Vacation rentals in Windsor

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Top-rated vacation 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.
Jul. 29 – Aug. 5
$250 CAD 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.
Mar. 21 – 28
$253 CAD per night
4.92 out of 5 average rating, 170 reviews
Guest favourite
Apartment 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.
Nov. 26 – Dec. 3
$124 CAD per night
4.98 out of 5 average rating, 198 reviews

Popular amenities for Windsor vacation 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 vacation rentals in Windsor

Guest favourite
Cottage in Englefield Green
2 Bedroom Luxury Cottage (Secure & Quiet)
Feb. 23 – Mar. 2
$293 CAD per night
5.0 out of 5 average rating, 268 reviews
Guest favourite
Barn in Warfield
Delightful small converted barn
Aug. 2 – 9
$146 CAD per night
4.91 out of 5 average rating, 723 reviews
Guest favourite
Home in Englefield Green
Charming 5* Hse Near Windsor Castle, Ascot, London
Oct. 12 – 19
$329 CAD per night
4.87 out of 5 average rating, 143 reviews
Guest favourite
Apartment in Berkshire
Apartment in Windsor
Oct. 25 – Nov. 1
$188 CAD per night
4.98 out of 5 average rating, 86 reviews
Guest favourite
Condo in Berkshire
Central Windsor, Lounge Terrace & Private Parking.
Aug. 31 – Sep. 7
$231 CAD per night
4.96 out of 5 average rating, 78 reviews
Guest favourite
Home in Berkshire
Luxury Victorian Villa
May 27 – Jun. 3
$417 CAD per night
5.0 out of 5 average rating, 7 reviews
Guest favourite
Condo in Windsor
Royal Windsor Cozy flat private en-suite & Terrace
Nov. 4 – 11
$220 CAD per night
4.89 out of 5 average rating, 95 reviews
Guest favourite
Home in Berkshire
The Truly Incredible Windsor Home, FREE Parking
May 9 – 16
$460 CAD per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Townhouse in Eton
Stunning, CastleView, Riverside, Modern Townhouse
Jun. 12 – 19
$846 CAD per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Townhouse in Berkshire
Charming cottage in the heart of Windsor
Aug. 31 – Sep. 7
$406 CAD per night
4.98 out of 5 average rating, 54 reviews
Guest favourite
Apartment in Berkshire
Hidden Gem with Free Parking
Dec. 24 – 31
$211 CAD per night
4.92 out of 5 average rating, 13 reviews
Guest favourite
Guesthouse in Berkshire
Entire Windsor Home with Free Parking
Sep. 21 – 28
$209 CAD per night
4.97 out of 5 average rating, 34 reviews

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

Destinations to explore

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