
Holiday rentals near Broad Brook Trailhead
We found 582 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Broad Brook Trailhead, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a pool and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Broad Brook Trailhead
Showing deals for:7 Nov - 14 Nov
Image gallery for Perfect for a peaceful get away in clean fresh Vermont air!

1010 out of 10 rating
Exceptional
(74 reviews)
Perfect for a peaceful get away in clean fresh Vermont air!
Bennington, VT
8% off
Price is AU$2,396
AU$2,396
AU$342 per night
includes taxes & fees
Image gallery for Lake life at Woodford Cottage

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Lake life at Woodford Cottage
Bennington, VT
12% off
Price is AU$2,648
AU$2,648
AU$378 per night
includes taxes & fees
Image gallery for 3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome

9.69.6 out of 10 rating
Exceptional
(10 reviews)
3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
Williamstown, MA
16% off
Price is AU$3,057
AU$3,057
AU$437 per night
includes taxes & fees
Image gallery for Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...

1010 out of 10 rating
Exceptional
(74 reviews)
Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...
Bennington, VT
8% off
Price is AU$8,531
AU$8,531
AU$1,219 per night
includes taxes & fees
Image gallery for Bear Creek Cabin

1010 out of 10 rating
Exceptional
(34 reviews)
Bear Creek Cabin
Charlemont, MA
21% off
Price is AU$4,097
AU$4,097
AU$585 per night
includes taxes & fees
Image gallery for Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
Wilmington, VT
8% off
Price is AU$4,629
AU$4,629
AU$661 per night
includes taxes & fees
Image gallery for Stunning views of Lake Whitingham+ Minutes from downtown Wilmington!

1010 out of 10 rating
Exceptional
(6 reviews)
Stunning views of Lake Whitingham+ Minutes from downtown Wilmington!
Wilmington, VT
7% off
Price is AU$3,486
AU$3,486
AU$498 per night
includes taxes & fees
Image gallery for Walk to campus; open concept kitchen/living;nature trail at end of this quiet st

8.48.4 out of 10 rating
Very good
(5 reviews)
Walk to campus; open concept kitchen/living;nature trail at end of this quiet st
Williamstown, MA
8% off
Price is AU$3,473
AU$3,473
AU$496 per night
includes taxes & fees
Image gallery for Cozy A-Frame Cabin w/ Pool Table: 8 Mi to Mt Snow!

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Cozy A-Frame Cabin w/ Pool Table: 8 Mi to Mt Snow!
Wilmington, Vermont
6% off
Price is AU$3,250
AU$3,250
AU$464 per night
includes taxes & fees
Image gallery for Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow

1010 out of 10 rating
Exceptional
(18 reviews)
Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow
Wilmington, VT
8% off
Price is AU$4,708
AU$4,708
AU$673 per night
includes taxes & fees
Image gallery for Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

1010 out of 10 rating
Exceptional
(132 reviews)
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Wilmington, VT
5% off
Price is AU$4,045
AU$4,045
AU$578 per night
includes taxes & fees
Image gallery for Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

1010 out of 10 rating
Exceptional
(44 reviews)
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Whitingham, VT
8% off
Price is AU$3,532
AU$3,532
AU$505 per night
includes taxes & fees
Image gallery for HotTub&GameRm&Traeger Smoker-Across from Golf, 5 min to Lake, 15 min 2 Mt Snow

1010 out of 10 rating
Exceptional
(5 reviews)
HotTub&GameRm&Traeger Smoker-Across from Golf, 5 min to Lake, 15 min 2 Mt Snow
Wilmington, VT
15% off
Price is AU$4,571
AU$4,571
AU$653 per night
includes taxes & fees
Image gallery for 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY

9.69.6 out of 10 rating
Exceptional
(17 reviews)
3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
Lanesborough, MA
23% off
Price is AU$5,555
AU$5,555
AU$794 per night
includes taxes & fees
Image gallery for Exceptionally beautiful and spacious country home

1010 out of 10 rating
Exceptional
(28 reviews)
Exceptionally beautiful and spacious country home
Eagle Bridge, NY
8% off
Price is AU$4,569
AU$4,569
AU$653 per night
includes taxes & fees
Image gallery for Private Berkshire Cabin on 27acres near Jiminy Peak.

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Private Berkshire Cabin on 27acres near Jiminy Peak.
Williamstown, MA
13% off
Price is AU$3,643
AU$3,643
AU$520 per night
includes taxes & fees
Image gallery for Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!

1010 out of 10 rating
Exceptional
(6 reviews)
Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
Wilmington, VT
8% off
Price is AU$11,531
AU$11,531
AU$1,647 per night
includes taxes & fees
Image gallery for ❄️Chimney Hill. Mt. Snow ski home-Cozy Family home sleeps 6❄️

1010 out of 10 rating
Exceptional
(16 reviews)
❄️Chimney Hill. Mt. Snow ski home-Cozy Family home sleeps 6❄️
Wilmington, VT
12% off
Price is AU$4,095
AU$4,095
AU$585 per night
includes taxes & fees
Image gallery for Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

9.49.4 out of 10 rating
Exceptional
(15 reviews)
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Charlemont, Massachusetts
14% off
Price is AU$1,853
AU$1,853
AU$265 per night
includes taxes & fees
Image gallery for Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

1010 out of 10 rating
Exceptional
(5 reviews)
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Lanesborough, MA
12% off
Price is AU$4,670
AU$4,670
AU$667 per night
includes taxes & fees
Image gallery for Outdoor Enthusiasts Paradise in Beautiful Vermont!

1010 out of 10 rating
Exceptional
(15 reviews)
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Wilmington, VT
12% off
Price is AU$2,428
AU$2,428
AU$347 per night
includes taxes & fees
Image gallery for Brand New Luxury Vermont Retreat near Mt. Snow

1010 out of 10 rating
Exceptional
(9 reviews)
Brand New Luxury Vermont Retreat near Mt. Snow
Wilmington, VT
8% off
Price is AU$6,380
AU$6,380
AU$911 per night
includes taxes & fees
Image gallery for Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

9.69.6 out of 10 rating
Exceptional
(31 reviews)
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Pownal, VT
8% off
Price is AU$2,876
AU$2,876
AU$411 per night
includes taxes & fees
Image gallery for Taborton Harvest Boulder Pines Cabin in the woods

1010 out of 10 rating
Exceptional
(12 reviews)
Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake, NY
8% off
Price is AU$1,471
AU$1,471
AU$210 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Broad Brook Trailhead
6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort
Sleeps 14 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Vacation Village in the Berkshires
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
1,928 reviews(1,928 reviews)
Jiminy Peak Mountain Resort
Sleeps 8 · 3 bedrooms
8.28.2 out of 10
Very goodvery good
957 reviews(957 reviews)
Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Berkshire Village Carriage House - Super Private!!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
254 reviews(254 reviews)
Contemporary Berkshire Home with Views of Taconic Golf Course
Sleeps 10 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 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