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Search results; Over 1,000 places in Windsor

Guest favorite
Cottage in Windsor
Ogden's Mill Farm
3 beds
Sep 15 – 20
4.97 out of 5 average rating, 316 reviews
Guest favorite
Room in Cornish
Stay with SueEduc, now retired,
Fitch Family Farm
Apr 19 – 24
4.88 out of 5 average rating, 110 reviews
Guest favorite
Guest suite in West Windsor
Newly renovated private space on Ascutney Trails
1 king bed
Apr 19 – 24
4.9 out of 5 average rating, 102 reviews
Guest favorite
Cabin in West Windsor
Sunset Cabin - your private romantic hideaway
1 queen bed
May 12 – 17
4.98 out of 5 average rating, 205 reviews
Superhost
Home in West Windsor
Chuck's Place
6 beds
Apr 18 – 23
4.8 out of 5 average rating, 10 reviews
Guest favorite
Cabin in Windsor
Charming Cabin in Central VT
4 beds
Apr 18 – 23
5.0 out of 5 average rating, 24 reviews
Guest favorite
Home in West Windsor
Birdie's Nest Guesthouse
May 10 – 15
4.96 out of 5 average rating, 54 reviews
Superhost
Tiny home in Hartland
Cozy tiny house w/private hot tub
1 bed
Apr 18 – 23
4.9 out of 5 average rating, 10 reviews
Guest favorite
Cottage in Reading
Shattuck Hill Cottage
3 beds
Apr 21 – 26
4.95 out of 5 average rating, 128 reviews
Guest favorite
Tiny home in West Windsor
Red Barn Cabin
2 beds
Apr 18 – 23
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Windsor
Modern custom home on a side of Mt Ascutney
5 beds
May 31 – Jun 5
5.0 out of 5 average rating, 53 reviews
Guest favorite
Cottage in Hartland
Hartland - Adorable Cottage w/FIOS - Pet Friendly
2 beds
Apr 21 – 26
4.92 out of 5 average rating, 83 reviews
Guest favorite
Townhouse in West Windsor
Lovely Trailside 2 Bedroom Townhouse
2 queen beds
Apr 19 – 24
5.0 out of 5 average rating, 44 reviews
Guest favorite
Home in West Windsor
Meadow View. 35 acres outside your door!
1 king bed
May 12 – 17
4.98 out of 5 average rating, 163 reviews
Guest favorite
Home in Plainfield
The Oaks - secluded rural estate w/ amazing views
3 beds
Apr 18 – 23
4.87 out of 5 average rating, 77 reviews
Guest favorite
Home in West Windsor
3BR Country Retreat: Close to Mt Ascutney
6 beds
Apr 23 – 28
5.0 out of 5 average rating, 56 reviews
Guest favorite
Home in Windsor
Kennedy’s House
3 beds
Apr 20 – 25
5.0 out of 5 average rating, 8 reviews
Guest favorite
Cabin in West Windsor
Luxurious mountain home near Woodstock on 22 acres
4 beds
May 7 – 12
5.0 out of 5 average rating, 7 reviews