Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Colebrook
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Skiing
Countryside
Cabins
Amazing pools
Amazing views
Rooms
Farms
Vineyards
Lakefront
Chef's kitchens
Play
Bed & breakfasts
Ski-in/out
Tiny homes
Design
Barns
Grand pianos
Trending
New
Off-the-grid
Camping
Mansions
A-frames
Golfing
Creative spaces
OMG!
Yurts
Treehouses
Lake
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places in Colebrook
Over 1,000 places in Colebrook
Guest favorite
Guest favorite
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
3 beds
3 beds
May 1 – 6
May 1 – 6
$270
night
$270 per night
4.99 out of 5 average rating, 201 reviews
4.99 (201)
Guest favorite
Guest favorite
Cabin in Colebrook
Cozy ski cabin with pond close to 3 SKI resorts!
2 queen beds
2 queen beds
Apr 20 – 25
Apr 20 – 25
$259
night
$259 per night
4.95 out of 5 average rating, 75 reviews
4.95 (75)
Guest favorite
Guest favorite
Cabin in Colebrook
Adorable, storybook log cabin
6 beds
6 beds
Apr 21 – 26
Apr 21 – 26
$250
night
$250 per night
4.94 out of 5 average rating, 197 reviews
4.94 (197)
Guest favorite
Guest favorite
Home in Colebrook
Stunning Views of the Berkshire Foothills
4 beds
4 beds
Apr 29 – May 4
Apr 29 – May 4
$350
night
$350 per night
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favorite
Guest favorite
Apartment in Winsted
Getaway for a weekend! Close to Ski Sundown.
1 bed
1 bed
Apr 20 – 25
Apr 20 – 25
$94
night
$94 per night
4.94 out of 5 average rating, 36 reviews
4.94 (36)
Guest favorite
Guest favorite
Home in Colebrook
The Mill at 2 Center Brook Road
Jun 1 – 6
Jun 1 – 6
$350
$280
night
$280 per night, originally $350
4.89 out of 5 average rating, 9 reviews
4.89 (9)
Guest favorite
Guest favorite
78
Reviews
4.96
Rating
2
Years hosting
Room in Norfolk
Stay with Katharine
Stay with Katharine
Village House Hideaway
Apr 20 – 25
Apr 20 – 25
$80
$72
night
$72 per night, originally $80
4.96 out of 5 average rating, 78 reviews
4.96 (78)
Guest favorite
Guest favorite
Cottage in Colebrook
Blueberry Cottage
3 beds
3 beds
Nov 1 – 6
Nov 1 – 6
$210
night
$210 per night
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Home in Colebrook
Entire Berkshires 1830s Home filled with antiques
6 beds
6 beds
Apr 22 – 27
Apr 22 – 27
$750
night
$750 per night
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Home in Winsted
Spacious & serene house in Berkshires
5 beds
5 beds
May 8 – 13
May 8 – 13
$350
night
$350 per night
Guest favorite
Guest favorite
Home in Winsted
Cheerful 2 Bedroom Home at Highland Lake
4 beds
4 beds
Jun 23 – 28
Jun 23 – 28
$150
night
$150 per night
5.0 out of 5 average rating, 84 reviews
5.0 (84)
Guest favorite
Guest favorite
98
Reviews
4.91
Rating
8
Years hosting
Room in Norfolk
Stay with Eileen
Stay with Eileen
Library science
,
·
Library science
Norfolk's Charming Suite in the heart of town
Apr 27 – May 2
Apr 27 – May 2
$100
night
$100 per night
4.91 out of 5 average rating, 98 reviews
4.91 (98)
Guest favorite
Guest favorite
Apartment in Winchester
Gateway to the Berkshires
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
$100
night
$100 per night
4.91 out of 5 average rating, 340 reviews
4.91 (340)
Guest favorite
Guest favorite
Home in Colebrook
Log Cabin sleeps 30 bunk style on 350 acres
30 single beds
30 single beds
Apr 21 – 26
Apr 21 – 26
$700
night
$700 per night
4.97 out of 5 average rating, 69 reviews
4.97 (69)
Guest favorite
Guest favorite
Home in Winsted
Lake House- Great for Families
7 beds
7 beds
Apr 21 – 26
Apr 21 – 26
$277
$244
night
$244 per night, originally $277
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Apartment in Winsted
Haven at Highland lake
2 beds
2 beds
May 14 – 19
May 14 – 19
$95
night
$95 per night
4.85 out of 5 average rating, 60 reviews
4.85 (60)
Guest favorite
Guest favorite
Guest suite in Winchester
Private Suite 2 Bedroom Deck Lake Views
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$225
$113
night
$113 per night, originally $225
4.95 out of 5 average rating, 55 reviews
4.95 (55)
Guest favorite
Guest favorite
Home in Sandisfield
Luxury on the river@Fish Camp/Close to Tanglewood
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$255
$199
night
$199 per night, originally $255
4.93 out of 5 average rating, 40 reviews
4.93 (40)
1
2
3
4
…
15