Holiday houses in Windsor County
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Top-rated holiday rentals in Windsor County
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 County holiday rentals
Other great holiday rentals in Windsor County
Guest favourite
Apartment in Pittsford
4.99 out of 5 average rating, 118 reviewsWaterfront cottage walk-out suite.
6–13 Jul
$204 NZD per night
Guest favourite
Guest suite in West Windsor
4.9 out of 5 average rating, 103 reviewsNewly renovated private space on Ascutney Trails
21–28 May
$195 NZD per night
Guest favourite
Guest suite in Royalton
4.96 out of 5 average rating, 167 reviewsBluestone Farm
22–29 Jul
$214 NZD per night
Guest favourite
Barn in Woodstock
5.0 out of 5 average rating, 201 reviewsTHE LOFT, stunning views from a timber framed barn
18–25 Mar
$634 NZD per night
Superhost
Condo in Ludlow
4.92 out of 5 average rating, 122 reviewsAll Season Lovely and Zen Okemo Mt Lodge Condo
19–26 May
$206 NZD per night
Guest favourite
Guesthouse in Hartland
4.96 out of 5 average rating, 160 reviewsCottage for Two/Solo Getaway/Musician's Retreat
14–21 Feb
$328 NZD per night
Guest favourite
Guest suite in Royalton
4.96 out of 5 average rating, 180 reviewsPrivate Guest Suite on 155 Acre Royalton Town Farm
30 Jun – 7 Jul
$241 NZD per night
Guest favourite
Apartment in Claremont
4.88 out of 5 average rating, 111 reviewsBeautiful 1 bedroom apartment with balcony
14–21 Apr
$168 NZD per night
Destinations to explore
- Rentals with a patio Windsor County
- Farmstay rentals Windsor County
- Rentals with pools Windsor County
- Rentals with an accessible height toilet Windsor County
- Cabin rentals Windsor County
- Bed and breakfasts Windsor County
- Villa rentals Windsor County
- Rentals with a sauna Windsor County
- Rentals with a fireplace Windsor County
- Guesthouse rentals Windsor County
- Monthly Rentals Windsor County
- Townhouse rentals Windsor County
- Cottage rentals Windsor County
- Kid-friendly rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Tiny house rentals Windsor County
- Rentals with a washing machine and dryer Windsor County
- Fitness-friendly rentals Windsor County
- Rentals with an EV charger Windsor County
- Chalet rentals Windsor County
- Condo rentals Windsor County
- Rentals with a fire pit Windsor County
- Rentals with beach access Windsor County
- Rentals with outdoor seating Windsor County
- Waterfront rentals Windsor County
- Family-friendly rentals Windsor County
- Rentals with a kayak Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Rentals with breakfast Windsor County
- Beachfront rentals Windsor County
- Pet-friendly rentals Windsor County
- Rentals with lake access Windsor County
- Rentals with an accessible height bed Windsor County
- Rentals with a hot tub Windsor County
- Apartment rentals Windsor County
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