Apartment holiday rentals in Windsor County
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Top-rated apartment rentals in Windsor County
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Windsor County apartment rentals
Weekly apartment rentals
Flat in Chittenden
4.96 out of 5 average rating, 247 reviewsCozy Apt Close to Mountain Top Inn & Ski Areas
Flat in Lebanon
4.91 out of 5 average rating, 542 reviewsGreen Street Hideaway. Downtown Lebanon.
Flat in Killington
4.97 out of 5 average rating, 106 reviewsRenovated Mountain Retreat
Flat in Rutland
4.86 out of 5 average rating, 103 reviewsCharlie's Place
Flat in Woodstock
4.8 out of 5 average rating, 120 reviewsSweet apartment near downtown Woodstock
Flat in Killington
4.88 out of 5 average rating, 132 reviewsKillington VT Chalet - Lower apartment
Flat in Weston
4.86 out of 5 average rating, 129 reviewsCozy Guesthouse in Heart of VT
Flat in Rutland
4.87 out of 5 average rating, 149 reviewsZen Studio
Private apartment rentals
Flat in Ludlow
4.98 out of 5 average rating, 91 reviewsLaw Office Apartment
Flat in Hartland
5.0 out of 5 average rating, 12 reviewsLovely Upper Valley 1 Bedroom
Flat in Randolph
5.0 out of 5 average rating, 36 reviewsBeautiful private village apartment with king bed
Flat in Lebanon
5.0 out of 5 average rating, 21 reviewsThe Squirrel's Nest
Flat in Rutland
4.92 out of 5 average rating, 39 reviewsNice, Large Modern Apartment
Flat in Rutland
4.91 out of 5 average rating, 55 reviewsCozy apt mins to the mountain
Flat in Ludlow
5.0 out of 5 average rating, 27 reviewsOkemo Mountain Retreat
Flat in Mendon
4.96 out of 5 average rating, 27 reviewsCharming Killington get away with pool, sleeps 4
Apartment rentals with a hot tub
Flat in Stockbridge
4.87 out of 5 average rating, 161 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
Flat in Plymouth
4.95 out of 5 average rating, 117 reviewsMoguls Unit: 2 mi to Killington’s Skyeship Gondola
Flat in Killington
5.0 out of 5 average rating, 7 reviewsRockstar! Pool, Tennis, Fireplace, Pickleball
Flat in Bridgewater
4.94 out of 5 average rating, 36 reviewsSunrise at Skyeship w/ Hot Tub
Flat in Killington
4.91 out of 5 average rating, 35 reviewsMountain View!Outdoor Pool/Across From Killington!
Flat in Killington
4.88 out of 5 average rating, 16 reviewsTrailcreek 2 Bedroom Condo
Flat in Killington
4.76 out of 5 average rating, 21 reviewsKillington Escape
Flat in Bridgewater
Perfect Get-Away in VT +HOT TUB+
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