
Apartment | Interior
Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Apartment in Colnbrook

Slough - Sleeps 3 - Petfriendly - Riverside - Bay
3.5 star property
$162 nightly
The price is $162
Jan 11 - Jan 12
Total with taxes and fees
Slough - Sleeps 3 - Petfriendly - Riverside - Bay
Fridge, microwave, oven, stovetop
Nr Windsor- Unique Cottage Stay for upto 14 guests

Cottage in Dorney

Nr Windsor- Unique Cottage Stay for upto 14 guests
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.
$783 nightly
The price is $783
Feb 1 - Feb 2
Total with taxes and fees
Nr Windsor- Unique Cottage Stay for upto 14 guests
Interior
SnoozeDen Westmead| Double Room

Apartment in Clewer East

SnoozeDen Westmead| Double Room
$81 nightly
The price is $81
Jan 11 - Jan 12
Total with taxes and fees
SnoozeDen Westmead| Double Room
Fridge, oven, stovetop, dishwasher
Stay In Style With Castle Views/Prime Spot Windsor

Apartment in Windsor City Centre

Stay In Style With Castle Views/Prime Spot Windsor
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.
$201 nightly
The price is $202
Jan 11 - Jan 12
Total with taxes and fees
Stay In Style With Castle Views/Prime Spot Windsor
4 bedrooms, iron/ironing board, internet, bed sheets
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Vacation Home in Slough

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
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.
$370 nightly
The price is $370
Jan 11 - Jan 12
Total with taxes and fees
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
1 bedroom, iron/ironing board, free WiFi
526A Farnham Rd

Apartment in Slough

526A Farnham Rd
2.0 star property
$157 nightly
The price is $188
Jan 10 - Jan 11
Total with taxes and fees
526A Farnham Rd
Exterior
Character Victorian apartment close to Windsor town with secure parking

Apartment in Clewer East

Character Victorian apartment close to Windsor town with secure parking
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
$287 nightly
The price is $287
Jan 11 - Jan 12
Total with taxes and fees
Character Victorian apartment close to Windsor town with secure parking
Interior
Self Contained Studio Near Windsor Attractions!

Apartment in Clewer East

Self Contained Studio Near Windsor Attractions!
$143 nightly
The price is $143
Jan 10 - Jan 11
Total with taxes and fees
Self Contained Studio Near Windsor Attractions!
2 bedrooms, iron/ironing board, travel crib, WiFi
Spacious Apartment with Private Garden

Apartment in Windsor City Centre

Spacious Apartment with Private Garden
8.0 out of 10, Very Good, (3)
"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.
$242 nightly
The price is $244
Jan 11 - Jan 12
Total with taxes and fees
Spacious Apartment with Private Garden
TV, offices
Cosy Central Apartment in Windsor

Apartment in Clewer East

Cosy Central Apartment in Windsor
8.0 out of 10, Very Good, (2)
"Very noisy with windows open, ok with shut but then no air. Bed to short for me at 6’2” otherwise a nice place thanks"
United States
Nick R.
$210 nightly
The price is $212
Jan 11 - Jan 12
Total with taxes and fees
Cosy Central Apartment in Windsor
Private kitchen
Spacious 6 Bedroom House in Denton Way

Vacation Home in Slough

Spacious 6 Bedroom House in Denton Way
2.0 star property
$1,363 nightly
The price is $1,635
Jan 10 - Jan 11
Total with taxes and fees
Spacious 6 Bedroom House in Denton Way
1 bedroom, individually decorated, individually furnished, free WiFi
Thames Retreat

Cottage in Wraysbury

Thames Retreat
3.0 star property
$483 nightly
The price is $579
Jan 16 - Jan 17
Total with taxes and fees
Thames Retreat
Interior
Charming 3Bed 3Bath Home in Windsor with parking!

Vacation Home in Windsor City Centre

Charming 3Bed 3Bath Home in Windsor with parking!
10.0 out of 10, Exceptional, (2)
"The apartment look like it had just been remodeled, and it was furnished very nicely. Everything was in working order. It was walking distance from Windsor Center and the castle. There were three couples, and we each enjoyed having our own bedroom and bathroom combo"
United States
Elizabeth l.
$420 nightly
The price is $423
Feb 1 - Feb 2
Total with taxes and fees
Charming 3Bed 3Bath Home in Windsor with parking!
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

Castle Hotel Windsor

Castle Hotel Windsor

10/10 Excellent
"The Warmth....."
jim 1-night trip
Posted 3 days ago
Castle Hotel Windsor

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 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 24 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.