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Search results; Over 1,000 places in Windsor
Over 1,000 places in Windsor
Guest favorite
Guest favorite
Cottage in Windsor
Ogden's Mill Farm
3 beds
3 beds
Jun 23 – 28
Jun 23 – 28
$125
night
$125 per night
4.97 out of 5 average rating, 316 reviews
4.97 (316)
Guest favorite
Guest favorite
Guest suite in West Windsor
Newly renovated private space on Ascutney Trails
1 king bed
1 king bed
Apr 20 – 25
Apr 20 – 25
$91
night
$91 per night
4.9 out of 5 average rating, 102 reviews
4.9 (102)
Guest favorite
Guest favorite
Cabin in West Windsor
Sunset Cabin - your private romantic hideaway
1 queen bed
1 queen bed
May 12 – 17
May 12 – 17
$140
night
$140 per night
4.98 out of 5 average rating, 205 reviews
4.98 (205)
Superhost
Superhost
Home in West Windsor
Chuck's Place
6 beds
6 beds
Apr 19 – 24
Apr 19 – 24
$283
$139
night
$139 per night, originally $283
4.8 out of 5 average rating, 10 reviews
4.8 (10)
Guest favorite
Guest favorite
Cabin in Windsor
Charming Cabin in Central VT
4 beds
4 beds
Apr 19 – 24
Apr 19 – 24
$245
night
$245 per night
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Guest favorite
Guest favorite
Home in Windsor
Modern custom home on a side of Mt Ascutney
5 beds
5 beds
May 31 – Jun 5
May 31 – Jun 5
$375
night
$375 per night
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Guest favorite
Guest favorite
Cottage in Reading
Shattuck Hill Cottage
3 beds
3 beds
Apr 22 – 27
Apr 22 – 27
$125
night
$125 per night
4.95 out of 5 average rating, 128 reviews
4.95 (128)
Guest favorite
Guest favorite
Home in West Windsor
Birdie's Nest Guesthouse
May 10 – 15
May 10 – 15
$140
night
$140 per night
4.96 out of 5 average rating, 54 reviews
4.96 (54)
Guest favorite
Guest favorite
Tiny home in West Windsor
Red Barn Cabin
2 beds
2 beds
Apr 19 – 24
Apr 19 – 24
$174
$138
night
$138 per night, originally $174
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favorite
Guest favorite
Cabin in West Windsor
Cozy Log Cabin w/ Incredible Mountain View
4 beds
4 beds
Apr 30 – May 5
Apr 30 – May 5
$445
night
$445 per night
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favorite
Guest favorite
Home in West Windsor
Meadow View. 35 acres outside your door!
1 king bed
1 king bed
May 12 – 17
May 12 – 17
$175
night
$175 per night
4.98 out of 5 average rating, 163 reviews
4.98 (163)
Guest favorite
Guest favorite
Cottage in Hartland
Hartland - Adorable Cottage w/FIOS - Pet Friendly
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$165
night
$165 per night
4.92 out of 5 average rating, 83 reviews
4.92 (83)
Guest favorite
Guest favorite
Townhouse in West Windsor
Lovely Trailside 2 Bedroom Townhouse
2 queen beds
2 queen beds
Apr 20 – 25
Apr 20 – 25
$210
night
$210 per night
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Guest favorite
Guest favorite
Guesthouse in Hartland
Yurt In The Woods - Private Refuge
3 queen beds
3 queen beds
May 5 – 10
May 5 – 10
$150
night
$150 per night
4.95 out of 5 average rating, 912 reviews
4.95 (912)
Guest favorite
Guest favorite
Cabin in West Windsor
Luxurious mountain home near Woodstock on 22 acres
4 beds
4 beds
May 7 – 12
May 7 – 12
$499
night
$499 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Home in West Windsor
3BR Country Retreat: Close to Mt Ascutney
6 beds
6 beds
Apr 23 – 28
Apr 23 – 28
$226
night
$226 per night
5.0 out of 5 average rating, 56 reviews
5.0 (56)
Guest favorite
Guest favorite
Home in Windsor
Kennedy’s House
3 beds
3 beds
Apr 20 – 25
Apr 20 – 25
$250
night
$250 per night
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
9 beds
9 beds
Apr 26 – May 1
Apr 26 – May 1
$293
night
$293 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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