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The 10 Best Cottages in Windsor, Canada

Check out our pick of great cottages in Windsor

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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The spacious holiday home features 4 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a bath. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

Beautiful home and very attentive hosts

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8.7
Fabulous
10 reviews
Price from
£258
per night

Situated in Windsor, Luxury Modern smart home for vacation provides accommodation with a private pool, a patio and pool views. Featuring full-day security, this property also provides guests with an outdoor fireplace. Featuring free WiFi throughout the property, the non-smoking holiday home has an open-air bath.

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5.5
Review score
2 reviews
Price from
£1,079
per night

Located in Detroit in the Michigan region, Luxe Mid-Century Styled Historic Townhouse #2 features a patio. The property is set 4.5 km from GM World, 4.9 km from Music Hall Center and 4.9 km from Saint Andrews Hall. Free WiFi is available throughout the property and TCF Center is 4.6 km away.

Overall, the renovations done to the property was charming. The host thought of everything. They blended old and new furniture, which I found nostalgic and refreshing. And the location was convenient for us

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6.8
Review score
28 reviews
Price from
£192
per night

Situated in Detroit, 4.6 km from TCF Center and 4.5 km from GM World, Luxe Mid-Century Styled Historic Townhouse #1 features air-conditioned accommodation with a patio and free WiFi. The property is around 4.9 km from Saint Andrews Hall, 4.9 km from Gem Theatre and 6.3 km from Masonic Temple Theatre. The property is non-smoking and is located 4.8 km from Music Hall Center.

We loved the location and decor. It was a fun and funky stay. We’ve already booked it again for ext year.☺️

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7.3
Good
32 reviews
Price from
£192
per night

Offering a garden and garden view, Detroit 2Bd Christmas Holiday Museums Parks is set in Detroit, 6.1 km from Masonic Temple Theatre and 6.2 km from The Fillmore Detroit. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is located 7.4 km from TCF Center.

- The location. - How spacious the place is. - The team was easy to reach and replied quickly to any inquiries.

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7.2
Good
5 reviews
Price from
£84
per night

Situated in Detroit, 7.4 km from TCF Center and 6.1 km from Masonic Temple Theatre, Detroit 3Bd Christmas Holiday Museums Parks offers air conditioning. The property is located 6.7 km from Gem Theatre, 6.9 km from Music Hall Center and 7.2 km from Detroit Symphony Orchestra Hall. The property is non-smoking and is set 6.2 km from The Fillmore Detroit.

often check in to ask about our stay and very clean spacious rooms

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6.8
Review score
10 reviews
Price from
£87
per night

Belle Isle Cottage - 1905 Historic Home near city is situated in Detroit, 4.4 km from Music Hall Center, 4.5 km from Gem Theatre, as well as 4.6 km from Saint Andrews Hall. Both free WiFi and parking on-site are available at the apartment free of charge. The property is non-smoking and is located 5.7 km from TCF Center.

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10
Exceptional
1 reviews
Price from
£194
per night

Set in Detroit, 8 km from TCF Center and 2.7 km from Motown Historical Museum, 4Bd Home Christmas Retreat Culture Museums offers air conditioning. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is located 3 km from Cathedral of St. Paul.

Excellent location, steps away from Woodward and transit. Quiet residential area. House is very spatious, each room has its own smartTV. Three total bathrooms.

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7.2
Good
33 reviews
Price from
£97
per night

Situated in Detroit, 7.9 km from TCF Center and 2.9 km from Motown Historical Museum, 5 Bedroom Holiday Getaway Museums Galleries offers air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is set 3.1 km from Cathedral of St. Paul.

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5
Review score
1 reviews
Price from
£98
per night

The spacious holiday home features 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace.

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9
Superb
1 reviews

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
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Most booked cottages in Windsor this month

Cottages that guests love in Windsor

  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews
    Private oasis in Windsor! Immaculate interior, spacious layout, and cozy living room. Convenient location with shops and restaurants nearby. Attention to detail made our stay unforgettable. Perfect for families!
    Alvarez Giovanni
    Solo traveller
  • 9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews
    A hidden gem in Windsor! The modern updates and smart furnishings made our stay luxurious yet cozy. Conveniently close to restaurants and shops, with comfortable beds ensuring a good night's sleep. Highly recommended for families.
    Jess
    Solo traveller
  • Avg. price/night: £54.25
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 179 reviews
    The location was perfect it was like a cottage getaway very cozy the gentlemen can't speak good English but we text each other and he was so sweet
    Erin
    Young couple
  • Avg. price/night: £98.66
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review
    Very nice stay good price for this huge house. Coffee, spring water and alcools were left for me. Lots of towels, pillows, and the Sauna in the basement is a very good plus. Check in was easy and host very quick to answer. Parking is very convenient.
    Max
    Young couple
  • 4.5
    Scored 4.5
    Disappointing
    Rated disappointing
     · 2 reviews
    Very nice property. Very clean. Everything is new. Many extras such as weights, treadmill, workout machine, sauna, and hot tub. Did not use them - but they were all nice. Very open large floor plan with nice furnishings and complete accommodations for using kitchen. Usable 1 car garage. Large bedrooms with comfortable beds. Full size washer and dryer on 2nd floor.
    Anthony
    Solo traveller
  • Avg. price/night: £78.31
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 169 reviews
    Beautiful house, lovely cosy room. Lovely staff. Breakfast smelled so good, I wish I could have stayed for it!
    Palmieri
    Solo traveller
  • Avg. price/night: £78.31
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 169 reviews
    Place is very cozy , it makes you feel at home . Rene it’s an amazing Host , and she was always willing to help, with an incredible attitude . Breakfast is very worthy , you get full with what they served and it’s delicious , I will recommend to anyone to add it !
    Fabiola
    Young couple
  • Avg. price/night: £78.31
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 169 reviews
    The location was great and room was very clean and cozy. 3 minutes away from beautiful park and there are many great restaurants a few blocks away. We had amazing breakfast at 10$ per person, tasty and fresh, full meal. The staff was super friendly and kind as well. Highly recommended!
    Haemin
    Young couple
  • Avg. price/night: £58.44
    7.9
    Scored 7.9
    Good
    Rated good
     · 277 reviews
    very quiet and cozy
    S
    Serhii
    People with friends
  • Avg. price/night: £78.31
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 169 reviews
    The breakfast is just amazing and the hosts are very charming and nice, everything is made to make you feel like at home! A nice historical house also!
    Lform
    Young couple

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