Glasgow Hotels Today - Vacation Rentals in Windsor and Maidenhead

Macdonald Windsor Hotel From US $126
         

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New
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens
Hurley House Hotel From US $311
         

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9.5 (115 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hurley House Hotel From US $279
         

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9.8 (78 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Coworth Park - Dorchester Collection From US $732
         

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9.4 (276 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Coworth Park - Dorchester Collection From US $597
         

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9.6 (189 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Christopher Hotel, Eton From US $161
         

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8.9 (2979 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Bel & The Dragon Cookham From US $127
         

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9.2 (338 Reviews)
Hotel
  • Balcony/Terrace
  • Security/Safety
  • Business Services
The Royal Foresters From US $164
         

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8.8 (776 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View

Luxury Places to Stay in Windsor and Maidenhead

Over 1044+ Luxury Places to Stay in or Near Windsor and Maidenhead
Gleneagles From US $10,530
         

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New
Cottage
  • Parking
  • Pool
  • Balcony/Terrace
Gleneagles From US $3,721
         

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New
House
  • Parking
  • Pool
  • View
Coventina From US $3,016
         

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New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Shreem Homes! Charming home in Wraysbury! From US $2,666
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Charming Family Retreat in Ascot From US $2,097
         

Top-Rated Vacation Rentals with a Pool in Windsor and Maidenhead

Over 26+ Top-Rated Vacation Rentals with a Pool in or Near Windsor and Maidenhead
Quaint bungalow with Swimming Pool and lovely garden From US $343
         

10.0 (2 Reviews)
House
  • Pool
  • Security/Safety
  • Bedding/Linens
The Inn On The Green From US $199
         

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8.7 (395 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sheephouse Manor From US $99
         

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8.5 (38 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
LEGOLAND Windsor Resort From US $181
         

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8.2 (213 Reviews)
Hotel
  • Parking
  • Pool
  • TV
De Vere Beaumont Estate From US $117
         

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8.0 (1020 Reviews)
Hotel
  • Parking
  • Pool
  • TV

Pet-Friendly Vacation Rentals in Windsor and Maidenhead

Over 194+ Pet-Friendly Vacation Rentals in or Near Windsor and Maidenhead
Cosy Central Windsor House Sleeps 4 From US $183
         

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8.6 (76 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Imperial Court by Viridian Apartments From US $166
         

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7.2 (7 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV
CHESTNUT COTTAGE ❤ WINDSOR COUNTRYSIDE ESCAPE From US $389
         

Cosy Family Home In Windsor, Close To Legoland From US $365
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Windsor and Maidenhead

Over 111+ Large Vacation Homes & Villas in or Near Windsor and Maidenhead
Historic River View Property in Windsor From US $1,027
         

10.0 (3 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Large 4BR Home, 2 Baths, Castle Views From US $220
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Charming Victorian House w/Parking + River Walks - Pass the Keys From US $517
         

Charming Dual-Property Retreat in Windsor From US $1,469
         

10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Spacious 5 bed Sunninghill with driveway parking From US $381
         

Charming 4-Bedroom Cottage in Windsor with Parking From US $279
         

10.0 (1 Review)
Cottage
  • Parking
  • TV
  • Security/Safety

Wheelchair Accessible Vacation Homes in Windsor and Maidenhead

Over 65+ Wheelchair Accessible Vacation Homes in or Near Windsor and Maidenhead
Central Windsor Apartment Facing The Castle From US $287
         

8.6 (10 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Charming Victorian House w Parking River Walks - Pass the Keys From US $320
         

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9.0 (12 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible
King Edward Apartments From US $320
         

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9.6 (67 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Stylish Spacious Apartment in Central Windsor From US $180
         

10.0 (2 Reviews)
Apartment
  • TV
  • Wheelchair Accessible
  • Accessibility
2BR Luxury Penthouse |Cinema Room|Private Parking From US $320
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Imperial Quarter Penthouse in Windsor From US $257
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Charming Two-Bedroom Apartment in Windsor From US $193
         

10.0 (1 Review)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
1BR Gem, Private Parking From US $153
         

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

Windsor and Maidenhead Varoom and Airbnb Places to Stay Under $200

Over 327+ Windsor and Maidenhead Varoom and Airbnb Places to Stay Under $200
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 $134
         

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9.8 (191 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Accessibility
THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE From US $128
         

9.8 (50 Reviews)
Cottage
  • Parking
  • TV
  • Balcony/Terrace
Hampden Apartments - The Diana From US $191
         

10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Accessibility
Charming Studio with Stunning Windsor Castle Views From US $153
         

10.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Eton Bridge Apartment. Walk To All The Sights w/Parking From US $197
         

10.0 (1 Review)
Apartment
  • TV
  • Security/Safety
  • Child Friendly
2BR House, Walk to Windsor Castle + Parking for 2 From US $188
         

10.0 (1 Review)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety

Instantly Bookable Vacation Homes in Windsor and Maidenhead

Over 398+ Instantly Bookable Vacation Homes in or Near Windsor and Maidenhead
haven Valley near the theme park From US $758
         

10.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
MayGrove Retreat - Sleeps 2 - Jacuzzi & boat hire From US $322
         

Fabulous Central Windsor Town House From US $438
         

10.0 (15 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Immaculate Central Windsor Town House From US $379
         

10.0 (14 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Lovely 2-bedroom apartment, free parking & garden From US $254
         

10.0 (7 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace

About Windsor and Maidenhead Vacation Rentals

With more than 60 Windsor and Maidenhead vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Glasgowhotelstoday 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 and Maidenhead.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Glasgowhotelstoday Windsor and Maidenhead, 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 and Maidenhead. Places to stay near Windsor and Maidenhead are 113.62 ft² on average, with prices averaging $170 a night.

Glasgowhotelstoday makes it easy and safe to find and compare vacation rentals in Windsor and Maidenhead 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 and Maidenhead

Type Count
Hotels with Suites 59
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Windsor and Maidenhead

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

Weather in Windsor and Maidenhead

View the weather forecast for Windsor and Maidenhead before booking your Windsor and Maidenhead 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