Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Monterey
Check in / Check out
Add dates
Guests
Add guests
Places to stay
Experiences
Location
Navigate forward to access suggested results
Check in
Add dates
Check out
Add dates
Guests
Add guests
Search
Become a host
Sign up
Log in
Host your home
Host an experience
Help
300+ stays
Stays in Monterey
Showing you results for "Monterey, Massachusetts"
Review COVID-19 travel restrictions before you book.
Learn more
Entire chalet in Otis
Lovely Loft with Wood Stove by Brook in Berkshires
4 guests
·
2 bedrooms
·
3 beds
·
2 baths
Gym
·
Waterfront
·
Self check-in
·
Indoor fireplace
4.33
(3)
Price:
$97
/ night
SUPERHOST
Entire cabin in Monterey
Secluded cabin with babbling brook
6 guests
·
3 bedrooms
·
3 beds
·
1 bath
Self check-in
·
Indoor fireplace
·
Kitchen
·
Pets allowed
4.92
(136)
Price:
$229
/ night
SUPERHOST
Entire apartment in Otis
Rustic Berkshire Getaway
4 guests
·
2 bedrooms
·
2 beds
·
2 baths
Air conditioning
·
Wifi
·
Self check-in
·
Kitchen
4.81
(43)
Price:
$115
/ night
SUPERHOST
Entire guest suite in Egremont
Berkshire Mountain Views
2 guests
·
1 bedroom
·
1 bed
·
1 bath
Air conditioning
·
Wifi
·
Indoor fireplace
·
Free parking
5.0
(97)
Price:
$130
/ night
Entire cottage in New Marlborough
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
4 guests
·
1 bedroom
·
2 beds
·
1 bath
Air conditioning
·
Wifi
·
Kitchen
·
Pets allowed
4.58
(13)
Price:
$129
/ night
Entire house in Monterey
Lake Buel Cottage-GREAT SKI RENTAL-5 mins to Butternut!
6 guests
·
3 bedrooms
·
4 beds
·
2 baths
Air conditioning
·
Wifi
·
Waterfront
·
Indoor fireplace
4.73
(11)
Price:
$116
/ night
SUPERHOST
Entire house in Lee
Beautiful Home in AMAZING Berkshire Location
10 guests
·
5 bedrooms
·
9 beds
·
3 baths
Air conditioning
·
Wifi
·
Indoor fireplace
·
Kitchen
Price:
$40
/ night
Entire apartment in Great Barrington
The Treehouse
3 guests
·
2 bedrooms
·
2 beds
·
1 bath
Air conditioning
·
Breakfast
·
Wifi
·
Self check-in
4.65
(242)
Price:
$109
/ night
Entire cottage in Great Barrington
Artist Cottage at the Foot of Monument Mountain
2 guests
·
1 bedroom
·
1 bed
·
2 baths
Air conditioning
·
Wifi
·
Hot tub
·
Self check-in
4.95
(65)
Price:
$204
/ night
SUPERHOST
Entire cottage in Becket
BERKSHIRE COTTAGE BY CRYSTAL CLEAR LAKE
4 guests
·
2 bedrooms
·
2 beds
·
1 bath
Air conditioning
·
Self check-in
·
Kitchen
·
Pets allowed
4.95
(83)
Price:
$169
/ night
Entire apartment in Great Barrington
The Nest
3 guests
·
1 bedroom
·
1 bed
·
1 bath
Breakfast
·
Wifi
·
Kitchen
·
Free parking
4.53
(53)
Price:
$98
/ night
SUPERHOST
Entire cottage in Otis
Peaceful Getaway in the Berkshires
4 guests
·
2 bedrooms
·
3 beds
·
1 bath
Air conditioning
·
Wifi
·
Hot tub
·
Self check-in
5.0
(48)
Price:
$180
/ night
SUPERHOST
Private room in Stockbridge
Villa Favorita
2 guests
·
1 bedroom
·
1 bed
·
1 private bath
Air conditioning
·
Wifi
·
Pool
·
Self check-in
4.88
(24)
Price:
$80
/ night
Room in boutique hotel in Lenox
Terrace House King
2 guests
·
1 bedroom
·
1 bed
·
1 bath
Air conditioning
·
Wifi
·
Pool
·
Pets allowed
4.70
(23)
Price:
$118
/ night
Entire house in Lenox
Mid-Century Modern Chic in Lenox
4 guests
·
2 bedrooms
·
2 beds
·
2 baths
Air conditioning
·
Wifi
·
Self check-in
·
Indoor fireplace
4.55
(87)
Price:
$179
/ night
SUPERHOST
Private room in Lee
Comfortable living in 1870's house!
2 guests
·
1 bedroom
·
1 bed
·
1.5 shared baths
Air conditioning
·
Wifi
·
Free parking
4.89
(266)
Price:
$43
/ night
SUPERHOST
Entire chalet in Monterey
Cozy French Country chalet
6 guests
·
2 bedrooms
·
5 beds
·
1 bath
Air conditioning
·
Wifi
·
Self check-in
·
Kitchen
4.94
(34)
Price:
$150
/ night
SUPERHOST
Entire cottage in West Stockbridge
Cozy Stockbridge Cottage
5 guests
·
2 bedrooms
·
3 beds
·
1 bath
Air conditioning
·
Wifi
·
Self check-in
·
Indoor fireplace
4.83
(127)
Price:
$98
/ night
Entire house in Sandisfield
Berkshires Rustic Modern Lake Retreat in the Trees
12 guests
·
4 bedrooms
·
7 beds
·
2 baths
Wifi
·
Self check-in
·
Indoor fireplace
·
Kitchen
5.0
(4)
Price:
$135
/ night
SUPERHOST
Entire house in Great Barrington
Stylish colonial 12 mins to Great Barrington
8 guests
·
4 bedrooms
·
6 beds
·
2 baths
Wifi
·
Self check-in
·
Indoor fireplace
·
Kitchen
4.92
(37)
Price:
$139
/ night
1
2
3
4
5
…
15
1
–
20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.
Map
