Cottagefarmhouse - Vacation Rentals in Windsor and Maidenhead

Property Image From $87
         

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7.3 (57 Reviews)
House
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  • Balcony/Terrace
  • Child Friendly
Property Image From $315
         

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10.0 (5 Reviews)
Apartment
  • Parking
  • TV
  • Accessibility
Property Image From $68
         

9.7 (56 Reviews)
House
  • Parking
  • Internet
  • Laundry
Property Image From $637
         

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10.0 (3 Reviews)
House
  • Security/Safety
  • Bedding/Linens
  • Child Friendly
Property Image From $239
         

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9.8 (5 Reviews)
House
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  • Balcony/Terrace
  • Breakfast
Property Image From $489
         

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10.0 (3 Reviews)
Apartment
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  • Balcony/Terrace
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Property Image From $183
         

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8.6 (76 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace

Luxury Places to Stay in Windsor and Maidenhead

Over 454+ Luxury Places to Stay in or Near Windsor and Maidenhead
Property Image From $3,721
         

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New
House
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  • Pool
  • View
Property Image From $3,038
         

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New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From $1,736
         

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9.0 (1 Review)
House
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  • Pet Friendly
  • View
Property Image From $1,499
         

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New
House
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  • Pet Friendly
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Top-Rated Vacation Rentals with a Pool in Windsor and Maidenhead

Over 15+ Top-Rated Vacation Rentals with a Pool in or Near Windsor and Maidenhead
Property Image From $644
         

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9.6 (186 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $732
         

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9.5 (260 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $99
         

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8.7 (37 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Property Image From $199
         

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8.4 (240 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $181
         

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8.2 (195 Reviews)
Hotel
  • Parking
  • Pool
  • TV
Property Image From $415
         

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7.9 (496 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $154
         

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

Pet-Friendly Vacation Rentals in Windsor and Maidenhead

Over 64+ Pet-Friendly Vacation Rentals in or Near Windsor and Maidenhead
Property Image From $166
         

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10.0 (4 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility
Property Image From $552
         

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New
Cottage
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Property Image From $518
         

Property Image From $220
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Property Image From $148
         

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8.8 (45 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $397
         

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10.0 (1 Review)
House
  • Pet Friendly
  • View
  • Security/Safety
Property Image From $135
         

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9.7 (3 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility

Large Vacation Homes & Villas in Windsor and Maidenhead

Over 47+ Large Vacation Homes & Villas in or Near Windsor and Maidenhead
Property Image From $441
         

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9.8 (19 Reviews)
Villa
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  • View
  • Balcony/Terrace
Property Image From $125
         

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9.8 (6 Reviews)
Apartment
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  • Security/Safety
  • Sports/Activities
Property Image From $272
         

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9.6 (83 Reviews)
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Child Friendly
Property Image From $157
         

Property Image From $258
         

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9.5 (124 Reviews)
Villa
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  • Balcony/Terrace
  • Security/Safety
Property Image From $556
         

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9.5 (16 Reviews)
Villa
  • Parking
  • View
  • Security/Safety
Property Image From $164
         

9.4 (1156 Reviews)
House
  • Parking
  • TV
  • View

Wheelchair Accessible Vacation Homes in Windsor and Maidenhead

Over 23+ Wheelchair Accessible Vacation Homes in or Near Windsor and Maidenhead
Property Image From $386
         

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8.9 (86 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Property Image From $320
         

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9.6 (67 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Property Image From $320
         

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8.9 (12 Reviews)
House
  • Parking
  • View
  • Wheelchair Accessible
Property Image From $163
         

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9.0 (1007 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From $130
         

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7.0 (1566 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Accessibility
Property Image From $210
         

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9.0 (1002 Reviews)
Hotel
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
Property Image From $587
         

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4.0 (4 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Property Image From $628
         

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

Over 161+ Windsor and Maidenhead Varoom and Airbnb Places to Stay Under $200
Property Image From $129
         

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10.0 (2 Reviews)
Apartment
  • Parking
  • Security/Safety
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Property Image From $169
         

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9.8 (186 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Accessibility
Property Image From $178
         

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10.0 (1 Review)
Apartment
  • Parking
  • Security/Safety
  • Child Friendly
Property Image From $188
         

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9.2 (38 Reviews)
Apartment
  • Parking
  • TV
  • Security/Safety
Property Image From $156
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Property Image From $183
         

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6.0 (2 Reviews)
Apartment
  • TV
  • Bedding/Linens
  • Wellness Facilities
Property Image From $136
         

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10.0 (1 Review)
Apartment
  • View
  • Security/Safety
  • Sports/Activities

Instantly Bookable Vacation Homes in Windsor and Maidenhead

Over 2+ Instantly Bookable Vacation Homes in or Near Windsor and Maidenhead
Property Image From $758
         

10.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Property Image From $701
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities

About Windsor and Maidenhead Vacation Rentals

With more than 463 Windsor and Maidenhead vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cottagefarmhouse 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 Cottagefarmhouse 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 775.26 ft² on average, with prices averaging $320 a night.

Cottagefarmhouse 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
Holiday Apartments 226
Vacation Homes 154
Hotels with Suites 58
B&B 9
Villas 6
Cottages 4
Ski Chalet Rentals 3
Cabin Rentals 2

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

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