Holiday houses in Windsor
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Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Guest favourite
Apartment in North Adams
4.96 out of 5 average rating, 425 reviewsSteps to MoCA, 2bd + SAUNA!
12 – 19 Apr
$1,885 AUD total
Guest favourite
Home in Williamsburg
4.99 out of 5 average rating, 159 reviewsHilltown Studio
30 Aug – 6 Sept
$1,387 AUD total
Guest favourite
Apartment in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
13 – 20 Sept
$914 AUD total
Guest favourite
Apartment in Greenfield
4.96 out of 5 average rating, 274 reviewsMohawk Trail View/ private apt. no cleaning Fee
26 July – 2 Aug
$1,247 AUD total
Guest favourite
Apartment in Shelburne Falls
4.96 out of 5 average rating, 292 reviewsAnnies’ Place by The Bridge of Flowers ~
1 – 8 Nov
$1,267 AUD total
Guest favourite
Guesthouse in Northampton
5.0 out of 5 average rating, 275 reviewsMill River Cottage (pet friendly!)
14 – 21 Dec
$1,522 AUD total
Guest favourite
Guest suite in Williamstown
4.96 out of 5 average rating, 203 reviewsBerkshire Guest Suite
30 Nov – 7 Dec
$1,188 AUD total
Guest favourite
Apartment in Northampton
4.95 out of 5 average rating, 281 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
15 – 22 Oct
$1,395 AUD total
Destinations to explore
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