Pittsfield State Forest Rentals
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VRBO
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 ...
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- 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
- From $130 per night (USD)
VRBO
Near Tanglewood: Historic Summer Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly-renovated Berkshire Hills home where rustic charm meets modern elegance. Ideal for families or groups. The open-st ...
From $130 per night (USD)VRBO
- From $289 per night (USD)
Expedia
house with view in the berkshires\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the charm of this newly renovated home with a wrap-around deck with vistas of a lake and mountains. Airy ope ...
From $289 per night (USD)Expedia
- From $900 per night (USD)
VRBO
Large, comfortable house and yard located on a beautiful lake.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Bring extended family or a group of friends to this great house with lots of room for fun, on a beautiful lake, just min ...
From $900 per night (USD)VRBO
- From $392 per night (USD)
VRBO
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 25
Welcome.....we invite you to come enjoy the great space of our beautiful home with your family and friends in our unique ...
From $392 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Beautiful Waterfront home with deep water dock on Onota Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Our 3 bedroom, 2 bath home has a huge 3 season sun room on the second floor with an even bigger covered deck below. The ...
From $330 per night (USD)VRBO
- From $771 per night (USD)
VRBO
6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Our 6BR home is super comfortable, designed for multiple families to share (max 14 guests), up to date, and just minutes ...
From $771 per night (USD)VRBO
- From $274 per night (USD)
VRBO
Berkshires 4br\/2ba, MEMORIAL TO LABOR DAY, '24
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BERKSHIRES - 4 BR/2BA - Spring &/Or Summer, '24. (Prefer Memorial to Labor Day. PRICE IS BASED ON FULL SEASON RENTAL, BO ...
From $274 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Berkshire Pontoosuc Lake Beauty-Modern Amenities On The Lake
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This home has been 100% remodeled! With a beautiful spot directly on Lake Pontoosuc, the new kitchen, bathrooms, firepla ...
From $600 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two bedroom condo in the Mountainside area is one of the most luxurious and appealing places to stay at Jiminy Peak ...
From $213 per night (USD)VRBO
- From $311 per night (USD)
VRBO
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Greetings from John at the American House! This is the perfect getaway to destress and relax! This is an original Lincol ...
From $311 per night (USD)VRBO
- From $469 per night (USD)
VRBO
Berkshire Lake House vacation home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Gorgeous Summer Home located in an ideal setting, on the shore of one of the Berkshire's largest lakes! Private Waterfro ...
From $469 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Stylish cottage located by Pontoosuc Lake with lake views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back and relax in this French influenced, stylish cottage located in one of the best Pontoosuc Lake neighborhoods t ...
From $299 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Lovely bright apartment in pastoral shaker barn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Berkshire living at its best! This historic shaker barn on 2 open acres has three apartments. Rent one or more for your ...
From $153 per night (USD)VRBO
- From $200 per night (USD)
Expedia
345 Cozy Stay! 1.5 Miles to Pontoosuc Lake \n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect place for those seeking peace and quiet and lovers of nature and beautiful spaces. Easy access to all things ...
From $200 per night (USD)Expedia
- From $516 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 $516 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 $200 per night (USD)
VRBO
Spend the summer on a Berkshires Lake - convenient to everything
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our busy schedule is your gain! Come spend the summer lakeside. Just bring your swimsuit and a toothbrush. Mid - Berkshi ...
From $200 per night (USD)VRBO
- From $1300 per night (USD)
VRBO
Stone Villa: 20 minutes to Tanglewood
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
This property is like nothing you've ever seen. After 2 years of renovation, we welcome you to the Stone Manor --a 150-y ...
From $1300 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Caretaker's Cottage: 20 minutes to Tanglewood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This property is like nothing you've ever seen--a gem near the top of Mt. Lebanon with 86-acres of forest, streams, wate ...
From $300 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
- From $381 per night (USD)
VRBO
Historic New Lebanon Hideaway on 33 Private Acres!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Get the cozy bed and breakfast feel all to yourself at this New Lebanon vacation rental. This sprawling home with 5 beds ...
From $381 per night (USD)VRBO
- From $120 per night (USD)
Expedia
Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the Berkshires and step back in time with a stay in our charming historic home, conveniently located near the ...
From $120 per night (USD)Expedia
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Expedia
This house is a 3 bedroom(s), 1 bathrooms, located in Lanesborough, MA.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Ski, Sun, Relax, Repeat. This gorgeous ranch home is located 13 minutes from Jiminy Peak, and 19 minutes from Bosquet Mo ...
Click For PricingExpedia
- From $139 per night (USD)
Expedia
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 $139 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Ray of Sunshine Berkshire Home on Pontoosuc Lake
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
BRAND NEW CONSTRUCTION! But we're not new to this market. This is our 4th home on Pontoosuc Lake. We've been successf ...
From $667 per night (USD)VRBO