Holiday rentals near Music Mountain
We found 518 holiday rentals — enter your dates for availability
If you'd like to stay close to Music Mountain, take a look at holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Music Mountain
Showing deals for:7 Nov - 14 Nov
Image gallery for Fabulous year round waterfront retreat on Lake Waramaug
1010 out of 10 rating
Exceptional
(6 reviews)
Fabulous year round waterfront retreat on Lake Waramaug
New Preston, CT
8% off
Price is AU$12,534
AU$12,534
AU$1,791 per night
includes taxes & fees
Image gallery for Berkshires Summer Chalet w/ Pool + Private Hiking Trails
1010 out of 10 rating
Exceptional
(7 reviews)
Berkshires Summer Chalet w/ Pool + Private Hiking Trails
Great Barrington, MA
16% off
Price is AU$7,685
AU$7,685
AU$1,098 per night
includes taxes & fees
Image gallery for Peaceful, Post and Beam Loft, Sleeps 9
1010 out of 10 rating
Exceptional
(19 reviews)
Peaceful, Post and Beam Loft, Sleeps 9
Great Barrington, MA
14% off
Price is AU$2,730
AU$2,730
AU$390 per night
includes taxes & fees
Image gallery for Cheerful 3-bedroom cottage with woodstove
1010 out of 10 rating
Exceptional
(39 reviews)
Cheerful 3-bedroom cottage with woodstove
Sheffield, MA
9% off
Price is AU$3,269
AU$3,269
AU$467 per night
includes taxes & fees
Image gallery for County Seat Colonial
1010 out of 10 rating
Exceptional
(11 reviews)
County Seat Colonial
Litchfield, CT
8% off
Price is AU$4,638
AU$4,638
AU$663 per night
includes taxes & fees
Image gallery for A Country Lodge Straight Out of the Pages of a Great Novel
1010 out of 10 rating
Exceptional
(12 reviews)
A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains, NY
8% off
Price is AU$11,309
AU$11,309
AU$1,616 per night
includes taxes & fees
Image gallery for Mountain View Getaway
1010 out of 10 rating
Exceptional
(55 reviews)
Mountain View Getaway
West Cornwall, CT
8% off
Price is AU$3,365
AU$3,365
AU$481 per night
includes taxes & fees
Image gallery for Lakefront Summer Spectacular in New England Just 2 Hours From NYC
1010 out of 10 rating
Exceptional
(75 reviews)
Lakefront Summer Spectacular in New England Just 2 Hours From NYC
Sharon, CT
15% off
Price is AU$2,685
AU$2,685
AU$384 per night
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
1010 out of 10 rating
Exceptional
(16 reviews)
100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
Washington, CT
17% off
Price is AU$23,335
AU$23,335
AU$3,334 per night
includes taxes & fees
Image gallery for Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
1010 out of 10 rating
Exceptional
(21 reviews)
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Washington, CT
8% off
Price is AU$11,305
AU$11,305
AU$1,615 per night
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
9.89.8 out of 10 rating
Exceptional
(11 reviews)
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Washington, CT
35% off
Price is AU$8,482
AU$8,482
AU$1,212 per night
includes taxes & fees
Image gallery for Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
Sandisfield, MA
8% off
Price is AU$2,476
AU$2,476
AU$354 per night
includes taxes & fees
Image gallery for 5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
1010 out of 10 rating
Exceptional
(10 reviews)
5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
New Marlborough, MA
16% off
Price is AU$7,462
AU$7,462
AU$1,066 per night
includes taxes & fees
Image gallery for Waterfront Cottage 10 Min From Great Barrington
1010 out of 10 rating
Exceptional
(97 reviews)
Waterfront Cottage 10 Min From Great Barrington
Great Barrington, MA
8% off
Price is AU$4,717
AU$4,717
AU$674 per night
includes taxes & fees
Image gallery for Romantic and Secluded Berkshire's Gem
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Romantic and Secluded Berkshire's Gem
New Marlborough, MA
8% off
Price is AU$7,610
AU$7,610
AU$1,087 per night
includes taxes & fees
Image gallery for Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
1010 out of 10 rating
Exceptional
(15 reviews)
Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
Sheffield, MA
8% off
Price is AU$6,641
AU$6,641
AU$949 per night
includes taxes & fees
Image gallery for Konkapot Cottage, Pastoral Bliss With Wide Views
1010 out of 10 rating
Exceptional
(20 reviews)
Konkapot Cottage, Pastoral Bliss With Wide Views
New Marlborough, MA
8% off
Price is AU$3,831
AU$3,831
AU$547 per night
includes taxes & fees
Image gallery for West Cornwall Cabin ~ 4 Mi to Covered Bridge!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
West Cornwall, CT
7% off
Price is AU$2,969
AU$2,969
AU$424 per night
includes taxes & fees
Image gallery for Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Great Barrington, MA
6% off
Price is AU$6,825
AU$6,825
AU$975 per night
includes taxes & fees
Image gallery for Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
Washington, CT
35% off
Price is AU$9,561
AU$9,561
AU$1,366 per night
includes taxes & fees
Image gallery for Cozy Red Cottage on Robinson Pond nestled between the Berkshires and Catskills.
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy Red Cottage on Robinson Pond nestled between the Berkshires and Catskills.
Copake, NY
15% off
Price is AU$3,116
AU$3,116
AU$445 per night
includes taxes & fees
Image gallery for Hudson Valley private 70's-style cabin on five acres, five minutes to town!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Hudson Valley private 70's-style cabin on five acres, five minutes to town!
Millerton, NY
15% off
Price is AU$1,552
AU$1,552
AU$222 per night
includes taxes & fees
Image gallery for Luxurious Mountain Retreat - Private 40-Acre Family Haven
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Luxurious Mountain Retreat - Private 40-Acre Family Haven
New Marlborough, MA
16% off
Price is AU$8,874
AU$8,874
AU$1,268 per night
includes taxes & fees
Image gallery for Mid-Century Home Surrounded by Meadows
1010 out of 10 rating
Exceptional
(7 reviews)
Mid-Century Home Surrounded by Meadows
Pine Plains, NY
8% off
Price is AU$7,324
AU$7,324
AU$1,046 per night
includes taxes & fees
Find spaces that suit your style
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Villa
Chalet
Find the best place to stay - Music Mountain
Cozy home close to Catamount, State Parks and the Harlem Valley Rail Trail.
Sleeps 6 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
A Design-Lover's Retreat in Litchfield County, CT - Escape to Pennybrook Cottage
Sleeps 4 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Spacious 5-bedroom house with Pool on 2 lovely acres
Sleeps 9 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Sleeps 6 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
20 reviews(20 reviews)
Best Outdoors near the Berkshires
Sleeps 5 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Top rated rentals - Music Mountain
Comfortable cottage with helpful host 5 minute walk from centre of town
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value