Vacation rentals in Bentley Brook

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Top-rated vacation rentals in Bentley Brook

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Condo in Hancock
All-season Berkshires ski resort condo - Sitzmark
Stay at the Jiminy Peak mountain resort near renowned museums, music, dance and theater in the beautiful Berkshires. You'll be steps from swimming, hiking, aerial adventures and thrill rides. Meals are easy with two resort restaurants, a country store and a fully equipped kitchen. Spend your days at Tanglewood, Hancock Shaker Village, Mass MoCA and other nearby attractions. Then relax on the deck or in front of TVs in each room. Return for skiing in the winter with a fireplace for extra warmth.
Oct 4 – 11
ﺩ.ﺇ637 per night
4.89 out of 5 average rating, 19 reviews
Guest favorite
Cottage in Lanesborough
Stone School Cottage
Romantic getaway or family vacation. Charming stone building served as a one-room schoolhouse from 1832 until 1950. Beautifully situated amidst horse farms on the scenic road to Mt Greylock, centrally located midway between Williamstown and Lenox. We host lots of writers and musicians who love the bright airy space, families that have fun in this big playhouse, and couples seeking a memorable and private retreat. PLEASE NOTE: this truly-unique building has an unusual layout, described below.
Apr 26 – May 3
ﺩ.ﺇ541 per night
4.93 out of 5 average rating, 219 reviews
Guest favorite
Condo in Hancock
Cozy Condo @ Jiminy Peak
Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.
Jul 22 – 29
ﺩ.ﺇ514 per night
4.83 out of 5 average rating, 131 reviews

Popular amenities for Bentley Brook vacation rentals

Other great vacation rentals in Bentley Brook

Guest favorite
Condo in Hancock
Upscale 2 bed/2bath Condo at a Mountain Resort!
Apr 21 – 28
ﺩ.ﺇ758 per night
4.95 out of 5 average rating, 19 reviews
Guest favorite
Apartment in Lanesborough
Cozy Rustic Apt. in 18th c. Berkshire Farmhouse
Oct 26 – Nov 2
ﺩ.ﺇ344 per night
4.86 out of 5 average rating, 92 reviews
Guest favorite
Condo in Hancock
SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
Sep 15 – 22
ﺩ.ﺇ951 per night
4.93 out of 5 average rating, 57 reviews
Guest favorite
Barn in Williamstown
Silo Suite with Berkshire Mountain Views!
Sep 6 – 13
ﺩ.ﺇ735 per night
5.0 out of 5 average rating, 54 reviews
Guest favorite
Apartment in Lanesborough
Cozy Berkshire Waterfront Home
Apr 9 – 16
ﺩ.ﺇ506 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Condo in Hancock
Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
Sep 13 – 20
ﺩ.ﺇ1,695 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Townhouse in Hancock
Jiminy Peak Mountainside Getaway in the Berkshires
Nov 2 – 9
ﺩ.ﺇ1,818 per night
5.0 out of 5 average rating, 35 reviews
Guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
Jun 5 – 12
ﺩ.ﺇ390 per night
4.99 out of 5 average rating, 101 reviews
Guest favorite
Home in Hancock
Jiminy Peak Peaceful Home in Berkshires
Aug 18 – 25
ﺩ.ﺇ1,451 per night
4.85 out of 5 average rating, 41 reviews
Guest favorite
Home in Lanesborough
Berkshire Bliss- 6BR/Minutes from Jiminy +38 acres
Oct 28 – Nov 4
ﺩ.ﺇ2,760 per night
4.95 out of 5 average rating, 88 reviews
Guest favorite
Apartment in Canaan
Mountain View Getaway
Jan 10 – 17
ﺩ.ﺇ334 per night
5.0 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Stephentown
Cozy 2-Bedroom Vacation Apartment
Apr 19 – 26
ﺩ.ﺇ379 per night
5.0 out of 5 average rating, 49 reviews

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