Vacation Rentals By Owner In West Stockbridge, MA

Enjoy your stay in heart of the Berkshires! This 3 bedroom, 2 bath ranch vacation house in set on 17 private acres. Enjoy the sounds of nature while sitting on the private back deck sipping on coffee or enjoying a fire in the fire pit. This property is within walking distance to the Williams River - a perfect area to go swimming, fishing or a stroll. brWe are 15 minutes from Bousquet, Catamount and Butternut. Our property is great for cross country skiing as we connect to the rail trail. brWe have rented our home for many years to private institutions hence the lack of reviews :)br

Cozy Home on 17 acres in W Stockbridge. Close to the Pike, Slopes, Tanglewood

West Stockbridge, Massachusetts, United States

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Bath

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$1211.32

Wellspring is a sprawling Berkshire escape with unparalleled views of the surrounding mountains. The crown jewel of this home is its indoor pool — a haven where you can enjoy a dip no matter the season. There is a poolside lounge area and an airy sunroom where you can enjoy a breeze space with tons of natural light. brbrPerfect for groups, Wellspring offers a variety of indoor areas where everyone can spread out and relax. There are two living rooms, as well as a lofted game area. Between the large dining table and breakfast nook, there's seating enough for everyone. The fully-equipped kitchen is easy to keep stocked with convenient grocery shopping less than 10 minutes away.brbrSpend your evenings on the spacious patio as you fire up the grill, dine al fresco at the outdoor table, and enjoy the surrounding views. Inside, a wide selection of sleeping arrangements ensures everyone has a comfortable space to call their own.brbrYou'll be on a large private lot, giving you the ultimate sense of seclusion. Contemporary design, one-of-a-kind spaces, and top-notch amenities combine to show your group a Berkshire experience they won't soon forget.brbrAvantStay provides an upscale experience with services that elevate your stay and save time so you can enjoy every moment. Guests have access to a 24/7 support team and a tech-enabled concierge to book services, such as fridge stocking, mid-stay cleanings, and private chefs. For anything you need (or never knew you needed), we're at your service!brbrA visit to the Berkshires in western Massachusetts is a treat for anyone looking to pair stunning rural landscapes with an exciting cultural and culinary experience. The abundance of mountains, lakes, and woods provide a wide range of outdoor activities, from rafting and fishing in the summer to skiing and tubing in the winter. Stunning at any season, this New England region is also famous for its farm-to-table food scene and local breweries. Come see for yourself!brbrLocal Attractions: Berkshire Botanical Gardens, Bidwell House Museum, Mahaiwe Performing Arts Center, Norman Rockwell Museum, Hancock Shaker Village, Historic Deerfield, Jiminy Peak Mountain Resort.brbrHome Truths:br- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Pool heat is available for an additional fee but must be requested before your stay.br- The fireplace in the primary bedroom is not for guest use.br- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request.br- This home is located in the Berkshires, so you may encounter wildlife such as bugs and insects.br- Only the left side of the house has Air Conditioning. The right side of the house does not have air conditioning but we provide fans in each room.brbrParking Details:br- The driveway accommodates 6 cars.br- The garage accommodates 1 car.brbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bedbrBedroom 2 / Queen bedbrBedroom 3 / Twin bedbrBedroom 4 / Queen bedbrBedroom 5 / 4 twin bedsbrBedroom 6 / Twin bedbrBedroom 7 / 2 double bedsbr+ 2 twin size tri-fold sleeping matsbrbr---brbrAccidental Damage Protection: A non-refundable accidental damage protection plan has been included in the price of your reservation. Under this plan, you will not be held responsible to pay for accidental damage or loss to the rental property resulting from you or others in your party up to $2000. This plan does not cover intentional acts of a guest, gross negligence, or willful and wanton conduct, and/or damages caused by pets. This plan is not available for reservations 28 days or longer or reservations that require a security deposit.brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. All bookings over 30 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud.

Wellspring by AvantStay | Indoor Pool + Views

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$1222.47

19 MINUTES TO BOUSQUET SKI AREAbrAn ideal retreat nestled in the Berkshires with vast, expansive panoramic views. With 4 BR, 4.5 BA, a brand new gorgeous kitchen, gas fireplace & indoor pool, this home is the perfect escape with family & friends! Centrally located 12 minutes to Tanglewood, Shakespeare & Co, Berkshire Botanical Gardens, The Mount, Norman Rockwell Museum. Conveniently situated just minutes away from all the Berkshires has to offer. Welcome to your home away from home.brbrbrIf you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.brbrNestled in the woods, you feel as though you're in your own private oasis, but local shopping, theater and amazing restaurants are only minutes away. There is plenty of hiking right out your front door, easy access to I-90, and ...have we mentioned the VIEWS !!brbrbrWinter guest will need 4wd/Awd to access the property. The driveway is long and rather steep.brbrThis property has undergone a full renovation this year, so get into this gorgeous home now and take in the million dollar views! Renovations include a full kitchen remodel which opens to the dining and living area, new flooring, updated bathrooms and bedrooms. brbrOne of few properties in the area offered with an indoor heated pool, this makes for an amazing year round retreat. The pool itself is 4ft deep.brbrThe beautiful new kitchen boast a Bertazonni gas range and a massive island for food prep and gathering with friends and family. A sun room is located off of the kitchen. brbrLarge windows in the family/dining room let in lots of natural light and breathtaking views. The dining table seats 8 and there is additional bar stool seating at the island. Two large sofas and a gas fireplace in the adjacent living room provide the perfect space to relax. brbrThe main level primary suite has a king bed, home office area, Smart TV and direct pool access. A powder room and laundry room are located down the hall. brbrA secondary primary suite was added to the second floor loft, with a queen bed, private ensuite bathroom with deep soaking tub, and Smart TV.brbrBedroom 3 and 4 are located on the second level accessed from the living room. Both bedrooms have amazing mountain views and share a beautiful new bathroom. Bedroom 3 has a queen bed and desk area, bedroom 4 has a queen bed, twin bed and a sitting area. brbrThe walkout basement has undergone an upgrade to include a family room with Smart TV, sleeping space with full bed and full bathroom. This space also has a large dining/game table and a full kitchen.brbrA beautiful patio and fire pit has been added as well as a complete overhaul of the exterior.brbrYou can't beat West Stockbridge as a central home base to explore the Berkshires. You can drive to the southern- most towns of Great Barrington, Sheffield and New Marlborough in under 30 mins. Head north to Williamstown of to MassMoCA in North Adams in 50 mins or pop over to downtown Lenox in 15. Easily accessible from I-90 whether you are traveling from the Boston area or NYC.brbrSkiers!!! A 20 minutes drive and you're on the slopes at Butternut Basin, Catamount Ski Area or Bousquet Mountain. 30 Minutes to Jimmy Peak.brbrHaving a car will greatly enhance your ability to explore the Berkshires effectively.brbrLOCATION: Nestled in the woods, you feel as though you're in your own private oasis, but local shopping, theater and amazing restaurants are only minutes away.brPETS: A small dog may be allowed with owner approval. Reach out with info about your pet prior to booking. A $100 pet fee will be inccured upon pet approval and booking. No multiples.brPARKING: Off street parking. You will need 4WD in the winter months.brPOOL SAFETY: There are 2 interior doors that will allow you access to the pool. One door is located in the primary bedroom, the other door is located in the living room. Each door has a lock, and an alarm that can be activated. The alarm is very loud if set off - and we recommend all families with children under 12 set these alarms as soon as they enter the property. The living room door to the pool also has a lock with a key (key is located in the tray in the front hallway) that can be left locked at all times if needed. brbrPLEASE NOTE: This property is someone's home. The owners spend time at this home themselves and have put their heart and soul into the renovations. They open it up to guests who will take care of the property as if it was their own, and welcome you to fully enjoy their beautiful home. We have restrictions for young children. Please reach out prior to booking if you have any questions!brbr**Your reservation includes a $20 insurance fee to cover any accidental damage during your stay, allowing you to relax and enjoy your vacation with peace of mind. If any damage does occur, please let us know so we can arrange timely replacements for the next guest.

Panoramic Views, Indoor Pool by Evergreen Home

West Stockbridge, Massachusetts, United States

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11

Sleeps

Select Dates for Price

Spacious, Cozy 1838 Post & Beam Home located within walking distance to West Stockbridge Village. Two bedrooms with possible third guest room. Custom built cabinets in large kitchen with sizable center island, dishwasher, large bright dining/living area, porch/ dining room, light filled office, den (guest room), and laundry area w/large washer/dryer, ample storage on first floor. Newly renovated bathroom. House is newly painted inside and out. brCentrally located in Berkshire County, short distance to major ski areas, many cultural venues and shopping centers. Kripalu Center for Yoga and Health is only 5 minutes away. Easy access to Interstate I-90.brbrAvailable for a 3-4 month lease for Winter, Starting Dec 23, 2023 - April 23, 2024. No smoking, no pets. Ample parking available on property. Heat is water base board, oil heat which is not included in rent. Electricity, water, snow plowing, house cleaning, Wi-fi, Direct TV/ Streaming access included in rent fees. Security Deposit is one month's rent.

Cozy house Beam

West Stockbridge, Massachusetts, United States

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Bath

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$464.11

This light filled; in-town home is a short walk to the picturesque Village of West Stockbridge. In town you'll find antiques, galleries, gift shops, a rare bookstore, dining, arts and culture, a popular coffee shop, small grocery store, a large outdoor sculpture park and a performing arts venue.brThis fantastic location is just five minutes to the main gate of Tanglewood and convenient to all the Berkshires offers: wonderful restaurants, museums and arts festivals, Kripalu and outdoor activities – golf, hiking, ski areas, swimming and boating. brThe house features an open concept floor plan. A fully equipped kitchen with a center island opens to a dining room with seating for eight. There is a formal living room and a separate family room with a gas fireplace; both wonderful spaces for reading or watching television. On the first floor is a comfortable bedroom with a queen-sized bed and a nearby full bathroom with a walk-in shower. On the second floor there are two additional bedrooms and a large bathroom with a tub and shower. brThe cozy three-season porch and outdoor brick patio have comfortable seating, a fire pit and gas grill offering a place to enjoy nature and gather with friends and family.brbr

Charming 3-bedroom in-town house with AC and WiFi in tranquil West Stockbridge

West Stockbridge, Massachusetts, United States

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$536.16

Welcome to West Stockbridge in the Berkshires! This newly renovated modern cabin is nestled amongst the trees and located just 3 miles from the famous Tanglewood and Kripalu. Right down the street is main street where you can peruse the shops, grab a gourmet coffee, or listen to more music at the Foundry. There are restaurants, hiking trails, waterfalls and lakes less than a mile away. We are 5 minutes from the turn pike for easy directions! Come hang and enjoy all the activity and beauty.brbrThis log cabin is surrounded by tall towering trees with a quaint exterior and a surprisingly spacious open interior. Its design is updated while keeping the integrity of the cabin appeal. All bedrooms and living room have split systems with A/C and heat! br The main floor includes a living room, dining room, well stocked kitchen , bathroom with shower and one king bedroom. br The basement is a great kids and adult space where you can cozy up and watch movies, shoot some hoops with the arcade game hot shot and the kids still have an extra bedroom to play in, equipped with games and activities. br The upstairs has an spacious king master with work space, a full bathroom with tub and another guest king bedroom.br The exterior includes a space to have a fire and play outdoor games with plenty of seating and a hammock to loungebr

Cabin

Modern Cabin Near Tanglewood

West Stockbridge, Massachusetts, United States

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Bath

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$348.67

This secluded 6 acre property is just a 3 minute drive to the village of West Stockbridge. The house is set back from the main road at the end of a private .25 mile driveway that winds through a bird sanctuary, and uphill to the house. The house looks west to a beautiful Berkshires mountain crest.brbrThis light-filled house has a spacious 3,200 sq ft of living space spread out over two floors. The ground floor has a large living room with wood burning fireplace, formal dining area, kitchen, breakfast nook, master bedroom suite, and powder room. brbrThe second floor has two bedrooms, each with its own bathroom, and an open hallway with a cozy landing overlooking the front of the house. One of these two bedrooms is over 400 sq ft and has its own wood burning fireplace. brbrThere is a basement den and washer/dryer, and front and back patios with plenty of seating and a grill. brbrEclectic antique furnishings throughout the house make this a unique stay. brbrThe house is a 3 minute drive from West Stockbridge village, and 12 minutes to Tanglewood Music Center.

Secluded Mountaintop Retreat in the Heart of the Berkshires

West Stockbridge, Massachusetts, United States

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$499.21

13 MINUTES FROM BOUSQUET MTbrEnjoy a getaway to the Berkshires in this magnificent post & beam home; newly renovated and nestled on 1 acre of land - just 3 minutes from downtown West Stockbridge, and 8 minutes to Tanglewood. brbrLocated in picturesque West Stockbridge, MA this home is a short drive from all the Berkshires has to offer. Enjoy quiet country living, minutes from all Berkshires attractions. Pack your hiking shoes and explore the Berkshires in the spring from this central location!brbrIf you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.brbrThis is a quiet neighborhood road. The home is set back from the street.brbrGuests will have access to the entire home, and property.brbrThis 1,821 sq foot home features an open concept main floor with a light filled living room containing a smart TV and sectional for the perfect Berkshire nights. The full kitchen includes all new stainless steel appliances. The dining room is located right off of the kitchen with additional seating available in the sunporch for six guests. brbrThe first bedroom, containing a queen bed, is located on the main level of the house. The first floor also has a full bathroom with a tub/shower combo. brbrThe additional two bedrooms and second full bath are located on the second floor. Bedroom #2 has a king bed and bedroom #3 has a full bed as well as two twin beds available. A desk and chair located in the second bedroom make for the perfect private work space.brbrEnjoy cozy nights outside seated on the outdoor furniture around the propane fire pit. A BBQ and outdoor dining area is also located in the private backyard. brbrDrive to Butternut Mountain, Bosquet or Catamount Mountain in under 30 minutes. Venture out for cross country skiing, ice skating, ice fishing & more FUN winter activities or catch a show or visit a museum. Drive to Tanglewood, The Colonial Theatre, Barrington Stage Co, Berkshire Museum, shopping & wonderful restaurants in under 20 minutes!brbrYour perfect, private oasis while enjoying all the Berkshires has to offer!brbrYou can walk in the neighborhood, but will need a car to get around the Berkshires effectively.brbrLOCATION: This is a quiet neighborhood road. The home is set back from the street.brPETS: A small, trained, hypoallergenic dog is allowed on a case by case basis and for an additional $100 fee. Any pets must be under 50 lbs and fully housebroken/trained. If you'd like you to bring your pet, please let us know so we can ensure they are safe at our unique property. No multiples.brPARKING: Free parking on premises.br*Please refrain from outside noise after 10pm since this home is situated in a neighborhood. br*Pink flags are on the property to mark the property line, please do not cross this line into the neighbors property. brbr**Your reservation includes a $20 insurance fee to cover any accidental damage during your stay, allowing you to relax and enjoy your vacation with peace of mind. If any damage does occur, please let us know so we can arrange timely replacements for the next guest.

West Stockbridge Sanctuary by Evergreen Home

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$527.61

Beautiful, newly renovated home, surrounded by nature and very close to hiking trails and cultural and historical sites of southern Berkshires. Minutes to Tanglewood, and very close to Berkshire Theater Festival, Shakespeare & Co., Norman Rockwell Museum, Shaker Village and much more. Enjoy all of the best of the Berkshires and then come back to a tranquil retreat - whether indoors in the comfy great room with huge stone fireplace or on the deck. Every window opens to endless horizons of the Berkshire mountains and romantic sunsets. Perfect for a family with grandparents or two couples as each floor has its own den with TV (HBO/Showtime/Netflix/Amazon). There is also a gravel terrace on the ground floor, with a separate entrance to the guest bedroom. The house gives you the best of both worlds- plenty of space for family gatherings combined with plenty of space for quiet, private time. Drive three minutes to the charming center of West Stockbridge for Italian and Vietnamese cuisine, the public market for barbecue chow, antique shops, a swimming pond with sandy play area, and Turn Park Sculpture Garden. The house is pet friendly and there is a new ice cream store in town that serves yogurt cups for pups! brbrThe driveway is a country gravel and limestone driveway.

Tanglewood Chalet - Majestic View of Mountains nMinutes to Tanglewood & Theaters

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$484.51

Escape to this chic Lenox Mountain chalet in picturesque West Stockbridge, just minutes from Tanglewood. In a secluded woodland setting on 5.5 private acres, this contemporary chalet features an open floor plan flooded with natural light, a spectacular fieldstone open fireplace, cathedral ceilings, skylights, all new stylish furniture and artwork, and a new European galley kitchen. Secluded and private, yet close to everything in the Berkshires, while incorporating queen bedrooms with luxury mattress toppers and full bathroom on each of the first and second floors, a third bedroom with two single beds, and a large open den/TV-media/game room with office and fitness equipment. Lower level bathroom with two-person, double walk in shower. Linens provided. Laundry room with washer and separate dryer. Fully glass-enclosed sunroom and spacious wooden deck with extensive seating. AC units which also heat in the winter, a Weber BBQ propane grill, 500 mbps fast wireless internet, and an outdoor fire pit to watch the stars and roast marshmallows. No Smoking, no pets. Immerse yourself in the cozy ambience of this modern chalet and revel in the peaceful forest environment that is Tranquility Glade.

Sophisticated and secluded Lenox Mt retreat minutes from Tanglewood. New listing

West Stockbridge, Massachusetts, United States

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$295.09

A Writer’s Haven!!!brbr360-degree scenic PRIVACY. YET… just 1/2 mile off the Mass Pike and 15 minutes from Tanglewood, Lenox & Stockbridge! DOG FRIENDLY! Large fenced-in dog pen.brbrAs you enter the long, private, tree-lined drive, you'll find yourself enveloped in magically scenic, peaceful and lush surroundings. brbrOnce inside, the amazing original wood-beam ceiling and massive picture windows with gorgeous views will captivate you. The house is updated enough with all necessary comforts, but we've preserved the country charm of this farmhouse (built in 1875) in every way possible. Examples include exposed post & beam corners, salvaged hardwood floors, the oversized clawfoot bathtub and a 16-gauge copper farmhouse sink in the kitchen. The property is a peaceful, private, serene and magical place that you'll have all to yourself, yet you'll be just 10-15 minutes from the best attractions in the area and less than 1 minute from the Mass Pike!brbrCALLING ALL TRAINSPOTTERS AND RAILFANS! One of the unique features of the property is its proximity to a railroad track that is used by both Amtrak as well as cargo trains. The track is adjacent to the southern border of the property, and this affords you a very cool view of the various types of trains that go by.brbrMost find the trains' sounds a unique, cool part of the experience here. And many find the passing train sounds soothing. Most say that after a couple of days they no longer notice trains passing by.brbrSometimes there are only 1 or 2 trains in a 24 hour period. Sometimes there are as many as 15 in a 24 hour period. brbrThe trains do honk their horns as they're approaching, because the house is near a RR crossing. Some find the horn to be loud.brbrFor those who prefer not to hear them at night (they do occasionally run in the evening), ear plugs are provided for each guest. However, most say that after a day or two here, they don't notice the train horn much. brbrThe house has high speed internet / wifi and a television with Roku (you'll log into your own Hulu, Netflix, Amazon, etc. accounts). There are portable air conditioner units in the two larger bedrooms (primarily for sleeping...not 24/7 use). And a cooling fan is available for the smaller guest bedroom.brbrA Culligan water softener / filtration system services the entire house, the source of which is fresh well water.brbrFULL STANDBY POWER GENERATOR! Should a storm cause the house to lose power, the 14Kw stand-by power generator will kick on automatically, providing enough power for the important things (water, heat, fridge, lights in most spaces, microwave ((but not the stove/range)), wi-fi, tv, etc.) When power resumes, the generator will switch back to the regular power source automatically.brbrThis property is very, very special. And it's very private, yet super close to Tanglewood, Kripalu, Stockbridge, Lenox, etc.brbrYou can have a baseball game out on the lawn, go Forest Bathing in our 5 acres of untouched woods, catch glimpses of the diverse wildlife on and around the property, and you can park numerous vehicles on the driveway -- you'll have so much scenic acreage to use as you please. It's like an enchanting retreat, yet it's very close to most of the cultural and recreational attractions that make the Berkshires so very special. ONE DOG PER STAY IS WELCOME: Large fenced-in dog pen! (kindly have nails trimmed before arrival)brbr*Note: furnishings / décor are subject to change

Enchanting Country House on 18 acres, Sunset Views, <15 minutes from Tanglewood

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$396.34

Light-filled modern 4 bedroom, 3.5 bath home in the Berkshires. This lovely two story home features a master bedroom on each floor with its own private bathroom. Full kitchen, breakfast nook and separate dining room that seats 8. Screened porch perfect for dining and lounging. Wrap around covered deck to enjoy sunsets in the backyard. Tons of games and books, perfect for families. In the winter the easy-to-use gas fireplace will keep you warm and toasty - perfect for relaxing with a good book. Conveniently located to all that the Berkshires has to offer, like concerts at Tanglewood, antiquing, summer festivals, apple picking in the fall and skiing in the winter.

Light-filled family home. Book now for the summer!

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$374.93

Welcome to our idyllic farmhouse in the beautiful Berkshires, where you’ll enjoy the tranquility and comfort of country living any season of the year. Relax, slow down, watch the birds in the garden, listen to the babbling brook. Or take advantage of all the Berkshires has to offer – cultural attractions, fine dining, outdoor adventures, shopping and more. Spend some time here and create memories for years to come.brThis is a 2 story 1840's farmhouse in the Berkshires with original ceiling beams and 16' floor boards in much of the house.brFully furnished with 5 bedrooms, 2 full baths and a gorgeous screened-in porch overlooking 4 acres of gardens, stream and wooded mountains.brbrIt has a fully equipped country kitchen with dish washer, microwave, toaster oven, coffee maker, and lots of cooking utensils.brbrA full dining room with butcher block table that seats 12 and 2 complete sets of dinnerware; glasses, mugs, and wine glasses.brbrA large living room with 2 full couches (one is a comfortable queen pull out and the other is a great napping or over night sleeping couch), a love seat, and rocking chairs. WiFi/Cable TV/VCR/DVD/Stereo/and CD player.brbr1 bedrooms upstairs with queen bed, 2 with double beds, and 1 with single bed.brbr1 bedroom downstairs with king bed.brbrAll beds have memory foam toppers, all linens included.br1 COMFORTABLE (really) queen pull out couch in living roombrbrDownstairs bathroom has washer and dryer with soap; shower has soap and towels.brbrPerennial gardens and large vegetable garden.brbr2 miles from downtown West Stockbridge where you can shop and dine; 2 minutes from Card Lake Pond for swimming and fishing; 15-20 minutes to ski areas; 10 minutes from Tanglewood, theatres and movies; 10 minutes from Norman Rockwell Museum; 20 minutes to Pittsfield; 2.25 hours from Boston; 2.5 hours from NYC.brbrWooded and river walks/bicycling, cross country skiing/snowshoeing right out the door.brbr

Agritourism

Vacation in a Berkshire Farmhouse

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$372.98

Need a break from city life Escape to our enchanting private cabin nestled in the woods, where romance and seclusion await. This charming retreat offers an intimate setting surrounded by nature, perfect for unwinding. Enjoy cozy evenings by the wood burning stove and serene mornings on the deck, all while being just a few minutes' drive from all the Lenox/Stockbridge attractions, including Tanglewood, museums, cafes, restaurants and hiking/ski trails. Experience the perfect blend of tranquility and convenience in your own woodland haven. brbrEnjoy quiet mountain serenity, minutes from all Berkshires attractions! brbrThis is a freshly renovated mountain cabin, set on 14 acres of private land at the end of a dead end mountain road. Located on picturesque mountain road in West Stockbridge this home is a short drive from Tanglewood (5 mins), Kripalu (5 mins), Wineries (15 mins), Museums (10 mins), Skiing (20 mins), Hiking (2 mins), Theatre, Shopping and Dining. brbrThis is a perfect location for a romantic getaway or simply a place to come recharge!brbrThe cabin itself sits on 2-3 acres of a larger private estate. There is plenty of lovely green space for walks or pure relaxation in nature.

Cabin

Serene rustic cabin in the Berkshires!

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$2193.72

Expansive Rustic and Modern Berkshires Estate on 66 Acres, Mountain Views,...

West Stockbridge, Massachusetts, United States

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10

Sleeps

$572.01

Berkshire Farm House rental combining the charm of an original 18 Berkshire with modern conveniences and luxury amenities situated on 47 magnificent acres in the Alford Valley. There is a beautiful original barn, separate cottage for on-site caretaker, gardens and apple orchard. The surrounding woods have wonderful walking paths and views are truly spectacular. Ideal for biking & hiking. Great Barrington, Lenox and Tanglewood are each less than a 15 minute drive.

Agritourism

18 Century farmhouse with modern conveniences set on 47 magnificent acres

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$181.62

Come visit our brand new fully furnished cozy and modern vacation home in the Berkshires. This luxury home can sleep up to 6 people and has lake access nearby. Enjoy a nice cup of hot chocolate by the fireplace in the living room, fall foliage and scenic atmosphere in the area, and soak in the culture. brbrMinutes away from Tanglewood Music Center, Kripalu and near Lenox, Great Barrington, the Norman Rockwell Museum, and Jacob's Pillow.brbrLess than 5 minutes away from Stockbridge Bowl / Lake Mahkeenac's boat launch ramp for all you fishers and kayakers out there! brbr**If the weekend you want is unavailable, please email us to see if our other unit is available!**brbrMattresses were replaced in June 2021

Condo

Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

$390.81

This house is close to Everything!! Tanglewood (3 miles), Kripalu (3 miles), theaters, Jacob's Pillow, Lee Outlets, etc.brbrThis house has a NEW and very large MBR on the first floor with adjacent bathroom.. It also has 3 bedrooms and a bathroom upstairs. Sleeps 11. Highlights: Central air, private English garden and gazebo, updated eat-in kitchen, mud room, bar area, and new 1st floor bathroom. House is located on Shaker Mill Pond with dock access. Perfect for a family vacation getaway with lots of space for people to come together or to have their own space. Large sunroom off kitchen has great views of the water. Large multi tiered deck off sunroom is great for relaxing and entertaining. In addition, there is a separate living room with lots of space.brbrThere is a dock on the water for easy access for kayaking and canoeing. Not a swimming pond.brbrIt is the type of house where you walk inside and instantly relax.

4 BR home w/ beautiful gardens on pond in Berkshires. Walking distance to town.

West Stockbridge, Massachusetts, United States

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Bath

Sleeps

Select Dates for Price

Summary:brCustom built loft style home in beautiful West Stockbridge. You’ll love how the outdoors streams into the house with lots of light in the sunroom and cozy fireplace. Indoors you’ll find open and airy rooms, large windows looking over the treetops and outside you can unwind and enjoy nature.brbrThe Space:brPerfect Eat-in kitchen, fully equipped with electric stove, large oven, coffee maker, keurig, toaster oven, electric kettle, instapot, blender, and a microwave. Also has a dishwasher and washing machine and dyer.brbrPlenty of dining space, six guests can fit at the dining table in the dining room and another four at the kitchen table. There is a pellet stove beside the dining table to help you feel warm & cozy. Guest must provide their own pellets. brbrFor easy planning here is the bed Layout:br-Primary Suite: queen size bedbr-Bedrooms 2 & 3: each with queen sized bedbr-Bedroom 4: narrow twin-size bed, dimensions are 30 x 74br-Loft: two twin-size bedsbrbrBedrooms 2, 3 & 4 are on the main level of the house, perfect for those with limited mobility. brbrTwo bathrooms available:br1st floor bathroom has a large standing showerbr2nd floor bathroom off the primary suite has a jetted tub and separate standing showerbrbrOne stair leads to much of the house so may be a good fit for those with limited mobility. Once inside the house the kitchen, dining room, living room, sun room, 3 bedrooms and bathroom are on the main floor. One flight of stairs up is the loft and primary bedroom. brbrOther amenities worth noting:br-Mini split AC units in the kitchen, living room, plus the three bedrooms have queen beds. br-Outdoor: two patio areas with plenty of seating and a dining table. br-High-speed WiFi throughout the house. br-TV located in the living room has a smart tv so you can log into your streaming apps br-Kitchen, dining room, loft and master bedroom have hardwood floors. Living room and sunroom have rugs. Two downstairs bedrooms have carpet. br-Cozy pellet burning stove in the living room. Guest must provide their own pellets. br-Large washer and dryer availablebr-Parking for up to three carsbr-Bring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!brbrGuest Access:brEverything you need for a great stay, toiletries, linens, towels, hairdryer, iron and ironing board, washing machines, detergent, and more!brbrOther Things to Note:brWe look forward to welcoming you soon! brStandard rules like no smoking, no partying, and being respectful of the neighbors apply.brBring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!brbrNo sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.br*Damage caused by pets is not covered by the accidental damage waiver.

Loft Style Cabin In West Stockbridge, Book Now!

West Stockbridge, Massachusetts, United States