Skip to main content

Holiday Rentals in Windsor

Find the holiday rentals that appeal to you the most

The best holiday rentals in Windsor

Check out our pick of great holiday rentals in Windsor

Most booked holiday rentals in Windsor and surroundings in the past month

See all

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 164 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 287 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 275 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 97 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 313 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 594 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 184 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 426 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,136 reviews

Popular with guests booking holiday rentals in Windsor

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 914 reviews

Highly rated holiday rentals in Windsor and nearby

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 56 reviews

Set in Eton and only 500 metres from Windsor Castle, Hampden Apartments - The William offers accommodation with quiet street views, free WiFi and free private parking.

The Clockhouse

Old Windsor
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 201 reviews

Offering inner courtyard views, The Clockhouse is an accommodation located in Old Windsor, 3.7 km from Windsor Castle and 5.1 km from Legoland Windsor.

AJ Lodge

Slough
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 1,208 reviews

Set in Slough, 6.5 km from Windsor Castle, AJ Lodge has a shared lounge, parking on-site and rooms with free WiFi access. It is located 8 km from Dorney Lake and offers a housekeeping service.

From US$117.40 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 156 reviews

Offering a shared lounge and garden view, Legoland Heathrow Windsor Apartment Hotel is set in Slough, 6 km from Windsor Castle and 9.1 km from Brunel University.

From US$149.87 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 36 reviews

9.2 km from Windsor Castle in Staines, MayGrove Retreat - Sleeps 2 - Jacuzzi & boat hire provides accommodation with access to a hot tub.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 70 reviews

Situated in Egham, the recently renovated ENTIRE LUXURY MOTOR YACHT 70sqm - Oyster Fund - 2 double bedrooms both en-suite - HEATING sleeps up to 4 people - moored on our Private Island - LEGOLAND...

From US$180.52 per night

Wilson Lodge

Maidenhead
8.0+ review score
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 734 reviews

Situated 5.8 km from Dorney Lake, Wilson Lodge offers 3-star accommodation in Maidenhead and features a garden. This guest house features free private parking, a shared kitchen and free WiFi.

From US$102.78 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 158 reviews

Savannah Bed and Breakfast in Virginia Water provides adults-only accommodation with a garden and a shared lounge. This 4-star bed and breakfast offers luggage storage space and room service.

From US$158.12 per night

Enjoy breakfast in Windsor and nearby

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 50 reviews

Modern Living by Lawsons with FREE PARKING in Windsor features accommodation with free WiFi, 3.4 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from LaplandUK.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 18 reviews

5 MIN TO CASTLE & SHOPS - CHARMING CHARACTER HOME in Windsor offers accommodation with free WiFi, 3.3 km from Legoland Windsor, 12 km from Dorney Lake and 12 km from LaplandUK.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 24 reviews

STYLISH 3 BED COTTAGE, WALK 2 ALL SIGHTS & HIGH ST in Windsor features accommodation with free WiFi, 3.5 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from LaplandUK.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 13 reviews

Right in the heart of Windsor, situated within a short distance of Windsor Castle, Radiant Penthouse on the Banks of the Thames offers free WiFi, air conditioning and household amenities such as an...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 25 reviews

Stunning Victorian 3 Bed House Central Windsor is located in the Windsor City Centre district of Windsor, 3.7 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from LaplandUK.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 128 reviews

Situated 700 metres from Windsor Castle and 3.6 km from Legoland Windsor in the centre of Windsor, Hampden Apartments - The Richard features accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 59 reviews

Featuring a garden, Stylish Apartment 5 min Walk to Castle is set in the centre of Windsor, within less than 1 km of Windsor Castle and 3.6 km of Legoland Windsor.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 14 reviews

4 Bed 3 Baths in CENTRAL WINDSOR! WALK 2 ALL THE SIGHTS! LEGOLAND 5 MIN DRIVE in Windsor features accommodation with free WiFi, 3.6 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from...

These holiday rentals in Windsor and nearby have options with free cancellation

SnoozeDen Chalvey - Free Parking, Near M4 J6

Slough
Free cancellation options available
Scored out of 10, guest rating 4.8
Disappointing - What previous guests thought, 154 reviews

SnoozeDen Chalvey - Free Parking, Near M4 J6, a property with a garden, is situated in Slough, 6.1 km from Windsor Castle, 7.7 km from Legoland Windsor, as well as 8.2 km from Dorney Lake.

From US$91.27 per night
Scored out of 10, guest rating 6.2
Pleasant - What previous guests thought, 8 reviews

Located in Slough, 6.4 km from Windsor Castle and 8.1 km from Legoland Windsor, Lovely central studio/2bed - 5min to train station provides garden views and free WiFi.

Airport Guest House

Slough
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 66 reviews

Just 5 minutes’ drive from Heathrow Airport, Airport Guest House is a friendly and budget-friendly hotel in Slough offering free Wi-Fi, private en-suite rooms, and free on-site parking.

From US$148.24 per night

Langley Guest House Nr Pinewood Studios

Slough
Free cancellation options available
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 92 reviews

Situated within 7.3 km of Windsor Castle and 8.6 km of Uxbridge in Slough, Langley Guest House Nr Pinewood Studios features accommodation with seating area.

From US$127.81 per night

London Heathrow Guesthouse

Hillingdon
Free cancellation options available
Scored out of 10, guest rating 5.8
Passable - What previous guests thought, 167 reviews

Just 10 minutes’ drive from Windsor Castle, this 3-star bed and breakfast offers free private parking and free Wi-Fi access.

From US$85.65 per night

House in Colnbrook near Windsor & Heathrow

Colnbrook
Free cancellation options available
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 63 reviews

Offering a garden and garden view, House in Colnbrook near Windsor & Heathrow is situated in Colnbrook, 9.4 km from Brunel University and 10 km from Hounslow West.

From US$316.24 per night

The Lord Grenfell

Maidenhead
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 873 reviews

Set just 6.1 km from Dorney Lake, The Lord Grenfell offers accommodation in Maidenhead with access to a garden, a bar, as well as a housekeeping service.

From US$92.24 per night

Maywoods Apartment

Virginia Water
Free cancellation options available
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 92 reviews

Boasting pool views, Maywoods Apartment features accommodation with a garden and a patio, around 6.2 km from Thorpe Park. This property offers access to a balcony, free private parking and free WiFi.

From US$118.59 per night

Holiday Rentals with swimming pools in Windsor and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

Boasting a garden, private pool and pool views, Period Luxury Converted Barn Windsor/Maidenhead - Perfect for family groups is located in Taplow.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 38 reviews

Featuring a seasonal outdoor swimming pool and views of garden, Sheephouse Manor is a holiday home situated in a historic building in Maidenhead, 7.5 km from Dorney Lake.

FAQ about holiday rentals in Windsor

Holiday rentals that guests love in Windsor

See all
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 97 reviews
Owners left complimentary supplies which was very much appreciated. Excellent holiday home for our family stay (2 adults, 3 kids). Clean and well kitted out with plenty of outside space and location was perfect.
Guest review by
Richard
Family with young children
Avg. price/night: US$177.88
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 914 reviews
It was just lovely, clean, quirky, private garden as you walk out of your room.. plenty of teas, coffees etc in the room. Comfy bed. Lovely food. Quiet village but popular with the locals... It was a 15 min drive to Windsor but really, the whole experience made up for that.
Guest review by
Ali
Family with young children
Avg. price/night: US$233.84
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 275 reviews
The apartment was well equipped and the location was right by a convenience store and not far away from Windsor. We were able to walk into Windsor through Clewer Village which was a pleasant walk
Guest review by
Steven
Group
Avg. price/night: US$177.88
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 914 reviews
Nice village feel where you felt part of the community.
Guest review by
Christopher
Young couple