Airport Express Hotel - Vacation Rentals in Windsor

Standard Single Room - Shared From US $68
         

New
Hotel
  • Security/Safety
  • Child Friendly
The Christopher Hotel, Eton From US $161
         

|
9.1 (3029 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Goswell House From US $203
         

|
9.2 (333 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Security/Safety
Macdonald Windsor Hotel From US $126
         

|
New
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens
Holiday Inn Express Windsor by IHG From US $153
         

|
8.8 (514 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Sir Christopher Wren Hotel From US $251
         

|
9.0 (1008 Reviews)
Hotel
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
Macdonald Windsor From US $218
         

|
8.6 (4089 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Crown And Cushion From US $123
         

|
9.0 (1003 Reviews)
Hotel
  • Parking
  • Balcony/Terrace
  • Security/Safety

Luxury Places to Stay in Windsor

Over 725+ Luxury Places to Stay in or Near Windsor
Dual-Property Retreat in Windsor - By Tempstay From US $1,680
         

Prince Consort Cottages, Windsor From US $1,585
         

New
House
  • Designated Smoking Area
  • TV
  • Wellness Facilities
The Old Mill House, Windsor Riverside Hidden Gem! From US $1,395
         

8.0 (6 Reviews)
House
  • Parking
  • View
  • Security/Safety
Historic River View Home in Windsor - By Tempstay From US $1,377
         

10.0 (3 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Windsor

Over 8+ Top-Rated Vacation Rentals with a Pool in or Near Windsor
LEGOLAND Windsor Resort From US $226
         

|
8.2 (246 Reviews)
Hotel
  • Parking
  • Pool
  • Designated Smoking Area
De Vere Beaumont Estate From US $148
         

|
8.0 (1001 Reviews)
Hotel
  • Parking
  • Pool
  • TV
LEGOLAND(R) Windsor Resort From US $415
         

|
8.0 (555 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
De Vere Beaumont Estate From US $154
         

|
7.8 (5125 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Windsor

Over 115+ Pet-Friendly Vacation Rentals in or Near Windsor
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle From US $530
         

10.0 (106 Reviews)
Cottage
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Stunning 1-bed Studio in Windsor From US $101
         

|
2.0 (1 Review)
Apartment
  • Pet Friendly
  • Balcony/Terrace
  • Bedding/Linens
4 Bed Family Home In Windsor - By Tempstay From US $503
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Home in Central Windsor with Large Garden From US $847
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Garden House Near Windsor From US $229
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • TV
See More Pet-Friendly Vacation Rentals in Windsor on PetFriendly.io

Large Vacation Homes & Villas in Windsor

Over 55+ Large Vacation Homes & Villas in or Near Windsor
Charming Victorian House w/Parking + River Walks - Pass the Keys From US $721
         

Large 4BR Home, 2 Baths, Castle Views From US $220
         

|
10.0 (7 Reviews)
House
  • Parking
  • Pet Friendly
  • View

Wheelchair Accessible Vacation Homes in Windsor

Over 35+ Wheelchair Accessible Vacation Homes in or Near Windsor
Central Windsor Apartment Facing The Castle From US $296
         

8.6 (10 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Charming Victorian House w Parking River Walks - Pass the Keys From US $742
         

|
9.2 (12 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible
King Edward Apartments From US $320
         

|
9.2 (70 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Romantic Luxury Shepherd’s Hut (Wagon) near London & Windsor From US $289
         

10.0 (2 Reviews)
Cabin
  • Parking
  • Designated Smoking Area
  • View
2 Bed Penthouse in Windsor - VAT Q - By Tempstay From US $392
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
2BR Penthouse |Cinema Room|Parking - By Tempstay From US $384
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Charming 2 Bed Apt | Windsor - VAT Q - By Tempstay From US $289
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
1BR Gem, Private Parking - VAT Q - By Tempstay From US $246
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible

Windsor Vacation Rentals and Airbnb Places to Stay Under $200

Over 152+ Windsor Vacation Rentals and Airbnb Places to Stay Under $200
Eton, Windsor - 1 Bedroom First Floor Apartment - Parking From US $166
         

|
10.0 (4 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility
Park Farm Bed and Breakfast From US $192
         

|
9.8 (210 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Accessibility
1BR Apartment | Walk to Shops & Castle From US $200
         

8.8 (3 Reviews)
Apartment
  • Parking
  • TV
  • Security/Safety
Courtyard Apartment near Windsor, and the Great Park From US $187
         

Instantly Bookable Vacation Homes in Windsor

Over 283+ Instantly Bookable Vacation Homes in or Near Windsor
haven Valley near the theme park From US $758
         

10.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Fabulous Central Windsor Town House From US $494
         

10.0 (15 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Immaculate Central Windsor Town House From US $386
         

10.0 (15 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Hampden Apartments - The Henry From US $331
         

10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Crown Mews, including parking Windsor Centre From US $324
         

10.0 (5 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Hampden Apartments - The Diana From US $212
         

10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Accessibility
Cosy Lodge - Windsor Racecourse Marina By Tempstay From US $524
         

About Windsor Vacation Rentals

With more than 30 Windsor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Airportexpresshotel and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windsor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Airportexpresshotel Windsor, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windsor. Places to stay near Windsor are 97.4 ft² on average, with prices averaging US $168 a night.

Airportexpresshotel makes it easy and safe to find and compare vacation rentals in Windsor with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windsor

Type Count
Hotels 30

Use these Quick Filters to Find a Vacation Rental in Windsor

Pro Tip: Airportexpresshotel makes it easy to compare the best listings on Airportexpresshotel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Airportexpresshotel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windsor.

Weather in Windsor

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

Windsor Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Windsor?

Currently, the total number of properties listed in 2026 is over 30 in the Windsor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windsor.