Skip to main content

The best holiday rentals in Old Windsor

Check out our pick of great holiday rentals in Old Windsor

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

The Clockhouse is a recently renovated apartment in Old Windsor, where guests can make the most of its garden and barbecue facilities. Featuring a 24-hour front desk, this property also provides guests with a picnic area. There is an outdoor fireplace and guests can make use of free WiFi and free private parking.

A little piece of quiet paradise, tucked away but in close proximity to everything! Every last thing had been thought of and considered, including cotton pads for removing make-up! The hosts were friendly and helpful but unobtrusive. When I have the opportunity to stay again, I will!

Show more Show less
9.5
Exceptional
200 reviews
Price from
£118.80
per night

Offering a garden and garden view, Good priced 6 Bedroom Home with FREE Parking Family Holiday - Windsor is situated in Old Windsor, 12 km from Thorpe Park and 14 km from LaplandUK. With free private parking, the property is 4.6 km from Windsor Castle and 6.3 km from Legoland Windsor. Dorney Lake is 16 km away and Brunel University is 20 km from the holiday home.

Clean and all room were ready.... Didn't need to get towel shower item or hand washes ...kitchen was clean and we didn't have to bring item to wash and clean up behind us .... Host was helpful as we didn't plan the day and best is to let them know what they will expect u rather than making them stay in all or nearby... Communication was spot on.... Plenty of space in room for 2 average family.... Defo space for 2 cars on The drive... Any extra will have to ask the host for parking but nearby plenty space in the area but don't know about permits if required....

Show more Show less
7.1
Good
32 reviews
Price from
£332.50
per night

The 4-bedroom holiday home has a living room with a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hair dryer. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace.

Show more Show less
9.5
Exceptional
2 reviews
Price from
£578
per night

Offering a garden and garden view, Pass the Keys Spacious 3 Bed by River Thames Old Windsor is set in Windsor, 4 km from Windsor Castle and 5.7 km from Legoland Windsor. The property is situated 12 km from Thorpe Park, 13 km from LaplandUK and 15 km from Dorney Lake. Brunel University is 20 km away and Hounslow West is 21 km from the holiday home.

Show more Show less
10
Exceptional
1 reviews
Price from
£405
per night

The spacious holiday home is fitted with 4 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

Place was good … very spacious and everything that you needed Right on the river and lovely place to sit in the evening Area is quiet and peaceful: ( except for planes overhead ) You do really need to have a car to be here , not really walking distance to anything Hosts were great and responsive to all email communication.

Show more Show less
8.7
Fabulous
7 reviews
Price from
£543.75
per night

Set in Windsor, in a historic building, 3.3 km from Windsor Castle, Beautiful 4-bed Luxury Windsor Home by Casa by Grace, Amazing location, Perfect for large groups, Pet Friendly, sleeps 7-9! is a recently renovated holiday home with a garden and terrace. This holiday home offers free private parking, a 24-hour front desk and free WiFi. The property is non-smoking and is situated 5 km from Legoland Windsor.

I never bother to leave reviews anymore but I would be doing an injustice to this lovely place if I didn’t. This is by far the best house we have ever stayed in. What a stunning property - everything was just amazing. The host Lisa was wonderful from start to finish, so informative and friendly. We stayed as a family and it was perfect for 6 (potentially 7 if also using the downstairs bedroom.) Facilities were great, fabulous showers and toiletries, well stocked kitchen, the hosts really have thought of everything. The house is a lovely 25-30 minute scenic walk to Windsor, which is also beautiful. We would all stay here again in a heartbeat

Show more Show less
9.9
Exceptional
16 reviews
Price from
£580.05
per night

Set 7.8 km from Windsor Castle, The Studio on The Green offers accommodation with free WiFi and free private parking. 11 km from Thorpe Park and 12 km from LaplandUK, the property features a garden and a terrace. The property is non-smoking and is situated 10 km from Legoland Windsor.

Sarah was a wonderful host, and the studio just perfect, I will be back!

Show more Show less
8.5
Very good
15 reviews

The holiday home consists of 1 separate bedroom, 1 bathroom with a hair dryer, a seating area, and a living room. Towels and bed linen are provided in the holiday home. The accommodation offers a fireplace.

The owners are very generous and caring and nothing is to much for them.

Show more Show less
9.1
Superb
39 reviews
Price from
£214
per night

NEW Cosy 2 Bedroom Flat - Englefield Green is set in Englefield Green, 11 km from Thorpe Park, 12 km from LaplandUK, and 13 km from Legoland Windsor. The property is around 19 km from Brunel University, 19 km from Hampton Court Palace and 19 km from Dorney Lake. Free WiFi is available throughout the property and Windsor Castle is 7.9 km away.

Everything is the same as mentioned in the picture and description. We had a peaceful stay 😊

Show more Show less
8.5
Very good
11 reviews
Price from
£175
per night

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 8min WINDSOR THORPE PARK 8min ASCOT RACES Heathrow WENTWORTH LONDON Lapland UK Royal Holloway is a boat moored in the River Thames in Egham. The boat is located 6 km from Windsor Great Park and 2.4 km from Royal Holloway University of London.

Great location, easy to find and very quiet. We stayed with our two teenage daughters who both initially were horrified when we told them that we're staying on a boat this year, instead of a hotel. After approx 2 mins of stepping on the boat, they were very happy with our choice of accomodation. The boat is very clean and well presented, the pictures don't give it enought justice! We were hit by a storm and consequently worried about getting a good nights sleep, but the boat ballasts did their job and we all had a good night. Most reviews mention Emma, and for good reason, wonderful welcome and excellent demo on how to use the boats facilities etc. If the starts align and it works, we'll be back.

Show more Show less
9.6
Exceptional
56 reviews
Price from
£173
per night
gogless