Holiday homes & rentals in Windsor - HomeToGo base64Hash Holiday homes & rentals in Windsor - HomeToGo

Holiday homes & rentals in Windsor

Find 1,565 available offers from 14 partners
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Top 15 Recommended holiday lettings in Windsor

Find your perfect holiday home, apartment or cottage in Windsor from just £54 per night!

Chalet Windsor
Chalet ∙ 12 guests ∙ 3 bedrooms

Family-oriented chalet with garden

Windsor, Windsor and Maidenhead, United Kingdom
This chalet in Windsor offers a kitchen, garden, and ample space for 12 guests, perfect for family gatherings and events.
from £141
per night
Good(6 ratings)
from £141
per night
View deal
Apartment Windsor
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with garden & barbeque | Suitable for remote work

Windsor, Windsor and Maidenhead, United Kingdom
This family-friendly apartment in Windsor features a kitchen, garden, and parking, perfect for a memorable getaway.
from £200
per night
Outstanding(1 rating)
from £200
per night
View deal
House Windsor
House ∙ 7 guests ∙ 3 bedrooms

Holiday home with terrace, barbecue & garden | Suitable for remote work

Windsor, Windsor and Maidenhead, United Kingdom
This house rental in Wraysbury offers a kitchen, balcony, garden, and waterside views, perfect for families of up to seven.
from £215
per night
Outstanding(40 ratings)
from £215
per night
View deal
House Windsor
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with garden

Windsor, Windsor and Maidenhead, United Kingdom
This family-friendly house rental in Windsor features a garden and accommodates up to 10 guests for an unforgettable stay.
from £433
per night
Outstanding(6 ratings)
from £433
per night
View deal
Apartment Windsor
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-oriented holiday apartment with garden

Windsor, Windsor and Maidenhead, United Kingdom
This Windsor apartment offers a kitchen, garden, balcony, and parking, perfect for a memorable stay with family or friends.
from £119
per night
from £119
per night
View deal
House Windsor
House ∙ 5 guests ∙ 3 bedrooms

Holiday home with garden | Nature view

Windsor, Windsor and Maidenhead, United Kingdom
This family-friendly house rental in Slough features a kitchen, garden, and parking, providing an ideal getaway for five.
from £101
per night
Excellent(56 ratings)
from £101
per night
View deal
Cottage Windsor
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

Windsor, Windsor and Maidenhead, United Kingdom
A cosy cottage in Wraysbury with a garden, kitchen, parking, and pet-friendly amenities for a perfect getaway for two.
from £68
per night
Good(3 ratings)
from £68
per night
View deal
Cottage Windsor
Cottage ∙ 12 guests ∙ 6 bedrooms

Fully equipped lovely cottage with pool, garden & barbeque | Pet-friendly

Windsor, Windsor and Maidenhead, United Kingdom
This cottage in Englefield Green features a pool, hot tub, and garden, accommodating up to 12 guests for an unforgettable stay.
from £352
per night
from £352
per night
View deal
Cottage Windsor
Cottage ∙ 2 guests ∙ 1 bedroom

Fully equipped pleasant cottage

Windsor, Windsor and Maidenhead, United Kingdom
This cottage in Slough Trading Estate features a kitchen and parking, perfectly suited for a getaway for two.
from £54
per night
from £54
per night
View deal
House Windsor
House ∙ 8 guests ∙ 4 bedrooms

House with terrace & garden | City view

Windsor, Windsor and Maidenhead, United Kingdom
This house rental in Windsor features a kitchen, garden, and parking, providing an ideal space for up to eight guests.
from £330
per night
Outstanding(32 ratings)
from £330
per night
View deal
House Windsor
House ∙ 7 guests ∙ 3 bedrooms

House with barbeque & garden

Windsor, Windsor and Maidenhead, United Kingdom
This Windsor house rental features a kitchen, garden, and parking, making it perfect for families of up to seven.
from £162
per night
from £162
per night
View deal
Cottage Windsor
Cottage ∙ 6 guests ∙ 2 bedrooms

Child-friendly cottage

Windsor, Windsor and Maidenhead, United Kingdom
This Windsor cottage accommodates six, featuring a kitchen and family-friendly space, perfect for an unforgettable getaway.
from £161
per night
Very good(122 ratings)
from £161
per night
View deal
Cottage Windsor
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with jacuzzi, garden & barbecue

Windsor, Windsor and Maidenhead, United Kingdom
This cottage in Bray features a pool, hot tub, and garden, providing an ideal retreat for up to eight guests.
from £918
per night
from £918
per night
View deal
Cottage Windsor
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with terrace, garden & pool | Water view

Windsor, Windsor and Maidenhead, United Kingdom
This cottage in Bray features a pool, kitchen, garden, and stunning seaviews, accommodating up to 8 guests by the waterside.
from £890
per night
from £890
per night
View deal
House Windsor
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful holiday home with terrace & garden

Windsor, Windsor and Maidenhead, United Kingdom
This house rental in Windsor features a kitchen, garden, balcony, and parking, perfect for a getaway with friends or family.
from £147
per night
Outstanding(4 ratings)
from £147
per night
View deal

Best holiday homes with a patio or terrace

Apartment  Windsor
from £174 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Child-friendly beautiful apartment with terrace, garden & barbecue | Garden view | Suitable for remote work

5.0
Outstanding(178 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Balcony/Patio
View deal
Cabin  Windsor
from £164 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Pleasant cabin with garden, terrace & BBQ

Windsor, Windsor and Maidenhead, United Kingdom
Balcony/Patio
View deal
Apartment  Windsor
from £184 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Fully equipped charming apartment with garden, terrace & barbecue | Suitable for remote work

5.0
Outstanding(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Balcony/Patio
View deal
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Holiday lettings and apartments with air conditioning

House  Windsor
from £230 per night
House ∙ 7 guests ∙ 4 bedrooms

Family-oriented charming house with terrace & garden | Dogs allowed

5.0
Outstanding(7 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Air conditioning
View deal
Apartment  Windsor
from £264 per night
Apartment ∙ 7 guests ∙ 3 bedrooms

Fully equipped beautiful holiday apartment

4.5
Excellent(14 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Air conditioning
View deal
House  Windsor
from £214 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with garden

Windsor, Windsor and Maidenhead, United Kingdom
Air conditioning
View deal
See all offers

Holiday homes and cottages with a garden

House  Windsor
from £350 per night
House ∙ 8 guests ∙ 4 bedrooms

House with garden, BBQ & terrace | Perfect for remote work

4.7
Excellent(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Garden
View deal
House  Windsor
from £172 per night
House ∙ 5 guests ∙ 3 bedrooms

House with terrace & garden

5.0
Outstanding(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Garden
View deal
Cottage  Windsor
from £87 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Pleasant cottage with garden | Pets allowed

Windsor, Windsor and Maidenhead, United Kingdom
Garden
View deal
See all offers

Budget-friendly Holiday Homes in Windsor

Find Fantastic yet Cheap Lettings

House Windsor
from £196 per night
House ∙ 4 guests ∙ 2 bedrooms

Family-friendly wonderful holiday home with hot tub, terrace & garden

5.0
Outstanding(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
Apartment Windsor
from £121 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with garden

5.0
Outstanding(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £101 per night
House ∙ 4 guests ∙ 2 bedrooms

House with terrace & garden

4.8
Outstanding(13 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal

Top-Rated Lettings and Properties in Windsor

Book Holiday Letting Offers with the Highest User Rating

House Windsor
from £127 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with terrace & garden

5.0
Outstanding(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
Apartment Windsor
from £111 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Family-friendly holiday apartment

4.8
Outstanding(8 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £457 per night
House ∙ 9 guests ∙ 5 bedrooms

Children-friendly holiday home with garden & BBQ | Perfect for remote work | Pet-friendly

4.8
Outstanding(7 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal

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Trust in the quality and comfort of your stay with verified guest reviews.

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Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Windsor

  • Pet-friendly (228)
  • Parking (40)
  • WiFi (1,185)
  • Pool (84)
  • TV (1,263)
  • Kitchen (1,078)
  • Balcony/patio (283)
  • Hot tub (38)
  • Garden (499)
  • Fireplace (109)
  • No smoking (1,118)
  • No pets (1,220)

Above, you can find the most frequently chosen filters for Windsor, as well as the number of holiday lettings which include the relevant amenity. It's easy to choose a rental meeting your expectations in Windsor if you travel with your pet or you want to keep your car in a safe place, as a lot of the lettings provide Pets allowed or Parking. Begin your holiday planning in advance if you want to spend your holiday in privacy or you like cool air in your holiday rental. There are only 38 listed lettings with Detached and 237 rentals including Air conditioning.

Find your ideal holiday home or apartment in Windsor

The historic market town of Windsor offers a great range of accommodation from houses to apartments that are ideal whatever the purpose of your stay in this picturesque area of southern England.

Where are the unique attractions in Windsor?

Excursion destinations in the area

London is only an hour to the east of Windsor but if you are looking for somewhere a little bit quieter, then why not go to Runnymede which is just 3 miles to the south. This area of grassland is best known as the site on which King John sealed the Magna Carta in 1215, the document which still forms the foundation of many of the freedoms which we have today. With much of it run by the National Trust, today it is the site of a number of memorials, symbomising the imortance of this area and the document to which it is linked.

What are the must-see attractions in Windsor?

Places to visit in Windsor

Windsor Castle

The oldest and largest occupied castle in the world, Windsor Castle is the favoured weekend home of the Queen and has been popular with monarchs for nearly 1000 years. Though it is unlikely that you will run into the queen, tickets are available to visit this fascinating castle throughout the year.

Legoland Windsor

The most visited theme park in the United Kingdom, Legoland is a dream for anyone with children and has enough to keep adults entertained as well with rides, models and workshops spread across the park.

Eton College

Though it may be difficult to actually get inside and visit the school itself at the moment due to building work, from March 2017 tours will be offered of this iconic boarding school which has educated numerous British Prime Ministers and members of the Royal Family.

Slough Museum

10 minutes north of WIndsor is the town of Slough where you can visit this collection of thousands of objects and artefacts that chart the history of one of the largest towns in the county of Berkshire.

St.George's Chapel

Close to Windsor Castle is the site of many royal weddings and funerals over the centuries and one of the most historic religious sites in the country. Here you can visit the burial sites of countless British kings and queens in this magnificently maintained chapel that dates back to the 14th century.

Information about holiday rentals in Windsor

🏡 Holiday homes available 1,565 rentals
🌙 Nightly prices from £54
⭐ Popular amenities Pets allowed, Parking and Internet
🐾 Pet friendly rentals 261 properties
🏊 Holiday rentals with pools 89 properties

Frequently Asked Questions

What is the nightly rate for a holiday home in Windsor?

Nightly rates for holiday rentals in Windsor start from around £54. Rates will depend on location, property size, and extras like a pool or pet-friendly access. Use HomeToGo to compare deals and find the best value for your trip.

How many holiday lettings are available to rent in Windsor? And what are the most popular types of holiday lets?

Currently there are 1,565 holiday rentals from 14 different providers on offer in Windsor. Holiday homes in Windsor often include spacious apartment rentals and house rentals. These properties are perfect for families, couples, or groups looking for a cosy base. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most popular holiday home amenity in Windsor?

Three most popular holiday home amenities among our customers in Windsor are Pets allowed, Parking and Internet.

Do you offer holiday homes with a swimming pool in Windsor?

Looking for a pool? You’ll find that nearly half of holiday cottages and homes in Windsor have one. Enjoy your own private swim spot by browsing one of the 89 properties with a pool available. Find your perfect poolside getaway on HomeToGo.

Are there any pet-friendly holiday cottages in Windsor?

Absolutely! Pet-friendly holiday rentals in Windsor are widely available. So your furry friend doesn’t have to miss out on the adventure. Easily find your ideal pet-friendly holiday letting on HomeToGo.

What is the best time of year to travel to Windsor?

Sun lovers should visit Windsor in July and August to enjoy the warmest weather.

How do I find deals on holiday accommmodation in Windsor?

You can get great value holiday lettings in Windsor with the cost per night for accommodation starting at just £54 - and HomeToGo has launched plenty of filters that make it quick and simple to locate the best deals. If you're still selecting dates for your holiday, try a search using HomeToGo's flexible dates technology to quickly locate great value date options and get discounts of up to 10%. In addition, HomeToGo's 'distance from' filter enables you to find top quality accommodation offers in lower-price, lesser-known locales which are still near to your desired destination, whether that's the coastline, a swimming lake, winter sports area or town centre. Start your search as soon as possible to get the benefits of good availability and the best deals - and do so with confidence by using HomeToGo's 'free cancellation' filter when you search.

What are the pros of choosing a holiday rental in Windsor with HomeToGo?

From serenity away from the crowds to more space to enjoy with your loved ones, holiday lets in Windsor have a variety of bonuses. HomeToGo provides real reviews from verified visitors, and searching is secure, simple, and stress-free - so with 1,565 rentals from 14 providers in the region, you're sure to discover the right place to stay with the amenities and features to suit you in Windsor.

Do you offer holiday accommodation for couples in Windsor?

There are lovely holiday homes in Windsor designed with couples in mind. Enjoy a romantic retreat with just the right amount of space and charm. Let HomeToGo help you plan your next romantic break.

Can I book a waterfront holiday rental in Windsor?

Yes, there are 222 waterfront holiday lets available in Windsor. Staying close to the water is ideal for scenic views and a relaxing atmosphere. Start your search now on HomeToGo.

Why should I book my holiday rental with HomeToGo?

HomeToGo brings together over 15 million holiday rentals from trusted providers, so you can find the best deal in one place. Our smart search makes it easy to find what suits you. Book with confidence and enjoy support every step of the way.

Can I find family-friendly holiday lettings in Windsor?

You’ll find family-ready holiday rentals in Windsor that cater to groups. You’ll find options for every budget and family size. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. This gives you flexibility in case your travel plans change.

Is it possible to rent a holiday home for a weekend getaway in Windsor?

Yes, many holiday lets in Windsor offer flexible booking options, including weekend stays. Many homes offer short stays without long commitments. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Windsor?

Need a quick break? Last-minute holiday is just a few clicks away in Windsor. With HomeToGo, you can find great value — and save up to 10%, even at short notice. Check today’s offers and grab a holiday cottage at a great price.

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