Trips to Old Windsor

Plan Your Next Trip to Old Windsor and explore unforgettable sights, local flavors, and exciting experiences.

Property Image From US $87
         

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7.3 (57 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Child Friendly
Property Image From US $232
         

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10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Accessibility
Property Image From US $283
         

8.6 (10 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible

Luxury Places to Stay in Old Windsor

Over 934+ Luxury Places to Stay in or Near Old Windsor
Property Image From US $2,981
         

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New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From US $2,634
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From US $1,499
         

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New
House
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  • Pet Friendly
  • Security/Safety
Property Image From US $1,445
         

10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • TV

Top-Rated Vacation Rentals with a Pool in Old Windsor

Over 19+ Top-Rated Vacation Rentals with a Pool in or Near Old Windsor
Property Image From US $495
         

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9.4 (221 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $432
         

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9.2 (819 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $181
         

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8.2 (202 Reviews)
Hotel
  • Parking
  • Pool
  • TV
Property Image From US $170
         

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8.1 (1044 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Old Windsor

Over 159+ Pet-Friendly Vacation Rentals in or Near Old Windsor
Property Image From US $183
         

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8.6 (76 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From US $541
         

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New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From US $355
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $719
         

10.0 (1 Review)
House
  • Pet Friendly
  • TV
  • Balcony/Terrace

Large Vacation Homes & Villas in Old Windsor

Over 77+ Large Vacation Homes & Villas in or Near Old Windsor
Property Image From US $1,064
         

10.0 (3 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Property Image From US $220
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Property Image From US $533
         

Wheelchair Accessible Vacation Homes in Old Windsor

Over 92+ Wheelchair Accessible Vacation Homes in or Near Old Windsor
Property Image From US $180
         

10.0 (2 Reviews)
Apartment
  • TV
  • Wheelchair Accessible
  • Accessibility
Property Image From US $320
         

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9.0 (12 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible
Property Image From US $320
         

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9.6 (67 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From US $261
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From US $256
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From US $191
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From US $157
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From US $213
         

9.6 (7 Reviews)
Condo
  • Parking
  • TV
  • Wheelchair Accessible

Old Windsor Varoom and Airbnb Places to Stay Under $200

Over 331+ Old Windsor Varoom and Airbnb Places to Stay Under $200
Property Image From US $166
         

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10.0 (4 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility
Property Image From US $154
         

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9.8 (189 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Accessibility
Property Image From US $188
         

10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Accessibility
Property Image From US $198
         

10.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Property Image From US $197
         

10.0 (1 Review)
Apartment
  • TV
  • Security/Safety
  • Child Friendly
Property Image From US $189
         

10.0 (1 Review)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety
Property Image From US $155
         

10.0 (1 Review)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Old Windsor

Over 356+ Instantly Bookable Vacation Homes in or Near Old Windsor
Property Image From US $436
         

10.0 (15 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Property Image From US $758
         

10.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Property Image From US $398
         

10.0 (14 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Property Image From US $701
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Property Image From US $251
         

10.0 (7 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Property Image From US $310
         

10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Property Image From US $271
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

About Old Windsor Vacation Rentals

With more than 943 Old Windsor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Smartours 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 Old Windsor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Smartours Old 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 Old Windsor. Places to stay near Old Windsor are 526.48 ft² on average, with prices averaging $304 a night.

Smartours makes it easy and safe to find and compare vacation rentals in Old 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 Old Windsor

Type Count
Holiday Apartments 498
Vacation Homes 325
Hotels with Suites 48
Cottages 28
Cabin Rentals 9
B&B 8
Villas 8
Ski Chalet Rentals 5
Others 2

Use these Quick Filters to Find a Vacation Rental in Old Windsor

Pro Tip: Smartours makes it easy to compare the best listings on Smartours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Smartours 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 Old Windsor.

Weather in Old Windsor

View the weather forecast for Old Windsor before booking your Old 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

Other Places to Stay Near Old Windsor, GB


Complexes around Old Windsor, GB