Windsor vacation rentals

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Top-rated vacation rentals in Windsor

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

Guest favorite

Guest suite in Egham

4.92 out of 5 average rating, 115 reviews

Self-contained Annex Studio Flat

The accommodation consists of a double bedroom with French doors opening onto a nice big garden. There is a fully fitted kitchen and a small bathroom with walk-in shower. Broadband, TV, fridge, washing machine and drier are all included. It is about 50 yards from Egham station which has regular trains to London, the journey taking about 40 minutes. The train goes to Waterloo Station which is very close to the London Eye and Westminster, with Buckingham Palace, St James Park, Trafalgar Square a short walk away. Heathrow Airport is 5 or 6 miles away. Egham is a small town, but it has some historic interest in that the Magna Carta was signed at Runnymede down the road by the river in 1215. Not far away is Windsor castle and Eton (where princes William and Harry, and David Cameron went to school). There is also some lovely countryside around and lovely walks.

Nov 26 – Dec 3

G$16,720 GYD per night
Guest favorite

Home in Windsor and Maidenhead

4.96 out of 5 average rating, 183 reviews

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.

Sep 13 – 20

G$37,700 GYD per night
Guest favorite

Guesthouse in Datchet

4.94 out of 5 average rating, 376 reviews

Luxury ♥️ 1 bed apartment Windsor Legoland Heathrow

Brand new, self contained bungalow situated close to Windsor town centre. One-bedroom boutique style property, with a double pullout sofa bed, equipped with fully-fitted kitchen , lounge and bathroom with washing machine. Ideal for families visiting Legoland or historic Windsor, with excellent transport links, travel to central London takes just under an hour from Datchet station. Luxury features including a 'rain' shower, 400 thread count Egyptian cotton bedsheets Dolce gusto coffee machine

Dec 6 – 13

G$26,610 GYD per night

Popular amenities for Windsor vacation rentals

Stay near Windsor's top sights

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

Other great vacation rentals in Windsor

Guest favorite

Barn in Warfield

4.91 out of 5 average rating, 726 reviews

Delightful small converted barn

Dec 22 – 29

G$23,283 GYD per night
Guest favorite

Home in Windsor

5.0 out of 5 average rating, 191 reviews

Magical and Romantic Countryside Getaway Near Windsor Castle

Aug 17 – 24

G$57,831 GYD per night
Guest favorite

Cottage in Windsor

4.79 out of 5 average rating, 276 reviews

Gale Cottage

Aug 14 – 21

G$38,082 GYD per night
Guest favorite

Cabin in Old Windsor

4.94 out of 5 average rating, 107 reviews

Gorgeous Self-Contained Wooden Cabin - Old Windsor

May 4 – 11

G$30,381 GYD per night
Guest favorite

Guest suite in White Waltham

4.95 out of 5 average rating, 343 reviews

Completely separate self-contained studio flat

Sep 12 – 19

G$15,147 GYD per night
Superhost

Cottage in Windsor and Maidenhead

4.85 out of 5 average rating, 101 reviews

Windsor Retreat in shadow of the Castle.

Feb 9 – 16

G$61,630 GYD per night
Guest favorite

Condo in Buckinghamshire

4.94 out of 5 average rating, 141 reviews

Gardener's Bothy loft apartment, peaceful location

Dec 17 – 24

G$27,010 GYD per night
Guest favorite

Home in Wooburn Green

4.93 out of 5 average rating, 105 reviews

18th century cottage

Nov 29 – Dec 6

G$28,958 GYD per night
Guest favorite

Guesthouse in Buckinghamshire

5.0 out of 5 average rating, 147 reviews

Red Kite Barn in a secluded valley close to Marlow

Apr 23 – 30

G$30,378 GYD per night
Guest favorite

Cabin in Buckinghamshire

5.0 out of 5 average rating, 128 reviews

Hockley Corner Studio

Apr 28 – May 5

G$19,909 GYD per night
Guest favorite

Cottage in Englefield Green

5.0 out of 5 average rating, 270 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

Mar 15 – 22

G$43,979 GYD per night
Guest favorite

Guesthouse in Taplow

4.94 out of 5 average rating, 451 reviews

Luxury Rustic Log Cabin... secluded deck & garden

May 17 – 24

G$32,738 GYD per night

Other great vacation rentals in Windsor

Guest favorite

Condo in Windsor

4.9 out of 5 average rating, 96 reviews

Royal Windsor Cozy flat private en-suite & Terrace

Jan 11 – 18

G$30,637 GYD per night
Guest favorite

Apartment in Berkshire

4.92 out of 5 average rating, 13 reviews

Hidden Gem with Free Parking

Mar 13 – 20

G$31,556 GYD per night
Guest favorite

Place to stay in Berkshire

4.89 out of 5 average rating, 36 reviews

Mariulundur

Jul 2 – 9

G$24,734 GYD per night
Guest favorite

Apartment in Windsor

4.89 out of 5 average rating, 61 reviews

The Loft Windsor/ Central Windsor/ Free Parking

Jan 10 – 17

G$24,346 GYD per night
Guest favorite

Apartment in Datchet

4.99 out of 5 average rating, 82 reviews

Stylish Studio-Walk to Windsor/Eton/Thames

Dec 8 – 15

G$27,217 GYD per night
Guest favorite

Guesthouse in Berkshire

5.0 out of 5 average rating, 11 reviews

Self contained annex in Windsor with parking

Aug 26 – Sep 2

G$22,356 GYD per night
Guest favorite

Guesthouse in Berkshire

4.97 out of 5 average rating, 34 reviews

Entire Windsor Home with Free Parking

Jul 29 – Aug 5

G$33,465 GYD per night
Superhost

Apartment in Windsor

4.8 out of 5 average rating, 30 reviews

Few steps from castle -beautiful garden flat

Dec 9 – 16

G$29,802 GYD per night
Guest favorite

Townhouse in Berkshire

4.98 out of 5 average rating, 55 reviews

Charming cottage in the heart of Windsor

Sep 10 – 17

G$59,593 GYD per night
Guest favorite

Home in Old Windsor

4.95 out of 5 average rating, 22 reviews

Private annexe in Old Windsor.

May 6 – 13

G$25,640 GYD per night
Guest favorite

Townhouse in Eton

5.0 out of 5 average rating, 12 reviews

Stunning, CastleView, Riverside, Modern Townhouse

Jun 10 – 17

G$123,102 GYD per night
Guest favorite

Condo in Windsor and Maidenhead

4.88 out of 5 average rating, 81 reviews

Central Windsor apartment with private parking

Aug 30 – Sep 6

G$34,891 GYD per night

Quick stats about vacation 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

Frequently Asked Questions

  • How is the weather in Windsor?

    Windsor has a temperate maritime climate, similar to much of the United Kingdom. The summer months (June to August) are generally warm with average highs of around 70°F (21°C), while winters (December to February) are cold, with temperatures often falling to around 32°F (0°C). Rainfall is fairly evenly distributed throughout the year.

  • What are some of the best things to do in Windsor?

    In Windsor, you can explore the historic Windsor Castle, take a relaxing boat tour on the River Thames, or enjoy a leisurely stroll through the Windsor Great Park. For art enthusiasts, the Windsor Contemporary Art Fair is a popular event held annually.

  • What is the best time of year to visit Windsor?

    Windsor is frequently visited during the summer months from June to August when the weather is warm, ranging between 60°F (15°C) and 70°F (21°C). During this period, popular local events such as the Royal Windsor Horse Show and the Windsor Festival take place, attracting many visitors.

  • What are the best places to stay in Windsor?

    Central Windsor is a popular area to stay, offering close proximity to major sites like Windsor Castle and the River Thames. The area near Windsor and Eton Central station is convenient for transport links. For quieter, more scenic stays, areas near Windsor Great Park are often recommended.

  • What are the best places to visit in Windsor?

    In Windsor, tourists often visit the Windsor Castle, a royal residence with centuries of history. Another frequently suggested site is the beautiful Savill Garden in Windsor Great Park. The Royal Windsor Racecourse and the nearby Eton College are also quite popular.

  • What are some family activities to do in Windsor?

    Families visiting Windsor can explore the LEGOLAND Windsor Resort, perfect for kids with over 55 interactive rides, shows, and attractions. A visit to the Windsor Duck Tour, a fun-filled amphibious adventure, is often recommended. The Windsor Castle also conducts family activities during school holiday periods.

  • What are some of the best day trip ideas in Windsor?

    For day trips from Windsor, you might explore Oxford, known for its prestigious university, just 48 miles (77 km) away. Another popular destination is Bath, known for its Roman-built baths, about 86 miles (138 km) away. Stonehenge, an iconic prehistoric monument, is about 61 miles (98 km) away.

  • How much does it cost to stay in cottage rentals in Windsor?

    Experience the best of Windsor with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What types of vacation rentals are available in Windsor?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Windsor. From over 10 cottage rentals, over 220 house rentals to over 190 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there house rentals with a dedicated workspace in Windsor?

    Yes! Work meets play with ease at over 70 house rentals in Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Windsor