Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Windsor County
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Vermont
Vermont
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Lake
Cabins
Amazing pools
Amazing views
Ski-in/out
Rooms
Farms
Play
Chef's kitchens
Lakefront
Bed & breakfasts
Vineyards
Tiny homes
Off-the-grid
New
Trending
Barns
A-frames
Design
Golfing
Grand pianos
Treehouses
Yurts
Mansions
Camping
Skiing
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; Over 1,000 places
Over 1,000 places
Superhost
Superhost
Apartment in Cavendish
Hotel Standard Condo Minutes from Okemo
2 beds
2 beds
1–6 Apr
1–6 Apr
₹10,971
night
₹10,971 per night
4.77 out of 5 average rating, 44 reviews
4.77 (44)
Guest favourite
Guest favourite
Loft in Hartford
Gorgeous, clean studio in brand new building.
1 bed
1 bed
26 Apr – 1 May
26 Apr – 1 May
₹11,835
night
₹11,835 per night
4.97 out of 5 average rating, 119 reviews
4.97 (119)
Guest favourite
Guest favourite
Cottage in Woodstock
Vail Cottage
3 beds
3 beds
1–6 Apr
1–6 Apr
₹21,459
night
₹21,459 per night
4.95 out of 5 average rating, 133 reviews
4.95 (133)
Superhost
Superhost
Apartment in Killington
Cozy 1 br Ski Condo. Walk to Slopes, Close to All
2 beds
2 beds
8–13 Apr
8–13 Apr
₹11,743
night
₹11,743 per night
4.78 out of 5 average rating, 51 reviews
4.78 (51)
Guest favourite
Guest favourite
Flat in Andover
Private Hilltop farm apartment
1 double bed
1 double bed
1–6 Apr
1–6 Apr
₹11,009
night
₹11,009 per night
4.98 out of 5 average rating, 384 reviews
4.98 (384)
Guest favourite
Guest favourite
Guest house in Springfield
Connecticut River-Cozy Cottage
1 double bed
1 double bed
16–21 Apr
16–21 Apr
₹9,856
night
₹9,856 per night
4.86 out of 5 average rating, 321 reviews
4.86 (321)
Home in Plymouth
Mountain Home: Hot Tub & 9 Min to Skyeship Gondola
6 beds
6 beds
10–15 Apr
10–15 Apr
₹23,219
night
₹23,219 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Rutland
Apartment close to ski area
2 queen beds
2 queen beds
1–6 Apr
1–6 Apr
₹14,272
₹9,688
night
₹9,688 per night, originally ₹14,272
3.83 out of 5 average rating, 6 reviews
3.83 (6)
Guest favourite
Guest favourite
Cabin in Hartford
Cozy Quechee Corner Cabin
4 beds
4 beds
1–6 Apr
1–6 Apr
₹15,857
night
₹15,857 per night
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Home in Plymouth
Charming Lake Region home- clean & pet friendly
7 beds
7 beds
1–6 May
1–6 May
₹17,022
night
₹17,022 per night
4.86 out of 5 average rating, 21 reviews
4.86 (21)
Guest favourite
Guest favourite
Home in Killington
2 Minute Shuttle to the Slopes Unit 8
2 beds
2 beds
8–13 Apr
8–13 Apr
₹24,138
₹10,186
night
₹10,186 per night, originally ₹24,138
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Apartment in Ludlow
1BR downtown studio w/kitchenette, streaming, AC
2 beds
2 beds
2–7 Apr
2–7 Apr
₹7,655
night
₹7,655 per night
4.63 out of 5 average rating, 8 reviews
4.63 (8)
56
Reviews
4.8
Rating
8
Years hosting
Room in Windsor
Stay with Lesley
Stay with Lesley
Hosting for 8 years
,
·
Hosting for 8 years
Barron Hill Alpacas Farm Stay single room
1–6 Apr
1–6 Apr
₹7,228
night
₹7,228 per night
4.8 out of 5 average rating, 56 reviews
4.8 (56)
Guest favourite
Guest favourite
Home in Cavendish
Midcentury Hillside Retreat - Summer Paradise
6 beds
6 beds
1–6 May
1–6 May
₹33,643
night
₹33,643 per night
5.0 out of 5 average rating, 99 reviews
5.0 (99)
Guest favourite
Guest favourite
Tiny home in Pittsfield
Tiny Home: VT Mountain Cabin
2 beds
2 beds
8–13 Apr
8–13 Apr
₹25,015
night
₹25,015 per night
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Tiny home in Chester
Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
1 queen bed
1 queen bed
10–15 Jun
10–15 Jun
₹23,395
night
₹23,395 per night
5.0 out of 5 average rating, 76 reviews
5.0 (76)
Home in Ludlow
On the ski bus route & walking distance 2 downtown
9 beds
9 beds
1–6 Apr
1–6 Apr
₹30,039
₹14,620
night
₹14,620 per night, originally ₹30,039
4.71 out of 5 average rating, 204 reviews
4.71 (204)
Flat in Rutland
Stylish Apartment with Fireplace
1 bed
1 bed
9–14 Apr
9–14 Apr
₹8,737
night
₹8,737 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
1
2
3
4
…
15