Lanesborough Rentals
- From $349 per night (USD)
VRBO
1 Bedroom Deluxe Condo, Sleeps 8, at Bentley Brook, Jiminy Peak Ski Mountain!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
This spacious one-bedroom resort suite measures approximately 780 to 880 square feet. You will enjoy two queen beds in t ...
From $349 per night (USD)VRBO
- From $419 per night (USD)
VRBO
2 Bedroom Deluxe Condo at Bentley Brook, Jiminy Peak Ski Mountain!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $419 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Studio Suite, w\/ Full Kitchen at Bentley Brook, at Jiminy Peak Ski Mountain!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious studio suite measures approximately 400 square feet. You will enjoy one queen Murphy bed and one queen sle ...
From $276 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Bentley Brook Resort 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, Bentley Brook resort is an exceptional choice for mountainside play. The area d ...
From $200 per night (USD)VRBO
- From $300 per night (USD)
VRBO
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Stay at the heart of it all. Walk to lifts, restaurants, shopping and amenities right from your door. It doesn’t get an ...
From $300 per night (USD)VRBO
- From $183 per night (USD)
VRBO
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This ski-in, ski-out loft is located right at the base of the mountain in the Thatcher Lodge in the heart of the village ...
From $183 per night (USD)VRBO
- From $799 per night (USD)
VRBO
2 Bedroom Deluxe Condo w\/ Kitchen at Bentley Brook, Jiminy Peak Ski Mountain!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $799 per night (USD)VRBO
- From $88 per night (USD)
Expedia
Close to Jiminy Peak! Wyndham Bentley Brook 2 Bd. dlx.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Everyone needs a place to lay their weary head. For travelers visiting Hancock, Wyndham at Bentley Brook is an excellent ...
From $88 per night (USD)Expedia
- From $88 per night (USD)
VRBO
Ski-In, Ski-Out at Wyndham Bentley Brook-2 Bedroom Deluxe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Everyone needs a place to lay their weary head. For travelers visiting Hancock, Wyndham at Bentley Brook is an excellent ...
From $88 per night (USD)VRBO
- From $269 per night (USD)
Expedia
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On\/Off, Fully Redone Count
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to the Woodlands. This unique Suite lies right on Jiminy Peak Mountain within the Country Inn. 1st Fl ...
From $269 per night (USD)Expedia
- Click For Pricing
VRBO
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Set amid a mountain haven, Bentley Brook Ski Oasis delivers an unmatched winter sanctuary. With seamless ski access, thi ...
Click For PricingVRBO
- Click For Pricing
VRBO
Bentley Brook Alpine Haven: Premier Ski-In\/Ski-Out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Set amid a mountain haven, Bentley Brook Ski Oasis delivers an unmatched winter sanctuary. With seamless ski access, thi ...
Click For PricingVRBO
- Click For Pricing
VRBO
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Bentley Brook Resort stands as a winter haven, providing unmatched ski-in, ski-out grandeur. Immerse yourself in the enc ...
Click For PricingVRBO
- From $194 per night (USD)
Expedia
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You want to pop out of bed, walk downstairs, and be right on the mountain - this is the place for you. This 1B ...
From $194 per night (USD)Expedia
- Click For Pricing
VRBO
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, an exceptional choice for mountainside play with access to ski lifts and equipm ...
Click For PricingVRBO
- Click For Pricing
Expedia
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, an exceptional choice for mountainside play with access to ski lifts and equipm ...
Click For PricingExpedia
- From $550 per night (USD)
VRBO
Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In\/Ski-Out Luxury
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to the enchanting world of Wyndham Bentley Brook, an exclusive ski-in/ski-out retreat cradled in the breathtakin ...
From $550 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In\/Ski-Out Bliss
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Embark on an Alpine Odyssey at Bentley Brook Ski-In/Ski-Out Resort, a haven for both seasoned skiers and first-time adve ...
From $390 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Ski-In\/Ski-Out Bliss: Bentley Brook Resort\" ⛷️🏔️✨ #SlopeSideLuxury\n\n\n\n\n\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Whether you're a seasoned skier or a first-time adventurer, our resort caters to all, providing access to pristine slope ...
From $409 per night (USD)VRBO
- From $519 per night (USD)
Expedia
2 Bedroom Deluxe Condo, Sleeps 8, Jiminy Peak Mountain Skiing, at Bentley Brook!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $519 per night (USD)Expedia
- From $88 per night (USD)
VRBO
Wyndham Bentley Brook! 2 Bd. dlx. in Hancock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Everyone needs a place to lay their weary head. For travelers visiting Hancock, Wyndham at Bentley Brook is an excellent ...
From $88 per night (USD)VRBO
- From $88 per night (USD)
Expedia
Mountainside Wyndham Bentley Brook! 2 Bd. dlx.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Everyone needs a place to lay their weary head. For travelers visiting Hancock, Wyndham at Bentley Brook is an excellent ...
From $88 per night (USD)Expedia
- From $88 per night (USD)
VRBO
Mountainside Wyndham Bentley Brook! 2 Bd. dlx.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Everyone needs a place to lay their weary head. For travelers visiting Hancock, Wyndham at Bentley Brook is an excellent ...
From $88 per night (USD)VRBO
- Click For Pricing
Expedia
Ski resort, Wydham Bently Brook in Berkshire mountains, MA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, this ski resort is an exceptional choice for mountainside play. The area delive ...
Click For PricingExpedia
- From $179 per night (USD)
VRBO
Gorgeous Mountain View Suite Ski On\/Off At Jiminy - Fully Redone Decor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to modern country comfort. This unique Suite lies right on Jiminy Peak Mountain within the Country Inn ...
From $179 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Mountainside Condo Ski In Ski Out
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the Berkshires, a getaway to Jiminy Peak offers everything you need, so close to home. Just a short walk back ...
From $149 per night (USD)Expedia
- Click For Pricing
VRBO
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
A stay at Bentley Brook Resort is a cozy, mountain retreat. Enjoy ski-in, ski-out access, spacious accommodations, and o ...
Click For PricingVRBO
- Click For Pricing
Expedia
Ski Jiminy Peak Xmas wk Sun-Wed 3 nites; Ski In\/Ski Out @Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wyndham Bentley Brook - Delux 2 Bedrm/2 Bathrm fully equipped Condo. Master Bdrm has K bed with shwr & jacuzzi, while 2n ...
Click For PricingExpedia
- Click For Pricing
Expedia
Ski Jiminy Peak Xmas wk Thurs-Sun 3 nites; Ski In\/Ski Out @Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wyndham Bentley Brook - Delux 2 Bedrm/2 Bathrm fully equipped Condo. Master Bdrm has K bed with shwr & jacuzzi, while 2n ...
Click For PricingExpedia
- Click For Pricing
VRBO
Slope-Side Ski-in Ski-Out: Bentley Brook Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Wyndham Bentley Brook, a premier ski-in, ski-out resort, offers the ultimate winter escape. Enjoy the slopes and cozy ac ...
Click For PricingVRBO
- Click For Pricing
VRBO
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, an exceptional choice for mountainside play with access to ski lifts and equipm ...
Click For PricingVRBO
- Click For Pricing
Expedia
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features a ...
Click For PricingExpedia
- Click For Pricing
VRBO
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Bentley Brook Resort offers an unparalleled getaway at the base of Jiminy Peak. Nestled in the picturesque Berkshires, ...
Click For PricingVRBO
- From $764 per night (USD)
VRBO
Ski-In, Ski-Out Left Bank Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to the Berkshires and all that Jiminy Peak Mountain Resort has to offer. This spacious townhome has all that you ...
From $764 per night (USD)VRBO
- From $88 per night (USD)
VRBO
Ski-In, Ski-Out at Wyndham Bentley Brook-2 Bedroom Deluxe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Everyone needs a place to lay their weary head. For travelers visiting Hancock, Wyndham at Bentley Brook is an excellent ...
From $88 per night (USD)VRBO
- From $88 per night (USD)
Expedia
Outside Adventure-Skiing, Hiking, and Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Everyone needs a place to lay their weary head. For travelers visiting Hancock, Wyndham at Bentley Brook is an excellent ...
From $88 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On\/Off at Mtn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This is the MOST UNIQUE suite in the Berkshires, specially designed for an incredible experience. The Master B ...
From $319 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Berkshires Lakefront Retreat by Evergreen Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated home on 4 private acres located only minutes from winter sports. Drive to Jiminy Peak in 15 minutes & Bo ...
From $524 per night (USD)Expedia
- Click For Pricing
Expedia
Guaranteed President's Day Ski Weekend for 4 Guests - 4 Nights - pay for 3!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
A fantastic opportunity to ski from Thursday until next Monday of President's Day weekend! This is an amazing bargain ...
Click For PricingExpedia
- Click For Pricing
Expedia
Wyndham Bentley Brook ~ Winter Recess
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
DVD Player Television Wi-Fi Internet Access Hairdryer Washer/Dryer In Unit Balcony/Patio Wyndham Bentley Brook. Locate ...
Click For PricingExpedia
- From $266 per night (USD)
VRBO
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: The most unique Suite in the Berkshires - This gorgeous Disney Themed Hotel Room will bring Mickey Magic to our ...
From $266 per night (USD)VRBO
- From $720 per night (USD)
Expedia
Family-Friendly Hancock Home: Walk to Slopes!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Situated in the town of Hancock, 'Whistling Birches' offers guests 4 bedrooms, 3 bathrooms, a prime location just steps ...
From $720 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Jiminy Peak Mountainside Getaway in the Berkshires
- Bedrooms:
- 6
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom, 3 full bath condo nestled in a quiet cul-de-sac is a short hop to the bunny ski lift! Newly re ...
From $495 per night (USD)VRBO
- From $222 per night (USD)
Expedia
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
This ski-in, ski-out condo is located right at the base of the mountain in JJ’s Lodge in the heart of the village at Jim ...
From $222 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Cozy Cabin on resort property in Cultural Berkshire. Pets are welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect cozy mountain house for a couple's getaway, a fun little trip with friends or with family to enjoy all the arts ...
From $289 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: You want to pop out of bed, walk downstairs and be right on the mountain - this is the place to be. This Styli ...
From $449 per night (USD)Expedia
- Click For Pricing
VRBO
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features a ...
Click For PricingVRBO
- From $570 per night (USD)
Expedia
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features a ...
From $570 per night (USD)Expedia
- Click For Pricing
VRBO
Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Family friendly resort with indoor/outdoor heated pool, 2 hot tubs, fitness gym, game room, ski/equip rentals, daily act ...
Click For PricingVRBO
- From $454 per night (USD)
VRBO
Comfortable Berkshires retreat on mtn resort, SISO
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Once a retreat for an NYC real estate family, this grand yet comfortable place in Jiminy Peak has retained the feel of a ...
From $454 per night (USD)VRBO
- From $799 per night (USD)
VRBO
Ski-in\/Ski-out - Club Wyndham Bentley Brook - Jiminy Peak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, Club Wyndham Bentley Brook offers direct access to the slopes. This 2 BR unit s ...
From $799 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Newly renovated townhouse, sleeps 8 located at Jiminy Peak Ski Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Let this newly renovated 3-bedroom, 2-bathroom townhouse, with European finishes, sky lights and brand new kitchen, bath ...
From $350 per night (USD)VRBO
- From $500 per night (USD)
VRBO
MLK and Pres weekend available! Ski in\/out - Jiminy Peak Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
I pre-reserved President and MLK weekend Friday to Monday for your family. Luxury Room is right on Jiminy Peak's learni ...
From $500 per night (USD)VRBO
- From $500 per night (USD)
VRBO
MLK and Pres weekend available! Ski in\/out - Jiminy Peak Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
I pre-reserved the Pres and MLK weekend Fri to Monday for your family! Luxury Room is right on Jiminy Peak's learning/b ...
From $500 per night (USD)VRBO
- From $433 per night (USD)
VRBO
Wyndham Bentley Brook Condo Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Nestled in the Berkshire Mountains at the base of Jiminy Peak Ski Mountain, Wyndham Bentley Brook takes "weekend getaway ...
From $433 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Snowdrop Lodge - Beautifully Renovated Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated berkshire condo within Jiminy Peak grounds. Corner unit with ample parking, only a short walk to s ...
From $200 per night (USD)VRBO
- Click For Pricing
VRBO
Ski-in\/Ski-out - Club Wyndham Bentley Brook - Jiminy Peak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, Club Wyndham Bentley Brook offers direct access to the slopes. This 2 BR unit s ...
Click For PricingVRBO
- Click For Pricing
VRBO
Ski season is here!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Clean and bright, this updated unit is located in the heart of Jiminy and offers impeccable comfort and convenience. Pa ...
Click For PricingVRBO
- From $539 per night (USD)
VRBO
2 Bedroom Condo, at Jiminy Peak Ski Mountain, Bentley Brook Resort!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $539 per night (USD)VRBO
- Click For Pricing
VRBO
2 Bedroom Deluxe Condo at Jiminy Peak Mountain, Skiing, Bentley Brook Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
Click For PricingVRBO
- Click For Pricing
VRBO
2 Bedroom Deluxe Condo w\/ Kitchen, at Jiminy Peak Ski Mountain, Bentley Brook!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
Click For PricingVRBO
- From $549 per night (USD)
VRBO
2 Bedroom Deluxe Condo at Jiminy Peak Ski Mountain, Bentley Brook Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the m ...
From $549 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Vacation Village in the Berkshires - 1 Bedroom \n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
There’s a romantic mysticism about the Berkshires, and you can soak it all in at Vacation Village in the Berkshires. Spr ...
From $120 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Vacation Village in the Berkshires - 1 Bedroom \n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
There’s a romantic mysticism about the Berkshires, and you can soak it all in at Vacation Village in the Berkshires. Spr ...
From $120 per night (USD)VRBO
- Click For Pricing
VRBO
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in\/out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski ...
Click For PricingVRBO
- From $275 per night (USD)
VRBO
Great Pet Friendly Condo at Jiminy Peak for Spring Skiing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Beautiful condo at Jiminy Peak's Country Village. Two-bedroom condo with a full bath and laundry, completely renovated i ...
From $275 per night (USD)VRBO