
Enter dates for more accurate prices
99 Houses

BERKSHIRES RETREAT-LARGE 6+ BR HOME W/ AMENITIES
Berkshires / Otis
6 14 7 nights min
- 6 bedrooms
- sleeps 14
- 7 nights min
- Ask about children
- Ask about pets
Map
Price per night from
$687
Price per night from
$687

East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Berkshires / Otis
2 4 3 nights min
- 2 bedrooms
- sleeps 4
- 3 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$115
Responds fast!
avg. 11 minutes
Price per night from
$115
Great rentals within 20 miles that match your search
Distance approx 9.77 km from Otis
Waterfront Cottage - 10 Mins to Great Barrington!
Berkshires / New Marlborough
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Ski
Price per night from
$207
Responds fast!
avg. 11 minutes
Price per night from
$207
Distance approx 18.96 km from Otis
Charming 2+2 Lakeside Cottage on Best Lake in CT
Connecticut / Salisbury
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
Price per night from
$207
Price per night from
$207
Distance approx 2.73 km from Otis Show on Map
Enjoy horses and the largest recreational lake in Massachusetts
Berkshires / East Otis
1 4 1 night min
- 1 bedroom
- sleeps 4
- 1 night min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Map
Price per night from
$126
Price per night from
$126
Distance approx 5.22 km from Otis Show on Map
Berkshire Home on Lake Garfield w/Dock & Boats
Berkshires / Monterey
4 12 min stay varies
- 4 bedrooms
- sleeps 12
- min stay varies
- Ski
- Child Friendly
- Air conditioning
Map
Price per night from
$344
Responds fast!
avg. 12 minutes
Price per night from
$344
Distance approx 18.84 km from Otis
Great Vacation House in the Berkshires on Richmond Pond
Berkshires / Richmond
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Price per night from
$213
Price per night from
$213
Distance approx 19.53 km from Otis
Hillhouse Log Cabin
New York / Hillsdale
3 13 2 nights min
- 3 bedrooms
- sleeps 13
- 2 nights min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Price per night from
$487
Price per night from
$487
Distance approx 13.84 km from Otis
Designer Loft Style Residence
Berkshires / Sheffield
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$516
Responds fast!
avg. 3 hours 46 minutes
Price per night from
$516
Distance approx 14.84 km from Otis
NEW! Cozy Lenox Home 1.5 Mi. to Tanglewood Music!
Berkshires / Lenox
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Child Friendly
Price per night from
$430
Responds fast!
avg. 11 minutes
Price per night from
$430
Distance approx 14 km from Otis
Apple Cottage
Berkshires / Sheffield
3 8 1 night min
- 3 bedrooms
- sleeps 8
- 1 night min
- Ask about children
- Air conditioning
- Private garden
Price per night from
$430
Responds fast!
avg. 3 hours 22 minutes
Price per night from
$430
Distance approx 19.37 km from Otis
Historic Home on 8.5 Acres
Berkshires / Dalton
3 9 3 nights min
- 3 bedrooms
- sleeps 9
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$458
Price per night from
$458
Distance approx 15.32 km from Otis
Cozy & Modern Home -mins from Tanglewood & Kripalu
Berkshires / West Stockbridge
2 6 1 night min
- 2 bedrooms
- sleeps 6
- 1 night min
- Ask about children
- Air conditioning
- Ask about pets
Price per night from
$115
Responds fast!
avg. 1 hour 18 minutes
Price per night from
$115
Distance approx 14.5 km from Otis
Country Elegance in the Berkshires
Berkshires / Great Barrington
4 12 2 nights min
- 4 bedrooms
- sleeps 12
- 2 nights min
- Nearest beach 0 mi
- Child Friendly
- Air conditioning
Price per night from
$745
Responds fast!
avg. 2 hours 36 minutes
Price per night from
$745
Distance approx 15.11 km from Otis
Stunning Home! 120 Acres! Amazing!
Berkshires / Great Barrington
9 16 3 nights min
- 9 bedrooms
- sleeps 16
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$4,122
Price per night from
$4,122
Distance approx 13.99 km from Otis
Gem of the Berkshires, walk to downtown & lake.
Berkshires / Great Barrington
5 12 2 nights min
- 5 bedrooms
- sleeps 12
- 2 nights min
- Nearest beach 0.32 mi
- Child Friendly
- Air conditioning
Price per night from
$344
Price per night from
$344
Distance approx 17.81 km from Otis
RIVERSONG "PENTHOUSE"
Berkshires / North Egremont
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Air conditioning
- Private garden
Price per night from
$160
Responds fast!
avg. 34 minutes
Price per night from
$160
Distance approx 12.14 km from Otis
The Gatehouse on Golden Hill
Berkshires / Lee
4 14 3 nights min
- 4 bedrooms
- sleeps 14
- 3 nights min
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$915
Price per night from
$915
Distance approx 14.9 km from Otis
Heart of Lenox
Berkshires / Lenox
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$201
Responds fast!
avg. 2 hours 17 minutes
Price per night from
$201
Distance approx 11.75 km from Otis
Berkshires Spacious Comfortable Charming Farmhouse
Berkshires / Lee
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Air conditioning
Price per night from
$344
Responds fast!
avg. 1 hour 42 minutes
Price per night from
$344
Distance approx 14.55 km from Otis
Stockbridge Bowl - Beach Lake Cottage near Tanglewood (1.8 miles) & Kripalu
Berkshires / Stockbridge
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Air conditioning
Price per night from
$343
Responds fast!
avg. 13 minutes
Price per night from
$343
Distance approx 9.33 km from Otis
the BIG room at chestnut lodge
Berkshires / Lee
1 6 2 nights min
- 1 bedroom
- sleeps 6
- 2 nights min
- Ask about children
- Pet Friendly
Price per night from
$229
Responds fast!
avg. 36 minutes
Price per night from
$229
Distance approx 16.22 km from Otis
Berkshire Farmhouse Vacation
Berkshires / West Stockbridge
5 12 min stay varies
- 5 bedrooms
- sleeps 12
- min stay varies
- Nearest beach 2 mi
- Child Friendly
- Pet Friendly
Price per night from
$298
Price per night from
$298
Distance approx 7.51 km from Otis Show on Map
Berkshire Getaway ~ Romantic Tower Suite on Storybook Estate
Berkshires / Tyringham
1 4 2 nights min
- 1 bedroom
- sleeps 4
- 2 nights min
- Ask about children
- Ask about pets
Map
Price per night from
$287
Responds fast!
avg. 1 hour 29 minutes
Price per night from
$287
Distance approx 9.33 km from Otis
Writer's Room at Chestnut Lodge
Berkshires / Lee
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Nearest beach 8 mi
- Ask about children
- Air conditioning
Price per night from
$201
Responds fast!
avg. 36 minutes
Price per night from
$201
Distance approx 11.33 km from Otis
Garfield House
Maine / Lee
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Pet Friendly
Price per night from
$201
Price per night from
$201
Distance approx 14.68 km from Otis
One of the Finest Homes and Best location in the Berkshires
Berkshires / Stockbridge
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$802
Price per night from
$802
Distance approx 9.33 km from Otis
chestnut lodge Queens Room
Berkshires / Lee
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Ask about pets
Price per night from
$166
Responds fast!
avg. 36 minutes
Price per night from
$166
Distance approx 14.76 km from Otis
Horse Room
Berkshires / Stockbridge
1 3 1 night min
- 1 bedroom
- sleeps 3
- 1 night min
- Child Friendly
- Pet Friendly
- Private garden
Price per night from
$172
Price per night from
$172
Distance approx 11.37 km from Otis
Berkshire House Share-The Blue Room
Berkshires / Lee
3 2 1 night min
- 3 bedrooms
- sleeps 2
- 1 night min
Price per night from
$86
Price per night from
$86
Distance approx 14.6 km from Otis
NEW! House w/ Kayak - Walk to Stockbridge Bowl!
Berkshires / Lenox
3 6 min stay varies
- 3 bedrooms
- sleeps 6
- min stay varies
- Ski
- Child Friendly
- Air conditioning
Price per night from
$212
Responds fast!
avg. 11 minutes
Price per night from
$212
Distance approx 14.71 km from Otis
Nasturtium Room
Berkshires / Stockbridge
1 3 1 night min
- 1 bedroom
- sleeps 3
- 1 night min
- Child Friendly
- Pet Friendly
- Private garden
Price per night from
$172
Price per night from
$172
Distance approx 14.94 km from Otis
NEW-Norfolk Countryside Home 30 Min to Ski Sundown
Connecticut / Norfolk
4 5 min stay varies
- 4 bedrooms
- sleeps 5
- min stay varies
- Ski
- Child Friendly
Price per night from
$247
Responds fast!
avg. 11 minutes
Price per night from
$247
Distance approx 10.45 km from Otis
Picturesque 19th century home on 3 private acres
Berkshires / New Marlborough
4 7 min stay varies
- 4 bedrooms
- sleeps 7
- min stay varies
- Child Friendly
- Private garden
Price per night from
$172
Price per night from
$172
Distance approx 14.9 km from Otis
Church Street Condo 2B
Berkshires / Lenox
2 6 60 nights min
- 2 bedrooms
- sleeps 6
- 60 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$107
Price per night from
$107
Distance approx 15.71 km from Otis
NEW! Lakefront Berkshires House w/Deck, Dock +Boat
Berkshires / Housatonic
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Ski
- Child Friendly
- Pet Friendly
Price per night from
$194
Responds fast!
avg. 11 minutes
Price per night from
$194
Distance approx 11.18 km from Otis
Newly Renovated Berkshire Cottage near Tanglewood
Berkshires / Lee
1 2 60 nights min
- 1 bedroom
- sleeps 2
- 60 nights min
- Nearest beach 5 mi
- Air conditioning
Price per night from
$327
Responds fast!
avg. 13 minutes
Price per night from
$327
Distance approx 14.74 km from Otis
Newly Renovated Colonial on the River! Sleeps 5-6
Berkshires / Stockbridge
3 5 3 nights min
- 3 bedrooms
- sleeps 5
- 3 nights min
- Beach / lakeside relaxation
- Child Friendly
Price per night from
$327
Price per night from
$327
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.