Airport Express Hotel - Vacation Rentals in Windsor

Macdonald Windsor Hotel From US $126
         

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New
Hotel
  • Air Conditioner
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  • Bedding/Linens
The Christopher Hotel, Eton From US $161
         

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8.9 (2979 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Goswell House From US $138
         

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9.2 (321 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Security/Safety
Standard Single Room - Shared From US $67
         

New
Hotel
  • Security/Safety
  • Child Friendly
Macdonald Windsor From US $218
         

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8.7 (4373 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sir Christopher Wren Hotel From US $160
         

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9.0 (1007 Reviews)
Hotel
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
Holiday Inn Express Windsor by IHG From US $153
         

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8.7 (436 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Castle Hotel Windsor From US $186
         

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9.0 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Windsor

Over 725+ Luxury Places to Stay in or Near Windsor
Closest Home to Windsor Castle From US $5,575
         

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Dual-Property Retreat in Windsor - By Tempstay From US $1,680
         

Historic River View Home in Windsor - By Tempstay From US $1,431
         

10.0 (3 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
The Old Mill House, Windsor Riverside Hidden Gem! From US $1,395
         

8.0 (6 Reviews)
House
  • Parking
  • View
  • Security/Safety
Stunning 4 Bedroom House in Old Windsor From US $977
         

New
House
  • TV
  • Security/Safety
  • Wellness Facilities

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 $181
         

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8.4 (229 Reviews)
Hotel
  • Parking
  • Pool
  • Designated Smoking Area
De Vere Beaumont Estate From US $144
         

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8.0 (1007 Reviews)
Hotel
  • Parking
  • Pool
  • TV
LEGOLAND(R) Windsor Resort From US $415
         

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8.0 (521 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
De Vere Beaumont Estate From US $154
         

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7.8 (4534 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Windsor

Over 111+ 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
Cosy Central Windsor House Sleeps 4 From US $183
         

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8.6 (76 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Stunning 1-bed Studio in Windsor From US $101
         

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2.0 (1 Review)
Apartment
  • Pet Friendly
  • Balcony/Terrace
  • Bedding/Linens
4 Bed Family Home In Windsor - By Tempstay From US $478
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Home in Central Windsor with Large Garden From US $898
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stunning Victorian Cottage in Windsor By Tempstay From US $296
         

8.8 (3 Reviews)
House
  • Pet Friendly
  • TV
  • Balcony/Terrace
See More Pet-Friendly Vacation Rentals in Windsor on PetFriendly.io

Large Vacation Homes & Villas in Windsor

Over 57+ Large Vacation Homes & Villas in or Near Windsor
Charming Victorian House w/Parking + River Walks - Pass the Keys From US $719
         

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

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10.0 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Executive Getaway | 6BR House Close to Legoland From US $722
         

10.0 (1 Review)
House
  • Parking
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Windsor

Over 41+ Wheelchair Accessible Vacation Homes in or Near Windsor
Central Windsor Apartment Facing The Castle From US $288
         

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

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9.1 (11 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible
King Edward Apartments From US $320
         

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9.4 (68 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
2 Bed Penthouse in Windsor - VAT Q - By Tempstay From US $382
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
2BR Penthouse |Cinema Room|Parking - By Tempstay From US $371
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Charming 2 Bed Apt | Windsor - VAT Q - By Tempstay From US $300
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Host & Stay | Thames Apartment From US $290
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Romantic Luxury Shepherd’s Hut (Wagon) near London & Windsor From US $275
         

10.0 (1 Review)
Cabin
  • Parking
  • Designated Smoking Area
  • View

Windsor Vacation Rentals and Airbnb Places to Stay Under $200

Over 164+ Windsor Vacation Rentals and Airbnb Places to Stay Under $200
Chic Studio Steps from Windsor Castle From US $170
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Security/Safety
Central Windsor House From US $87
         

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7.3 (57 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Child Friendly
Park Farm Bed and Breakfast From US $192
         

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9.8 (200 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Accessibility
1BR Apartment | Walk to Shops & Castle From US $192
         

9.0 (2 Reviews)
Apartment
  • Parking
  • TV
  • Security/Safety
Anna’s Stylish House - Near Legoland From US $191
         

New
House
  • Designated Smoking Area
  • Bedding/Linens
  • Wellness Facilities
Host & Stay | Eton House From US $190
         

New
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Windsor

Over 270+ 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 $496
         

10.0 (15 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Windsor Castle panoramic views. Stay in the heart of Royal history From US $701
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Immaculate Central Windsor Town House From US $439
         

10.0 (15 Reviews)
House
  • Parking
  • TV
  • Security/Safety
2 Bed Apt| Parking| Central Windsor By Tempstay From US $319
         

Crown Mews, including parking Windsor Centre From US $337
         

10.0 (5 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Hampden Apartments - The Henry From US $315
         

10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace

About Windsor Vacation Rentals

With more than 31 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 94.25 ft² on average, with prices averaging $162 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 with Suites 31

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

What are the top vacation rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor:

How many vacation rentals are available in Windsor?

Currently, the total number of properties listed in 2026 is over 31 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.