Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Windsor and Maidenhead
Historic building in the centre of Windsor.
Beautifully renovated 1850's Coach House. This is part of a building that housed Queen Victoria's Equerries at Windsor Castle. Based in central Windsor with private parking, the property is an ideal place for a staycation. Mess about on the river (boating, paddle boarding, swimming) or visit the many beauty spots in the area. Legoland, Windsor Great Park, Windsor Castle and Swinley mountain bike trails are all within easy reach. A unique property that we hope that you will love as much as us.
29 Jul – 5 AugIndividual Host,
£145 per night
4.96 out of 5 average rating, 182 reviews
Guest favourite
Cottage in Winkfield Row
Unique Cottage, Beautiful Views, Ascot, Windsor
This is the perfect hideaway to retreat, unwind and escape from the pressures of life. The cottage is a newly refurbished, converted stable block, set in a unique location. Close to historic towns & villages including Ascot and Windsor with direct trains from London Waterloo and close to the M4, M25 & M3. A plethora of Michelin starred restaurants, wonderful walks in Windsor Great Park, Virginia Water & the neighbouring Chilterns await you! Ideally situated for visiting Lapland UK and Legoland.
21–28 MarIndividual Host,
£147 per night
4.92 out of 5 average rating, 170 reviews
Guest favourite
Flat in Windsor and Maidenhead
The Studio in Maidenhead Riverside, Berkshire, UK.
This is a large self-contained quiet double bedroom studio with en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for one car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train will run from Maidenhead station direct to London and the West End. (New Zone 6) Good for Windsor, River Thames, Pinewood Studios Smae Institute.
26 Nov – 3 DecIndividual Host,
£72 per night
4.98 out of 5 average rating, 200 reviews

Popular amenities for Windsor holiday rentals

Stay near Windsor's top sights

The Long Walk10 locals recommend
Windsor Leisure Centre29 locals recommend
Windsor Yards10 locals recommend
St George's Chapel12 locals recommend
Royal Windsor Racecourse65 locals recommend
The George Inn33 locals recommend

Other great holiday rentals in Windsor

Guest favourite
Cottage in Englefield Green
2 Bedroom Luxury Cottage (Secure & Quiet)
23 Feb – 2 MarIndividual Host,
£170 per night
5.0 out of 5 average rating, 270 reviews
Guest favourite
Home in Englefield Green
Charming 5* Hse Near Windsor Castle, Ascot, London
12–19 OctIndividual Host,
£191 per night
4.87 out of 5 average rating, 143 reviews
Guest favourite
Barn in Warfield
Delightful small converted barn
2–9 AugIndividual Host,
£85 per night
4.91 out of 5 average rating, 723 reviews
Guest favourite
Flat in Berkshire
Apartment in Windsor
25 Oct – 1 NovIndividual Host,
£109 per night
4.98 out of 5 average rating, 86 reviews
Guest favourite
Home in Berkshire
Luxury Victorian Villa
27 May – 3 JunIndividual Host,
£242 per night
5.0 out of 5 average rating, 7 reviews
Guest favourite
Apartment in Berkshire
Central Windsor, Lounge Terrace & Private Parking.
31 Aug – 7 SeptIndividual Host,
£134 per night
4.96 out of 5 average rating, 78 reviews
Guest favourite
Apartment in Windsor
Royal Windsor Cozy flat private en-suite & Terrace
4–11 NovIndividual Host,
£127 per night
4.89 out of 5 average rating, 95 reviews
Guest favourite
Guest house in Berkshire
Self contained annex in Windsor with parking
4–11 JulIndividual Host,
£80 per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Berkshire
The Truly Incredible Windsor Home, FREE Parking
9–16 MayIndividual Host,
£267 per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Townhouse in Eton
Stunning, CastleView, Riverside, Modern Townhouse
12–19 JunIndividual Host,
£491 per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Townhouse in Berkshire
Charming cottage in the heart of Windsor
31 Aug – 7 SeptIndividual Host,
£236 per night
4.98 out of 5 average rating, 54 reviews
Guest favourite
Guest house in Berkshire
Entire Windsor Home with Free Parking
21–28 SeptIndividual Host,
£122 per night
4.97 out of 5 average rating, 34 reviews

Quick stats about holiday rentals in Windsor

Total rentals

650 properties

Wifi availability

650 properties include access to wifi

Rentals with dedicated workspaces

220 properties have a dedicated workspace

Pet-friendly rentals

100 properties allow pets

Family-friendly rentals

370 properties are a good fit for families

Total number of reviews

17K reviews

Your guide to Windsor

Welcome to Windsor

Windsor is a small market town with a very big stone fortress, whose round tower is one of the most iconic sights in Britain — the flag that’s hoisted there tells you if the Queen is in residence. Established by William the Conqueror, Windsor Castle is the oldest occupied castle in the world and has been an opulent royal palace for more than four centuries; you can tour its state apartments, as well as the English Gothic wonder of St George’s Chapel, which has hosted a number of royal weddings, and houses the tombs of 10 English monarchs.

Beneath the castle winds the River Thames, bordered by a park on one side and an expanse of meadows on the other. Beyond them lie the grounds of Eton College, the most famous public school in England, founded in 1440, with tours available from May to September. Windsor Great Park, the former royal hunting forest to the south of the town, is open to the public year round. Its nearly 4,800 acres include lakes, woodland, a deer park, and a number of beautiful gardens.


The best time to stay in a holiday rental in Windsor

Windsor Castle is impressive in any weather, and it’s open almost every day of the year. The town experiences its busiest periods during the summer holidays (July and August), but it draws crowds whenever there’s a major royal event. The Queen is usually in residence at Easter, and her birthday is celebrated on 21 April with a 21-gun salute in Windsor Great Park. The park and gardens are beautiful in spring, and the town hosts a Spring Festival of classical music in March; you can take part in rubber duck races along the Thames in June, and in September the town hosts an arts and literature festival with a corresponding fringe event. Christmas is particularly atmospheric, with lights, markets, and traditional carol services.


Top things to do in Windsor

The Savill Garden

Created in the 1930s for King George V, these 35 lush acres inside Windsor Great Park are full of rare plants and rich woodland. The garden is internationally renowned for its ornamental displays, which mix extraordinary design with cutting-edge horticulture. This floral idyll is as stimulating as it is peaceful.

The Changing of the Guard

This regular royal pageant takes place every couple of days, when members of the Queen’s Guard march from their barracks through town and into the castle to take up their duties. The 10-minute procession along the High Street and the Corn Exchange is often accompanied by a regimental band; to see the full ceremony, you need to purchase a ticket to the castle.

Dorney Lake

This 1.5-mile-long straight lake was built as a high-performance training centre for elite rowing crews. But its surrounding parkland — comprising an arboretum, a nature reserve, and a collection of statues and sculptures — is largely open to the public and makes for a good loop walk.

Destinations to explore

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