Holiday houses in Winchendon
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Top-rated holiday rentals in Winchendon
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 Winchendon holiday rentals
Other great holiday rentals in Winchendon
Guest favourite
Cabin in Harrisville
4.95 out of 5 average rating, 131 reviewsTrailside Cottage in charming Harrisville, NH
17–24 Nov
$288 NZD per night
Guest favourite
Apartment in New Ipswich
4.97 out of 5 average rating, 34 reviewsThe Outback of New Hampshire
10–17 Oct
$207 NZD per night
Guest favourite
Apartment in New Ipswich
4.92 out of 5 average rating, 61 reviewsQuiet country apartment in farmland setting.
19–26 Jul
$219 NZD per night
Guest favourite
Guesthouse in Winchendon
5.0 out of 5 average rating, 24 reviewsCopley’s Guest House on Lake Monomonac
20–27 Sep
$655 NZD per night
Guest favourite
Guest suite in Jaffrey
4.93 out of 5 average rating, 95 reviewsA true New England experience kitchenette. 1 queen
13–20 Jul
$193 NZD per night
Guest favourite
Guest suite in Hubbardston
5.0 out of 5 average rating, 25 reviewsPrivate Entry, Full Kitchen, Close to Mt Wachuset
29 Sep – 6 Oct
$177 NZD per night
Guest favourite
Home in Rindge
5.0 out of 5 average rating, 60 reviewsThe Crowcroft House
29 Dec – 5 Jan
$507 NZD per night
Guest favourite
Home in Rindge
4.9 out of 5 average rating, 21 reviewsMagic Lakehouse, Waterfront, Private Beach & Dock
3–10 Oct
$1,014 NZD per night
Destinations to explore
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