358,603 properties available

Located in Hancock, Florida, United States. Wyndham Bentley Brook Condo Resort Enjoy great year round activities from white water rafting and hiking in the summer, to skiing at the famous Jiminy Peak at this ski in ski out resort. The newly opened Ramblewild Aerial Park is the talk of the town! Your 2 bedroom private condo sleeps 8. It has a king size bed in the master bedroom for 2 along with a Jacuzzi tub, then 2 double beds in the second bedroom accommodating two more persons in each bed, giving you room for four more, then a full size sleeper sofa in the living room for two more. The unit is fully equipped for cooking with a full size kitchen complete with oven, stove, microwave, dishwasher, pots, pans, glassware, silverware, and full size refrigerator. There are flat screen televisions in each bedroom plus in the living room.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.

Located in Pittsfield, Wisconsin, United States. Cozy Renovated with 1 parking space 1 Bedroom, 1 bath with 1 off-street parking space. Cozy renovated unit features western and eastern exposures, eat in kitchen, stainless steel appliances,microwave, dishwasher, granite countertops, bathroom with bathtub and window, finished partial wood floors, mini splits throughout apt. and private porch. Property is conveniently located nearby to hospitals, restaurants, shops, transportation hubs, parks, lakes, gas stations, financial institutions, Skiing facilities, shops, grocery stores,car wash, restaurants, laundry and dry cleaning services.

Located in Lenox, New York, United States. Renovated Lenox Haus close to downtown This Dutch colonial home with 3 or 4 bedrooms is located in Schermerhorn Park in a quiet neighborhood setting on a dead end street, walking distance to downtown Lenox that offers shopping, cafes and restaurants. Three bedrooms (or 4 per request) and 3 full baths. The new kitchen is open to the dining area and features lots of light, white quartz counters, high end appliances and a center island with seating. The living room has a fireplace and 65 inch TV connects to the dining area and 3 season room with access to a stone patio. 1st floor bedroom with 55' TV. Upstairs is a en-suite bedroom with shower and 2 more guest bedrooms that share a bath with shower/ tub combo. (new renovated bathroom pics coming soon)Laundry with gas dryer. Central A/C and cable internet with WiFi. The Tanglewood Main gate is less than a mile away. Enjoy all that Lenox has to offer in this pristine location.

Located in East Chatham, New York, United States. Spacious & Gracious 4Br Log Chalet with Sauna, Pool and Grand Entertaining Space Grand entertaining space with large decks and fire pit located in the town of East Chatham. This spacious A-frame log chalet has vaulted ceiling and an open concept living room and kitchen space. A cedar wood sauna inside for you to enjoy at any season. A private, inground 20 x 40 Grecian pool with deck is available during the summer months. A finished walkout basement with an extra room. This home is the perfect retreat for you and your guests to escape and unwind.Rental Options:Short-Term Rental (Fall/Winter):Monthly Rent: $4,250 + UtilitiesMinimum Stay: 3 MonthsExperience the serene beauty of the area during the quieter seasons.Extended Stay:Monthly Rent: $3,750 + UtilitiesTerm: 6 - 9 MonthsIdeal for those seeking a medium-term rental with a homely atmosphere.Property Features:Bedrooms: 4 spacious bedrooms plus an extra roomKing Size Bed in the master bedroom for ultimate comfortQueen Size Bed with Temp

Located in Hancock, Florida, United States. Wyndham Bentley Brook at Jiminy Peak Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, living room, dining room, and two bedrooms, jacuzzi in master bath. There is an indoor/outdoor pool, adult outdoor pool, 3 hot tubs, gym with sauna and exercise room, game room and movie theater. There are organized activities for adults and children. Nearby are Tanglewood, Hiking, golfing, great restaurants, shopping, and cultural activities. Unit pictures are a representation of the units in this complex. The unit can be any 2 bedroom unit in the complex.The units are assigned at check in by the resort. I have no control over the the floor or unit location.

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 Pittsfield, Wisconsin, United States. A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood Fox Hollow, a private 1940s estate home, renovated to modern-day luxury, located in gorgeous Berkshire County, is a 3-level home with 7,800 sq feet of living space, situated on 21 acres; including 5 acres of rolling lawn and 16 acres of forest.This gorgeous, historic home built by the prominent Samuel Colt family in 1940, has been newly renovated and has 4 bedrooms, 4 full baths and 2 half baths, top of the line Subzero / Wolf appliances, and state of the art technology throughout. Situated just 5 minutes from downtown Pittsfield, MA, within close proximity to Onota Lake, Lake Pontoosic, Tanglewood (summer home of the Boston Symphony), Norman Rockwell Museum, Clark Museum, Jacob's Pillow Dance, Barrington Stage Company, Berkshire Theatre Group, The Berkshire Museum, many local taverns and restaurants, and Jiminy Peak Ski Resort.If you are up to a picturesque drive down some country roads in nearby Lenox or

Located in Pittsfield, Wisconsin, United States. Cape Home In the Beautiful Berkshires - Near Lenox & Bousquet Cozy Cape Cod home in the beautiful Berkshires in desired neighborhood. Close to Bousquet Ski Resort, Wild Acres, Tanglewood, Lenox, museums, shopping, grocery stores, dining & hiking trails. Perfect place to relax with friends & family.

Located in Hancock, Florida, United States. Fun on the slopes with pool @Vacation Village Berkshires1.0 miles to Jiminy Peak Bring your family at this private unit at the Vacation Village in the Berkshires. Views of the Jiminy Peak Ski Resort slopes from the indoor pool and some of the units.Less than 5 min driving to the slopes, enjoy the amenities offered by the Resort: indoor pool, arcades (by pay), hot tub, grills and outdoor tables, playground, movie theater, gym, pool table (by pay)and other resort activities.Maxim 4 people per apartment - jacuzzi in the bedroom and full kitchen.Laundry room on each floor ( free of charge). No pets allowed / no elevator. Units are offered at resort's check in office discretion.Check-in is at 4 pm, check -out at 10 am. (strictly enforced by the resort).

Located in Hancock, Florida, United States. Fully Renovated Jiminy Peak Townhouse, walk to all Fully renovated in 2022. On-site at ski mountain Jiminy Peak A-frame townhouse with 4 stories of fun for the whole family! 3 bedrooms (1 king sized bed/1 queen/1 full sized/3 twin beds), 2 bathrooms with a bonus room. Every bedroom has a tv, Full deck with a grill.-onsite property at the ski mountain. walk to 3 onsite full service restaurants, access to multiple pools and hot tubs, gym and sauna. Walk to ski in the winter and walk to mountain bike and adventure park during the summer. -Near all attractions in the Berkshires. 10-20 min ride to Williamstown, North Adams, Mt Greylock. 30 min ride to Lennox and Great Barrington.

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 Lenox, New York, United States. Private Apartment in the Heart of Downtown Lenox Located in the heart of downtown Lenox on a beautiful side street. Two minute walk to concerts at Lilac Park, shops and 5-star restaurants. Close to everything, Shakespeare & Company (.9 miles), Tanglewood (1.2 miles), Kripalu (2.2 miles), hiking/biking at Kennedy Park (1.2 miles.) Perfect location and space to explore all the Berkshires has to offer.We are excited to open up our beautiful space for 6 weeks this summer. If interested in any dates not open, please message me:) We are looking for weekly to monthly renters. Please reach out to me if interested.Check out our reviews here: https://www.airbnb.com/rooms/18600837?preview_for_ml=true&source_impression_id=p3_1622125191_6XlXkHiZ3Ss2AO%2FY&guests=1&adults=1

Located in Hancock, Florida, United States. 1br Deluxe Condo Jiminy Peak Skiing! Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this deluxe 1 bedroom/2 bath condo that is 781 sq ft! The spacious master bedroom has a two queen beds, and attached en suite with jetted tub. In the very open living room there is a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 8 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors

Located in Hancock, Florida, United States. Studio Condo Outdoor Adventures Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this Studio and 1 bath condo that is 404 sq ft! The living has a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 4 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors, you're sure to have a fun and memorable stay! Photos may not be of the specific suite you are renting and your suite may

Located in Pittsfield, Wisconsin, United States. Fully Equipped Spacious Family Home in The Berkshires Bring the whole family to our home with lots of room for fun. Super Convenient location on the border of Pittsfield & Lenox. Just 3.5 miles to downtown Lenox, Tanglewood, Kripalu etc. Minutes to convenient grocery, pharmacy & dining. As a family that loves to travel (and use vrbo when we do) we know what makes a wonderful stay. Find all you need in our primary residence, from a fully equipped kitchen to toys & toiletries.*please note that while the entire house is yours, there is a basement apartment (separate entrance and secured from the house) occupied by a tenant and our friendly family dog Zorra. You may cross paths but only in the shared back yard. The deck is fully yours along with the main house.

Located in Hancock, Florida, United States. MLK and Pres weekend available! Ski in/out - Jiminy Peak Wyndham Bentley Brook I pre-reserved the Pres and MLK weekend Fri to Monday for your family! Luxury Room is right on Jiminy Peak's learning/beginner slope. It's lift brings you to the main lift. Easy walk to restaurants and ski rentals. Excellent location. No car required. Full kitchen with all supplies. Washer/dryer and Jacuzzi in unit. Huge hot tub. Indoor pool and game room. Exact unit will vary, but will be a 2 bedroom, sleeps 8.

Located in East Chatham, New York, United States. Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires Welcome to our cottage in the woods! We hope to cultivate a relaxing space for a getaway with friends or family.Our home is your home for a weekend, a week, or even a month. Use it as your personal retreat or home base for exploring the Hudson Valley and the Berkshires.Sip your morning coffee or tea on the patio, in the hammock, or by the fireplace. We promise it will be the perfect start to your adventures in Chatham!

Located in Hancock, Florida, United States. 1br Deluxe Condo Jiminy Peak Skiing! Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this deluxe 1 bedroom/2 bath condo that is 781 sq ft! The spacious master bedroom has a two queen beds, and attached en suite with jetted tub. In the very open living room there is a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 8 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors

Located in Hancock, Florida, United States. Studio Condo Outdoor Adventures Summary:This resort at the base of Jiminy Peak Ski Mountain is an excellent choice for mountainside recreation. It provides a wealth of adventures, making it the ideal home base for exploring nearby Berkshire County towns and attractions.The Space:Enjoy the peace and serenity that comes with the views of the Jiminy Peak Ski Mountain in this Studio and 1 bath condo that is 404 sq ft! The living has a queen sofa sleeper and a queen murphy bed, and access to the balcony(varies) where you can enjoy the beauty of nature with your guests. This condo can accommodate up to 4 guests!  A full kitchen and a dinning room, allows you the option to prepare your own meals and enjoy the convenience of dining in. It also includes a washer and dryer in-unit for your convenience. With all the necessary amenities, and so much to do in the great outdoors, you're sure to have a fun and memorable stay! Photos may not be of the specific suite you are renting and your suite may

Located in Lenox, New York, United States. Enveloped in Nature @ Lenox Beautifully nestled in the heart of towering trees. As you step inside, you'll be greeted by a warm and inviting interior. Large windows allow plenty of natural light, creating a bright and airy atmosphere.The kitchen is fully equipped with modern appliances and features a large island for preparing delicious meals. Indulge in the ultimate entertainment experience with a 4K home theatre setup and an extensive collection of games, all tucked away in the beautiful basement of this house.

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. Full Week of Ski-in,Ski-out @ Jiminy Peak Club Whyndam Bently Brook in Berkshire Full week rental only, Feb. 18 (in at 3pm) to Feb 25(check out 11am) @ Club Whyndham Bently Brook Resort @ Jiminy Peak - ski-in, ski out at base of MT. My Timeshare Unit is in the MAIN BLDG! (all the great amenities are IN this bldg = locker room AT lift, AT ski school, front desk, lobby, pool, hot tubs, exercise room, sauna, movie theater and kid's arcade.Unit Includes: 2 bedrooms, sleeps 8, 2 bath (2 showers and 1 jacuzzi tub), full kitchen, washer/dryer, 3 TVs, DVD, free WIFI.Go to Jiminypeak.com for full ski info and passes. For Hotel pictures & info go to Bentley Brook Resort website, https://www.extraholidays.com/hancock-massachusetts/wyndham-bentley-brook.aspx Resort phone # 413-738-8600.

Located in Hancock, Florida, United States. 2 Bedroom Deluxe Condo w/ Full Kitchen at Bentley Brook, Jiminy Peak Ski Mount!! 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 Bentley Brook, Jiminy Peak Ski Mountain!! 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