27,207 properties available

Located in Lanesborough, Massachusetts, United States. Lakefront Home on Pontoosuc Lake, the Berkshires Stunning Lakehouse: Lakefront property & house on 1-acre on Pontsoosuc Lake in western MA, 2600 sq.ft., 3 bedrooms / 2.5 baths, attached garage, in the heart of the Berkshires. New England - Cape Cod style property with open concept interior; tasteful, clean, and comfortable furnishings. Multiple work space options for keeping up with work on-the-fly while enjoying all that lake life has to offer. A large primary suite (King) sits on one side of the home, w/ two guest bedrooms (King, Queen) on the other end of the house. The three bedrooms are spacious, comfortable, and set up for relaxation. The master / primary en-suite includes an over-sized tub as well as a stand-up shower. Kitchen, dining, and living room areas are spacious and open, with high ceilings & skylights. Large screen hi-def flat screen tv in the main living room also has gas fireplace and a private library. Den overlooking the lake has a smaller tv; both TV's have Roku

Located in Lenox, New York, United States. Huge Designer House on 2 acres property, minutes to restaurants, museums Huge 3 bedroom 2 bath designer house sitting on 2 acres land in Lenox.Three hours from NYC and two from Boston. All museums and theaters are nearby (40 min to Clark or MassMoca), best restaurants and grocery shopping are within 5 min drive, 5 min to the skiing mountain or Tennis Club, best hiking right from your doorsteps.The house is beautifully furnished, has most comfortable beds, fully equipped kitchen, sunroom, fireplace, large salt water pool, sauna, movie system with a huge screen, and more. All you need to bring is a toothbrush.

Located in Lenox, New York, United States. Charming Berkshire Getaway in a Modern Comfortable House Beautiful 3 bedroom ranch style house decorated in mid century modern style. Kitchen and bathrooms are brand new along with new appliances in the kitchen. The living room has a fireplace and a lovely view on the Berkshire mountains. The 2 bedrooms have brand new mattresses. The 3rd bedroom can be used as an office but also has a sleeping sofa. The kitchen is fully equipped. The dining room has a nice view on the backyard. The house has a perfect location, minutes from downtown Lenox and within close proximity to all the Berkshire attractions.

Located in Hancock, Florida, United States. Studio Suite, w/ Full Kitchen at Bentley Brook, at Jiminy Peak Ski Mountain!! This spacious studio suite measures approximately 400 square feet. You will enjoy one queen Murphy bed and one queen sleeper sofa. Additional amenities include a full kitchen and dining area. Maximum occupancy is four.Ski-in and Ski-out your front door! Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. The area delivers a wealth of cultural attractions, museums, historic landmarks, shops and restaurants, making Wyndham Bentley Brook the the perfect home base for exploring nearby Berkshire County towns and attractions.These spacious studio, one- and two-bedroom resort suites comfortably sleep four to eight guests and range from 400 to 953 square feet. Suites feat

Located in Hancock, Florida, United States. Vacation Village In The Berkshires 5 Star Resort - Suite B Gold Crown Resort! Spectacular mountain views, clubhouse, indoor pool, outdoor pool, game room, playground, kiddy pool, basketball courts, volleyball, horseshoes. Suites and clubhouse have WiFi internet access. Resort is perfect for couple or family w/children... Resort offers outdoor jacuzzi, barbecue grills, fire pit and fitness center. Subject to availability of staff, resort may offer numerous scheduled daily activities. Suites are beautifully furnished.This Suite B has queen and sofa beds, a partial kitchen, and 552 square feet of living space.-OR- Consider the larger unit (Suite A) with 802 square feet, a private jacuzzi, king bed and full kitchen we have available at VRBO listing #664124.The prime summer weeks remaining and currently available : August 17 to August 24, 2024.Free movie rentals from the clubhouse (24/7).The staff at the front desk / clubhouse is available 24 hours a day to answer questions.

Located in Richmond, Utah, United States. Home in the woods with Views, Quiet, Gardens, near Tanglewood, Be secluded but within a short drive of the many cultural and natural attractions of this beautiful area. This lovely 3 BR, 3BA home has views of hills, gardens and trees visible from all windows throughout the house and from the screened porch and terrace. The cozy window seat is a favorite spot to see the views, distant and near, of Berkshire Hills and birds and trees. The property has multiple beautiful gardens in bloom throughout the summer and fall. Walk from the end of the driveway on "the loop", a 4 mile route on dirt roads taking you through field and forest. You may see porcupines, turkeys or fox; you may hear the Piliated Woodpecker. You are 15 minutes from Tanglewood and downtown Lenox and Stockbridge, MA. Richmond Pond, apple orchards, historic estates and hiking are nearby. Great Berskhires food scene! This is an "upside down" house with bedrooms and 2 baths on the lower level. Two rooms have sliding doors to

Located in Hancock, Florida, United States. Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base Bentley Brook Resort offers an unparalleled getaway at the base of Jiminy Peak. Nestled in the picturesque Berkshires, this premier retreat w/ luxury accommodations with access to world-class skiing.

Located in Hancock, Florida, United States. The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features an indoor and outdoor pool and a hot tub. There's also tennis courts on site. There is a full kitchen. A game room complete with a pool table offers recreational fun. A picnic area with plenty of barbecue grills is there for your use.

Located in Hancock, Florida, United States. IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES 2BEDROOM and 2 BATH CONDO. Master Bath has large whirlpool tub. also has full sized pull out couch and portable cribs available with WASHER/DRYER and FULLY STOCKED KITCHEN, TVs in each room. Large living room with dvd player and some with balconies overlooking mountains. POOL,HOT TUBS, MOVIE THEATER/ GAME ROOM/KIDS ACTIVITY. Ski lockers with SKI IN and OUT! !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

Located in Lenox, New York, United States. Center of Lenox, cozy 2-bedroom apartment REVIEWS https://abnb.me/kcBk7oCR6xb READ OUR AIRBNB REVIEWS https://abnb.me/kcBk7oCR6xbCHECK OUT THE ADJACENT 2 BEDROOM APARTMENT ALSO AVAILABLE:https://www.vrbo.com/3295517?unitId=3868613Our two story apartment is spacious and cozy all in one. Built in 1910, this charming home has been updated to create a more modern feel. The kitchen features all new stainless steel appliances and common kitchen essentials. The living room includes a comfy sectional recliner and lounge to enjoy streaming services on the smart tv (Cable service not available). Adjacent to the kitchen is a dining room with a 4 chair/one bench table that seats up to six (Please view photo of dining area and note deer mounts).Upstairs is the master bedroom which has a king size bed and closet. The second smaller bedroom features a queen size bed, dresser and closet. There is also a small open room adjacent to the guest room that includes a small dresser for additional stora

Located in Hancock, Florida, United States. Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony. Family friendly resort with indoor/outdoor heated pool, 2 hot tubs, fitness gym, game room, ski/equip rentals, daily activity schedule, Country Store, restaurants/dining and too many amenities to mention.

Located in Hancock, Florida, United States. Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl At the base of Jiminy Peak Ski Mountain, an exceptional choice for mountainside play with access to ski lifts and equipment rental just a few feet away, a winter wonderland for all ages. The area delivers a wealth of adventure making this the perfect home base for exploring Berkshire County attractions; mountainside rollercoasters and ropes courses to play on during the summer months there’s always something to do. After a day at play come back and enjoy one of the hot tubs or relax by the pool.

Located in Canaan, New Hampshire, United States. La Petite Porte Jaune Welcome to our stunning Upstate New York retreat, where relaxation meets adventure! This spacious house is the perfect getaway for groups of up to 10 guests, offering luxurious amenities and easy access to the beauty of the surrounding area.Step inside and be greeted by a stylish and comfortable living space, where you can unwind by the fireplace or gather for movie nights with loved ones. The fully equipped kitchen is a chef’s dream, complete with modern appliances and ample counter space for preparing delicious meals.But the real highlight of this retreat is the outdoor oasis awaiting you. Step onto the deck and soak your cares away in the inviting hot tub, surrounded by lush landscapes and the sounds of nature. For the ultimate relaxation experience, indulge in a session in the outdoor sauna, perfect for rejuvenating both body and mind.When it’s time to dine al fresco, fire up the BBQ grill and sizzle up some steaks or veggies while enjoying the fresh mountain

Located in New Lebanon, New York, United States. A cozy retreat to the farm life. Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years.Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. Farm tours are also available with a reservation.The barn is set with a very open floor plan - essentially one large room (besides the bathroom). There is bed space for four: a very high loft with a king bed, and a bunk bed down stairs in the back corner. This space could potentially sleep more than four. The building is heated solely with radiant heat. It has a fully functional kitchen with beautiful maple counter tops. Cabinets and other decorations are all shaker inspired. There is a large fireplace and also a stone fire ring on the patio, both

Located in Richmond, Utah, United States. Morning Face - Berkshire estate with heated pool, views and privacy. Morning Face is a meticulously restored Italian villa with privacy and mature gardens. Set on 20 acres, the beautifully landscaped grounds feature woodland gardens, pergola, heated pool (in season) and a formal terrace with fountain. The comfortable grand rooms are tastefully decorated. Morning Face includes 4 bedroom suites in addition to the library, living room, fireplaced den, additional den with twin daybed, dining room, breakfast room, custom kitchen and upstairs office with twin daybed.We are unable to accommodate events.

Located in Hancock, Florida, United States. Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort Welcome to Wyndham Bentley Brook, your gateway to the ultimate ski-in, ski-out experience at the majestic Jiminy Peak! Nestled in the heart of the picturesque Berkshire Mountains, this resort is a winter wonderland for snow enthusiasts and adventure seekers alike.Discover the epitome of convenience as you step right outside your door onto the pristine slopes of Jiminy Peak. Wyndham Bentley Brook offers unparalleled access to world-class skiing and snowboarding, ensuring that every moment on the mountain is filled with exhilaration and joy.The resort itself is a haven of comfort and luxury, featuring well-appointed accommodations designed to provide a cozy retreat after a day of thrilling outdoor activities. Spacious suites equipped with modern amenities offer a warm and inviting atmosphere, allowing you to unwind and recharge for another day of alpine adventures.

Located in Richmond, Utah, United States. Berkshires Getaway w/ Deck & Mountain Views! Escape to this tranquil 2-bedroom, 1-bath Richmond apartment situated in the foothills of the Berkshires. Complete with a full kitchen, Smart TV, spacious deck, 5 acres of stunning woodlands, and more, this elegant vacation rental was designed for your privacy and comfort. Start your day with a cup of coffee while listening to the sounds of the backyard stream. Then, venture out to the numerous restaurants, live theaters, hiking trails, and ski resorts, including Catamount Mountain Resort!-- THE PROPERTY --Step-Free Access | Fire Pit | ~6 Miles to TanglewoodPerfect for music enthusiasts, outdoorsy friends, or families looking for the ultimate getaway, this peaceful unit sets the stage for all your memorable adventures in the Berkshires.Bedroom 1: King Bed | Bedroom 2: Queen BedOUTDOOR LIVING: Spacious deck, outdoor furniture, yard, woodlands, stream, scenic viewsINDOOR LIVING: Smart TV w/ cable, sofa seating, laptop workspace, dining table,

Located in Lenox, New York, United States. Center of Lenox, cozy Apartment 2-bedroomREVIEWS https://abnb.me/kcBk7oCR6xb READ OUR AIRBNB REVIEWS https://abnb.me/kcBk7oCR6xbOur two story apartment is spacious and cozy all in one. Built in 1910, this charming home has been updated to create a more modern feel. The kitchen features all new stainless steel appliances and common kitchen essentials. The living room includes a comfy reclining couch and reclining rocker loveseat to enjoy streaming services on the smart tv (Cable service not available). Adjacent to the kitchen is a dining room with a 4 chair/one bench table that seats up to six. Upstairs is two bedrooms with a queen mattress, dresser(s) and closet. A queen size air mattress for additional sleeping arrangements is also available with linens . Upstairs features a small dedicated office space and reading nook. Down the hall, a spacious bathroom upstairs features a tiled bath/shower with detachable shower head and a washer/dryer. Extra linens and two sets of towels pro

Located in Hancock, Florida, United States. Bentley Brook at Jiminy Peak ^^ 2 Bedroom Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. Then return to your beautiful resort, filled with delightful amenities and activities.EXPERIENCE THE BERKSHIRESFeel the rush when you hit the slopes in this powdered wonderland.Reconnect with nature, break away from the daily grind and renew your perspective with a mountain escape.These resort condos are so much more than a place to lay your head at night. You have your choice of spacious accommodations in a variety of floor plans.Plus, you’ll delight in the luxury of all the comforts of home. Many suites have the following great features:Spacious living rooms with large-screen TV, DVD player and even vid

Located in Hancock, Florida, United States. Bentley Brook at Jiminy Peak ^ Studio Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. Then return to your beautiful resort, filled with delightful amenities and activities.EXPERIENCE THE BERKSHIRESFeel the rush when you hit the slopes in this powdered wonderland.Reconnect with nature, break away from the daily grind and renew your perspective with a mountain escape.These resort condos are so much more than a place to lay your head at night. You have your choice of spacious accommodations in a variety of floor plans.Plus, you’ll delight in the luxury of all the comforts of home. Many suites have the following great features:Spacious living rooms with large-screen TV, DVD player and even video g

Located in Hancock, Florida, United States. Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss Embark on an Alpine Odyssey at Bentley Brook Ski-In/Ski-Out Resort, a haven for both seasoned skiers and first-time adventurers alike. Our resort is tailored to cater to a spectrum of skill levels, ensuring everyone finds their perfect slope. After a day of conquering the mountains, escape to our inviting spaces where warmth and comfort await, creating an atmosphere of pure relaxation.Savor the culinary delights of our restaurants within walking distance, where exquisite dining experiences complement the enchanting alpine ambiance. At Bentley Brook, our commitment to excellence transcends the slopes, curating an entire stay filled with moments of adventure, relaxation, and unparalleled luxury.

Located in Hancock, Florida, United States. Ski in/out @ Jimney Peak Mountain This is a timeshare that I booked but I am unable to use this year!! A very desirable time of year - Presidents week!! Ski in ski out at Jimney Peak mountain and stay at Wyndham Bentley Brook - a wonderful active family vacation . Huge 20 person hot tub - outdoor pool in the middle of winter! A bunch of activities designed to keep your family busy. We have stayed here 3 times and loved every time but unfortunately can't go this year. Hotel rules apply Check in is 4 pm and check out10 am. There are no refunds - once payment is made I need 1st and last name of person checking in along with Address on there drivers license to transfer reservation to Wyndham.

Located in Hancock, Florida, United States. 2 Bedroom Deluxe Condo, Sleeps 8, Jiminy Peak Mountain Skiing, at Bentley Brook! This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the master bedroom, two full beds in the guest bedroom and a queen sleeper sofa in the living room. Additional amenities include, a full kitchen and dining area, two bathrooms, washer/dryer and a balcony. Maximum occupancy is eight. Private sleeping area sleeps six.Ski-in and Ski-out your front door! Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. The area delivers a wealth of cultural attractions, museums, historic landmarks, shops and restaurants, making Wyndham Bentley Brook the the perfect home base for exploring nearby Berkshire County tow

Located in Hancock, Florida, United States. 2 Bedroom Deluxe Condo w/ Kitchen, at Jiminy Peak Ski Mountain, Bentley Brook! This spacious two-bedroom resort suite measures approximately 843 to 953 square feet. You will enjoy a king bed in the master bedroom, two full beds in the guest bedroom and a queen sleeper sofa in the living room. Additional amenities include, a full kitchen and dining area, two bathrooms, washer/dryer and a balcony. Maximum occupancy is eight. Private sleeping area sleeps six.Ski-in and Ski-out your front door! Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. The area delivers a wealth of cultural attractions, museums, historic landmarks, shops and restaurants, making Wyndham Bentley Brook the the perfect home base for exploring nearby Berkshire County towns