Hancock Rentals
- From $400 per night (USD)
VRBO
Home in the Berkshires
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We are renting our 4 bedroom vacation house on 3 acres in the Berkshires for the summer/fall/winter. It has 2 master sui ...
From $400 per night (USD)VRBO
- From $509 per night (USD)
Expedia
Gorgeous 3BR 3BA Sleeps 8 Ski On \/ Off Jiminy Peak-2000 Sq Ft Mountainside Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Right on the mountain, this spacious 1900 sq. ft. retreat Condo is your home away from home. It's the best way ...
From $509 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Berkshires Jiminy Peak Mountainside Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful two bedroom two bath fully furnished condominium style unit at Jiminy Peak. Home away from home! Fully furnis ...
From $249 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Wyndham Bentley Brook-Ski In\/Out, Pool, Next to Jiminy Peak - Only 25% Deposit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
*Vrbo is currently experiencing technical issues related to displaying accurate information under “Rooms & beds.” The co ...
From $172 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You want to pop out of bed, walk outside, and be right on the mountain This 1BR 1 BA Ground Floor Unit Charmin ...
From $249 per night (USD)VRBO
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Expedia
IN\/OUT SKIING CONDO , POOL, MOVIE THEATER\/ KIDS ACTIVITIES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
2BEDROOM and 2 BATH CONDO. Master Bath has large whirlpool tub. also has full sized pull out couch and portable cribs a ...
Click For PricingExpedia
- From $177 per night (USD)
VRBO
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You want to pop out of bed, walk downstairs, and be right on the mountain This 1BR 1 BA Ground Floor Unit righ ...
From $177 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Ski on ski off 1 Br loft condo in the village center with private gated parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Completely remodeled 1 Br loft condo with pull out sleeper sofa located steps from everything Jiminy has to offer.Unit f ...
From $613 per night (USD)Expedia
- From $84 per night (USD)
VRBO
Wyndham Bentley Brook-Ski In\/Out, Indoor + Outdoor Pools - Only 25% Deposit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
WHAT YOU’LL LOVE: Nestled among the Berkshire Mountains, you will find a true New England treasure; Wyndham Bentley B ...
From $84 per night (USD)VRBO
- From $208 per night (USD)
Expedia
UNIQUE - 1BR Country Condo @ Jiminy Peak
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Come and enjoy this increditable country decor. Soak up this country cottage charm while sipping your coffee or tea with ...
From $208 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On\/Off at Mountain Base
- 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 $159 per night (USD)VRBO
- From $84 per night (USD)
VRBO
Wyndham Bentley Brook-Ski In\/Out, Pool, Next to Jiminy Peak - Only 25% Deposit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
WHAT YOU’LL LOVE: Nestled among the Berkshire Mountains, you will find a true New England treasure; Wyndham Bentley B ...
From $84 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Mountainside Condo @ Jiminy Peak in the Berkshires
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
Treat yourself and be our guest at our terrific mountainside getaway, a private condo nestled at the base of Jiminy Peak ...
From $295 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Ski In & Ski Out - Deluxe 1 Bedroom Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Fantastic location at the base of Jiminy Peak Ski Resort. Fully equipped deluxe one bedroom condo with ski in and ski o ...
From $499 per night (USD)Expedia
- From $570 per night (USD)
VRBO
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)VRBO
- From $388 per night (USD)
Expedia
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $388 per night (USD)Expedia
- From $251 per night (USD)
VRBO
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
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 $251 per night (USD)VRBO
- From $445 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 $445 per night (USD)Expedia
- From $388 per night (USD)
VRBO
The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $388 per night (USD)VRBO
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Expedia
Full Week of Ski-in,Ski-out @ Jiminy Peak Club Whyndam Bently Brook in Berkshire
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Full week rental only, Feb. 18 (in at 3pm) to Feb 25(check out 11am) @ Club Whyndham Bently Brook Resort @ Jiminy Peak ...
Click For PricingExpedia
- 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 $746 per night (USD)
VRBO
Jiminy Peak, Berskshires, MA, Luxe Living
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
5 Bed/3 Bath Newly renovated, free-standing Ski-in/ski-out, Black Diamond, Mountainside, Jiminy Peak Private owner's en ...
From $746 per night (USD)VRBO
- From $187 per night (USD)
VRBO
1st Floor Mountain View Suite Ski On\/Off At Jiminy- Fully Redone Decor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You want to pop out of bed, walk down hall, and be right on the mountain This 1BR 1 BA Ground Floor Unit Charm ...
From $187 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Deluxe Mountain View Nautical Suite Jiminy Ski On\/Off- Fully Redone Decor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You want to pop out of bed, walk down hall, and be right on the mountain This 1BR 1 BA off lobby Unit has som ...
From $166 per night (USD)Expedia
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VRBO
1 Bedroom Deluxe Condo, Sleeps 6, Skiing at Jiminy Peak Mountain, Bentley Brook!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This spacious one-bedroom resort suite measures approximately 780 to 880 square feet. You will enjoy two queen beds in t ...
Click For PricingVRBO
- From $529 per night (USD)
Expedia
2 Bedroom Condo, Sleeps 8, Skiing, Jiminy Peak 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 $529 per night (USD)Expedia
- Click For Pricing
VRBO
2 Bedroom Deluxe - Club Wyndham Bentley Brook\n\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
At the base of Jiminy Peak Ski Mountain, this resort is an exceptional choice for mountainside play. The area delivers a ...
Click For PricingVRBO
- Click For Pricing
VRBO
2 Bedroom Deluxe Condo w\/ Full Kitchen at Bentley Brook, Jiminy Peak Ski Mount!!
- 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 $276 per night (USD)
VRBO
Private Berkshire Cabin on 27acres near Jiminy Peak. Book summer now!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Secluded mountain home surrounded by 27 acres yet convenient to major attractions including Jiminy Peak, Williamstown, L ...
From $276 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Vacation Village In The Berkshires 5 Star Resort - Suite B
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gold Crown Resort! Spectacular mountain views, clubhouse, indoor pool, outdoor pool, game room, playground, kiddy pool, ...
From $130 per night (USD)VRBO
- From $542 per night (USD)
VRBO
Family Friendly Townhouse in the Heart of Jiminy Peak
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the Jiminy Peak Mountain Resort and explore the Berkshires during Spring, Summer, and Fall in this highly desirabl ...
From $542 per night (USD)VRBO
- From $485 per night (USD)
VRBO
Beautiful Two Bedroom, Ski In\/Out, Mountainside, Home away from Home!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Jiminy Peak - This beautiful and premium condo was just renovated for the 2016 ski season. It is fully equipped with eve ...
From $485 per night (USD)VRBO
- From $723 per night (USD)
VRBO
Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
100% private free standing house with private parking and entrance. No indoor common/shared areas. Quick walk thru woo ...
From $723 per night (USD)VRBO
- From $387 per night (USD)
VRBO
Mountainside: Large 3-level Jiminy Peak Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
From our easily accessible, newly renovated, fully equipped spacious home you can walk to the ski trails, hike and explo ...
From $387 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Quiet & private small horse farm only 1.5 miles to Jiminy Peak. Pet friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The entire second floor of our horse barn is 1000+ square feet of cozy enjoyment, featuring a queen bed in the bedroom, ...
From $225 per night (USD)VRBO
- From $553 per night (USD)
VRBO
Wyndham Bentley Brook Condo Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy great year round activities from white water rafting and hiking in the summer, to skiing at the famous Jiminy Peak ...
From $553 per night (USD)VRBO
- Click For Pricing
VRBO
Jiminy Peak ski in\/ski out Wyndham Bentley Brook
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Wyndham Bentley Brook. Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully e ...
Click For PricingVRBO
- From $146 per night (USD)
VRBO
Hancock, MA: Studio w\/Valley Views at All-Seasons Resort: Skiing, Hiking & More!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Complete your Berkshires retreat with a stay in the spacious Studios, perfect for romantic couples and small families. S ...
From $146 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Wyndham Bentley Brook - Jiminy Peak ski in\/out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, living ...
From $400 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Berkshires Living!! Beautiful Location, Breathtaking Sunsets, Fully Reno Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy your own private summer mountaintop in the Berkshires - Two story, completely renovated air conditioned home on ...
From $250 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Bentley Brook Jiminy Peak ski in ski out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, living ...
From $800 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Wyndham Bentley Brook at Jiminy Peak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, livin ...
From $375 per night (USD)VRBO
- Click For Pricing
VRBO
Bentley Brook ski in\/ski out at Jiminy Peak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, livin ...
Click For PricingVRBO
- From $439 per night (USD)
VRBO
Summer in the Berkshires...Mountain Fun, Tanglewood, and more!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful three bedroom two bathroom condo is located in JJs Lodge in middle of it all. Spacious, immaculately clea ...
From $439 per night (USD)VRBO
- From $480 per night (USD)
VRBO
Wyndham Bentley Brook at Jiminy Peak ski in ski out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, living ...
From $480 per night (USD)VRBO
- From $357 per night (USD)
VRBO
Wyndham Bentley Brook Jiminy Peak ski in\/out unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, livin ...
From $357 per night (USD)VRBO
- From $178 per night (USD)
VRBO
Comfy Suite in the Berkshires w\/ WiFi & Great Resort Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
So much, So Close - Nestled in the Berkshires, a getaway to Jiminy Peak offers everything you need, so close to home. Sp ...
From $178 per night (USD)VRBO
- Click For Pricing
VRBO
Wyndham Bentley Brook at ski in\/ ski out Jiminy Peak
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, livin ...
Click For PricingVRBO
- Click For Pricing
VRBO
Ski in\/out @ Jimney Peak Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 80
This is a timeshare that I booked but I am unable to use this year!! A very desirable time of year - Presidents week!! S ...
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- Click For Pricing
Expedia
Ski resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Family oriented ski resort . Many amenities with activities for all age groups .No need to leave the property .Swimming ...
Click For PricingExpedia
- From $88 per night (USD)
VRBO
Ski-in and Ski-out your front door! Wyndham Bentley Brook 2 Bd.
- 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 $598 per night (USD)
Expedia
Hancock Village Inn at Jiminy Peak
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 17
Discover the ultimate retreat at Hancock Village Inn! Ideal for groups and families of all sizes and ages our expansive ...
From $598 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Cozy couple resort style condo overlooks the beautiful Massachusetts mountains.\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A dream getaway. Perfect for a couple or family. Enjoy a late night swim and or a game of pool in the clubhouse. Wake up ...
From $294 per night (USD)VRBO
- Click For Pricing
Expedia
WEEKEND FUN
- 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
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VRBO
VACATION VILLAGE IN THE BERKSHIRES MA-2 BDRM CONDO
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Professionally decorated in a traditional New England style, Vacation Village in the Berkshires offers spacious suites w ...
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- From $278 per night (USD)
Expedia
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On\/Off Country Inn Redone
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You want to pop out of bed, walk outside, and be right on the mountain - this is the place for you. This 1BR, ...
From $278 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Springtime in the Berkshires
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bring the whole family to this great place with lots of room for fun. Jiminy Peak in Hancock, Massachusetts offers exce ...
From $186 per night (USD)VRBO
- Click For Pricing
VRBO
2 Bedroom Condo, Sleeps 8, Kitchen, 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
- Click For Pricing
VRBO
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Welcome to Wyndham Bentley Brook, your gateway to the ultimate ski-in, ski-out experience at the majestic Jiminy Peak! N ...
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- Click For Pricing
VRBO
Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!\"
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Experience the ultimate ski-in, ski-out getaway at Wyndham Bentley Brook, nestled in the heart of the Berkshire Mountain ...
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VRBO
Fun on the slopes with pool @Vacation Village Berkshires1.0 miles to Jiminy Peak
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bring your family at this private unit at the Vacation Village in the Berkshires. Views of the Jiminy Peak Ski Resort sl ...
Click For PricingVRBO
- From $433 per night (USD)
VRBO
Woodland 5-BR Retreat 5-Min to Jiminy Peak
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Nestled in the Berkshires, this 5-BR family home combines comfort and tranquility. The open floor plan connects ...
From $433 per night (USD)VRBO
- From $799 per night (USD)
VRBO
Escape to Serenity: Unplug in the Berkshires!\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
In our modern world, "unplugging" has never been more important. Vacation Village in the Berkshires offers the perfect l ...
From $799 per night (USD)VRBO
- From $159 per night (USD)
Expedia
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: You want to pop out of bed, walk out your door, and be right on the mountain - this is the place for you. This ...
From $159 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Must See Jurassic Dino Suite At Jiminy Country Inn - Sleeps 4 Ski On\/Off at Mtn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to the Jurassic Era! This is the most epic suite in all of the Berkshires! Brand new, you will love a ...
From $266 per night (USD)VRBO
- Click For Pricing
VRBO
Bentley Brook at Jiminy Peak ^ Studio
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
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 $656 per night (USD)
VRBO
Beautiful 4 Bedroom Townhouse in the Berkshires at Jiminy Peak Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Located slope side at Jiminy Peak mountain resort in Hancock, MA, this townhouse offers guests 4 bedrooms, 3 bathrooms, ...
From $656 per night (USD)VRBO
- From $329 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 $329 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 $150 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 $150 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Ski-In\/Ski-Out at Jiminy Peak in the Country Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Jiminy Peak Mountain Resort is the perfect Berkshire get away for skiing, mountain biking, snow shoeing, mountain coaste ...
From $150 per night (USD)Expedia
- Click For Pricing
VRBO
Bentley Brook at Jiminy Peak ^^ 2 Bedroom
- 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 $225 per night (USD)
Expedia
Charming Farmhouse; 2 Bed \/ 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come experience the charms of our 18th century family farmhouse, where old meets new to combine into a cozy weekend geta ...
From $225 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
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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 $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 $319 per night (USD)
Expedia
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)Expedia
- From $249 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 $249 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Winterberry Lodge: NEWLY RENOVATED Spacious Berkshire Getaway at Jiminy Peak
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
FULLY RENOVATED FALL 2023. Beautiful Berkshire home with modern furnishings. This fabulous multi-level 3 bedroom house ...
From $391 per night (USD)VRBO
- From $708 per night (USD)
VRBO
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 $708 per night (USD)VRBO
- From $220 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 $220 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 $1000 per night (USD)
Expedia
ONTARA....
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ONTARA, Place of the New Light...in the Berkshires...on the mountainside, with the back of the property on the New York ...
From $1000 per night (USD)Expedia
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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
- From $449 per night (USD)
VRBO
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)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 $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 $182 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 $182 per night (USD)VRBO
- 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
- 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
- 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
- Click For Pricing
Expedia
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 PricingExpedia
- 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
- 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)
VRBO
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)VRBO
- 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