Windsor Holiday Rentals
Cottage
10.0Exceptional
(107 Reviews)
3 Bedrooms
2 Baths
6 Guests
Parking
Ocean View
Balcony/Terrace
View
£377/Night
7 Nights - £2,636
House
- Windsor
- ·
- Windsor City Centre
- 0.31 mi to center
10.0Exceptional
(24 Reviews)
4 Bedrooms
4 Baths
8 Guests
1937.5 ft²
- Parking
- Balcony/Terrace
- View
Internet
£401/Night
7 Nights - £2,804
Apartment
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
Hot Tub- Parking
Kitchen- Internet
£209/Night
7 Nights - £1,462
House
10.0Exceptional
(31 Reviews)
3 Bedrooms
3 Baths
6 Guests
1750 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£680/Night
7 Nights - £4,758
Apartment
- Windsor
- ·
- Windsor City Centre
- 0.14 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
9 Guests
1001.04 ft²
- Parking
Air Conditioner- Internet
Accessibility
£378/Night
7 Nights - £2,645
Cottage
- Windsor
- ·
- Old Windsor
- 0.35 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
3 Guests
180 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£158/Night
7 Nights - £1,107
House
10.0Exceptional
(16 Reviews)
4 Bedrooms
3 Baths
8 Guests
1798 ft²
- Parking
- Kitchen
- Internet
Child Friendly
£324/Night
7 Nights - £2,266
House
10.0Exceptional
(15 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£443/Night
7 Nights - £3,103
House
- Windsor
- ·
- Old Windsor
- 0.60 mi to center
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£586/Night
7 Nights - £4,101
Luxury Holiday Rentals in Windsor
Over 731+ Luxury Holiday Rentals in or Near Windsor
House
- Windsor
- ·
- Windsor City Centre
- 0.20 mi to center
9.5Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1550 ft²
- Parking
- Balcony/Terrace
- View
- Internet
£4,085/Night
7 Nights - £28,593
House
10.0Exceptional
(2 Reviews)
8 Bedrooms
4 Baths
16 Guests
- Hot Tub
- Parking
Spa- Balcony/Terrace
£1,630/Night
7 Nights - £11,412
House
7.0Very Good
(2 Reviews)
8 Bedrooms
4 Baths
14 Guests
10.76 ft²
- Hot Tub
- Parking
Pool- Balcony/Terrace
£1,214/Night
7 Nights - £8,498
House
8.0Excellent
(6 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Parking
- View
- Internet
- Child Friendly
£1,022/Night
7 Nights - £7,152
House
10.0Exceptional
(3 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£811/Night
7 Nights - £5,675
Villa
- Windsor
- ·
- Old Windsor
- 0.42 mi to center
4 Bedrooms
2 Baths
9 Guests
- Parking
- Kitchen
Pet Friendly- Child Friendly
£781/Night
7 Nights - £5,467
House
4 Bedrooms
2 Baths
7 Guests
1184.03 ft²
- Parking
- Balcony/Terrace
- View
- Internet
£768/Night
7 Nights - £5,374
Apartment
- Windsor
- ·
- Windsor City Centre
- 0.31 mi to center
8.2Excellent
(5 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Parking
- View
- Internet
Security/Safety
£621/Night
7 Nights - £4,349
House
10.0Exceptional
(1 Review)
6 Bedrooms
3 Baths
15 Guests
3956 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£617/Night
7 Nights - £4,322
Top-Rated Holiday Rentals with a Pool in Windsor
Over 6+ The Best Private Villas and Holiday Rentals in Windsor with a Pool
Apartment
9.6Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
258 ft²
- Parking
- Pool
- Spa
- Balcony/Terrace
£171/Night
7 Nights - £1,197
Hotel
8.2Excellent
(269 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Kitchen
£182/Night
7 Nights - £1,273
Hotel
8.0Excellent
(555 Reviews)
10 Baths
301.39 ft²
Private Pool
EV Charge Station- Parking
- Pool
£304/Night
7 Nights - £2,128
House
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
4 Guests
1614.59 ft²
- Hot Tub
- Parking
- Pool
- Spa
£484/Night
7 Nights - £3,388
Hotel
- Windsor
- ·
- Old Windsor
- 0.67 mi to center
7.7Very Good
(5288 Reviews)
8 Baths
258.34 ft²
- Private Pool
- EV Charge Station
- Parking
- Pool
£161/Night
7 Nights - £1,125
House
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£523/Night
7 Nights - £3,662
Pet-Friendly Holiday Rentals in Windsor
Over 120+ Pet-Friendly Holiday Rentals in or Near Windsor
House
- Windsor
- ·
- Old Windsor
- 0.42 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£329/Night
7 Nights - £2,305
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
484.38 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
£122/Night
7 Nights - £851
House
4.0Average
(2 Reviews)
1 Bedroom
1 Bath
- Parking
- Internet
- Pet Friendly
- Child Friendly
£564/Night
7 Nights - £3,949
House
- Windsor
- ·
- Windsor City Centre
- 0.32 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
1941 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£429/Night
7 Nights - £3,002
House
- Windsor
- ·
- Old Windsor
- 0.41 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
592.02 ft²
- Parking
- Balcony/Terrace
- View
- Internet
£164/Night
7 Nights - £1,149
House
- Windsor
- ·
- Old Windsor
- 0.42 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£151/Night
7 Nights - £1,056
House
- Windsor
- ·
- Windsor City Centre
- 0.37 mi to center
9.8Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£395/Night
7 Nights - £2,768
House
9.2Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£239/Night
7 Nights - £1,674
House
8.8Fabulous
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
£173/Night
7 Nights - £1,210
Large Holiday Rentals and Private Villas in Windsor
Over 53+ Large Holiday Rentals and Private Villas in or Near Windsor
House
10.0Exceptional
(3 Reviews)
5 Bedrooms
4 Baths
10 Guests
1604 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£466/Night
7 Nights - £3,265
Villa
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
861.11 ft²
- Parking
- View
- Internet
- Accessibility
£268/Night
7 Nights - £1,878
House
8.0Excellent
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
1399 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£365/Night
7 Nights - £2,554
House
10.0Exceptional
(3 Reviews)
6 Bedrooms
6 Baths
14 Guests
4919.11 ft²
- Parking
- Balcony/Terrace
- View
- Internet
£573/Night
7 Nights - £4,014
House
- Windsor
- ·
- Windsor City Centre
- 0.25 mi to center
6.0Good
(2 Reviews)
5 Bedrooms
3 Baths
11 Guests
1788 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£341/Night
7 Nights - £2,387
House
6.0Good
(1 Review)
5 Bedrooms
3 Baths
13 Guests
1733 ft²
- Parking
- Kitchen
- Internet
- Child Friendly
£302/Night
7 Nights - £2,116
House
- Windsor
- ·
- Windsor City Centre
- 0.28 mi to center
5 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£500/Night
7 Nights - £3,498
House
3 Bedrooms
1 Bath
12 Guests
323 ft²
- Kitchen
- Child Friendly
- Security/Safety
£361/Night
7 Nights - £2,528
House
5 Bedrooms
3 Baths
13 Guests
3229 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£349/Night
7 Nights - £2,445
Wheelchair Accessible Holiday Homes in Windsor
Over 40+ Wheelchair Accessible Holiday Homes in or Near Windsor
Cabin
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
£251/Night
7 Nights - £1,758
House
9.2Exceptional
(12 Reviews)
5 Bedrooms
4 Baths
12 Guests
1603.82 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
£544/Night
7 Nights - £3,806
Apartment
9.2Exceptional
(70 Reviews)
1 Bedroom
2 Baths
4 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
£235/Night
7 Nights - £1,643
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£337/Night
7 Nights - £2,362
House
7.6Very Good
(109 Reviews)
2 Bedrooms
1 Bath
6 Guests
721.18 ft²
- Breakfast
- Parking
- Balcony/Terrace
- View
£162/Night
7 Nights - £1,135
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£220/Night
7 Nights - £1,543
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£148/Night
7 Nights - £1,039
Apartment
9.6Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£223/Night
7 Nights - £1,560
New
Apartment
9.6Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1050 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£315/Night
7 Nights - £2,207
Windsor Private Villas and Holiday Homes Under $200
Over 177+ Windsor Private Villas and Holiday Homes Under $200
Apartment
- Windsor
- ·
- Windsor City Centre
- 0.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
180 ft²
- Parking
- Kitchen
- Internet
- Child Friendly
£134/Night
7 Nights - £941
Apartment
- Windsor
- ·
- Windsor City Centre
- 0.22 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
398.26 ft²
- Parking
- Internet
Laundry
Sports/Activities
£95/Night
7 Nights - £662
Bed & Breakfast
9.8Exceptional
(215 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Kitchen
- Internet
£129/Night
7 Nights - £903
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
269 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£112/Night
7 Nights - £782
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
688.89 ft²
- View
- Internet
- Laundry
- Sports/Activities
£100/Night
7 Nights - £697
Cabin
- Windsor
- ·
- Old Windsor
- 0.08 mi to center
9.4Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£127/Night
7 Nights - £889
Apartment
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£133/Night
7 Nights - £930
Apartment
- Windsor
- ·
- Windsor City Centre
- 0.22 mi to center
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
243 ft²
- Parking
- Kitchen
- Internet
- Child Friendly
£107/Night
7 Nights - £751
Apartment
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£134/Night
7 Nights - £937
Instantly Bookable Holiday Homes in Windsor
Over 287+ Instantly Bookable Holiday Homes in or Near Windsor
New
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£255/Night
7 Nights - £1,785
House
- Windsor
- ·
- Old Windsor
- 0.23 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
1 Bath
8 Guests
- Hot Tub
- Internet
- Laundry
Bedding/Linens
£555/Night
7 Nights - £3,887
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
3 Baths
6 Guests
665 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£220/Night
7 Nights - £1,543
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
8740 ft²
- Parking
- Kitchen
- Internet
- Child Friendly
£198/Night
7 Nights - £1,384
Apartment
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
646 ft²
- Parking
- Kitchen
- Internet
- Child Friendly
£175/Night
7 Nights - £1,225
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£474/Night
7 Nights - £3,321
Cottage
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Parking
- Kitchen
- Internet
£312/Night
7 Nights - £2,182
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£271/Night
7 Nights - £1,899
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£437/Night
7 Nights - £3,062
Book a Last Minute Place to Stay in Windsor
About Casai's Private Villas and Holiday Rentals in Windsor
Discover more than 740 vacation rentals available in Windsor. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Windsor.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Windsor, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Windsor. On average, places to stay near Windsor offer 561.81 ft², with nightly prices averaging £234.
With Casai, finding and comparing holiday rentals in Windsor is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Windsor
| Type | Count |
|---|---|
| Holiday Apartments | 369 |
| Vacation Homes | 287 |
| Cottages | 21 |
| Villas | 8 |
Use these Quick Filters to Find a Holiday Rental in Windsor
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Windsor.
Weather in Windsor, GB
View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 32°F
March - May
High 61°F Low 36°F
June - August
High 63°F Low 48°F
September - November
High 58°F Low 35°F
Top Attractions Around Windsor, GB
Casai offers a large selection of top attractions around Windsor . Research things to do on your vacation before you visit Windsor.
Other Places to Stay in Windsor, GB
Frequently Asked Questions About Windsor?
What are the top holiday rentals in Windsor?
With numerous options available in Windsor, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Windsor:
- Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
- Thames river location & direct access! Unique home, amazing Windsor Castle views
- Luxury Family Home in Central Windsor with Large Garden, Games Room, Office, Parking & Pet-Friendly
- Courtyard Apartment near Windsor, and the Great Park
- Immaculate Central Windsor Town House
- Fabulous Central Windsor Town House
- Radiant Penthouse on the Banks of the Thames - Pass the Keys
- The Windsor Tapestries - Hot Tub, Dog Friendly, Free Parking
- Hampden Apartments - The Catherine
- Stylish 2Bed/2Bath Flat In The Heart Of Windsor
Which holiday homes in Windsor are best for families?
If you're searching for a family-friendly holiday home in Windsor, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Windsor:
- Stylish 3 bedroom property in central Windsor with parking
- Charming Cottage in Old Windsor - Near Heathrow Airport & Lego Land
- Immaculate Central Windsor Town House
How many Casai.uk holiday rentals are available in Windsor?
As of 2026, Casai boasts over 740 properties listed in the Windsor area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Windsor.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Windsor City Centre Vacation Rentals in Windsor, England | 422 |
| Runnymede Vacation Rentals in Windsor, England | 142 |
Map
