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Holiday Homes in Williamsburg

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    All 24 Rentals in Williamsburg
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    The following rentals are within 30 kilometres of Williamsburg.
    Flight's End-A Country Home with Babbling Brook1 / 22
    (9)Very good
    Hawley, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Escape to the Berkshires!1 / 20
    (4)Excellent
    Becket, MA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Northampton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Retreat in the Woods1 / 6
    (6)Excellent
    Savoy, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    • Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    My husband and I vacationed in the Berkshires to hike and visit the MA state parks. This home is conveniently located within a 30 min. drive to many state parks and hiking...
    Reviewed 19 July 2017
    Lovely home - the pictures don't fully do it justice! The house is shielded from the road and set in a small clearing, so it gets plenty of light and a pleasant breeze at night...
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    About this property
    Located in a quiet corner of the northern Berkshires, this lovely two-bedroom home has a combined living room/kitchen with cathedral ceilings and a spacious bathroom complete with a 2-person jacuzzi tub. The house is located about a mile from beautiful Tannery Falls in the Savoy State Forest and...
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    01256, Savoy, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Unique People & Pet-Welcoming Country Haven1 / 37
    (173)Excellent
    Charlemont, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Outdoor Dining Area
    • Air Conditioning
    • Shared Garden
    • Cable/satellite TV
    • Washer
    • Secure Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2018
    A cute cottage off the beaten trackDefinitely in the country but close enough to lovely cities. The scones and juice every morning were a treat.. the kitchen came in...
    Reviewed 27 July 2018
    We like to travel with our dogs, and it was so easy to stay with them at Cavalier Cottage. Comfortable and charming for humans and canines alike. We loved the quiet woodsy area...
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    About this property
    Discover Cavalier Cottage B&B, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B’s. We warmly welcome visitors who come to this beautiful area of Western Massachusetts with or without their companion animals. Now in its sixth year,...
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    01339, Charlemont, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Berkshire house w/ fireplace, A/C, WiFi & laundry1 / 27
    (16)Very good
    Plainfield
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2014
    The home and grounds were lovely but need some updating,and a good cleaning. Location was secluded with plenty of forest and hiking trails, and a scenic lake for fishing. The...
    Reviewed 29 May 2014
    We all thoroughly enjoyed our long weekend at this lovely house. It was spacious, well situated, and well equipped. We were sorry our stay was so short, and the time in the...
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    About this property
    Experience a Berkshire get-away in this huge secluded luxury modern house. It's the only house that is surrounded by 10,000 Acres of protected Hawley State forest. Escape from headaches and the rat race. No cell phone reception here! But we have WiFi and a house phone. We like to define our country...
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    Location Information
    01070, Plainfield, Hampshire County
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Lakefront Summer Vacation Cottages1 / 16
    (4)Excellent
    Goshen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Waterfront
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2018
    Wonderful Labor Day weekend trip with our grandchildren, ages 5 and 8, and out 2 year old Great Pyrenees. Clean and comfortable cottage, appropriately stocked kitchen, and the...
    Reviewed 20 April 2018
    This review is a little late but we lived here last August through October while I was working in the area. We loved it. The Lake and the views were from late summer through...
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    About this property
    We have shared the beauty of our lakefront property for many summers. We live on the property year round and rent three cottages from late June through September.We love our guests and honor their privacy. We are a family and pet (dog) friendly vacation spot,unique and enjoyable! The property is...
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    Location Information
    01032, Goshen, Hampshire County
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Hinsdale, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Washer
    • Balcony
    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on 19 acres of forest and a creek, mixing modern and traditional with a charming two story wall of windows overlooking a back deck. This comfortable furnished home has two bedrooms with an additional open loft area for a third bedroom, two baths, all hardwood floors, and contains a large...
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    01235, Hinsdale, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Northampton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Actually, the Pink room is painted a lovely 'Santa Fe red' and is a mirror image to the White Room. The Pink room has a single queen sized bed, and its own bath in the room (ensuite) with a shower, toilet, freestanding sink, and toiletries. Sitting at the spinette (an antique desk that once housed...
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    Location Information
    01062, Northampton, Hampshire County
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Abigail's Cottage right across from Lake Arcadia1 / 21
    (1)Excellent
    Belchertown
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2018
    This was perfect for our women's get-a-way. The house was immaculate and had all the amenities needed. Being right across from the lake we had such a peaceful view. Dot was a...
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    About this property
    Relax in our charming cottage while resting your eyes on peaceful Lake Arcadia. Slip into your suits & jump in across the street and use our kayaks or walk 8 minutes to bask on the town beach (open July and August only) with a concession stand, life guard & paddle boats. Take in the sun & fresh air...
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    Location Information
    01007, Belchertown, Hampshire County
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Northampton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lavender Room, or Inside room as we often call it, is nestled inside the house, and is located off the kitchen. It is the largest of the three rooms and was recently painted a lovely 'amethyst' or rich lavender color. Its bathroom, while not in the room, is located directly across the private...
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    Location Information
    01062, Northampton, Hampshire County
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Quiet Comfortable Cabin 5 Min. Walk to Lake1 / 13
    (13)Very good
    Becket, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Grill
    • Porch
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2017
    The location was easy to get to (even in the dead of winter).The place was clean, spacious and exactly as described. The wood stove was a great heat source as it was really cold...
    Reviewed 25 October 2016
    A charming cozy cottage in a quiet setting with all you need for comfort included. We hiked, canoed and visited farms and museums close by. It was a lovely fall getaway!
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    About this property
    Remember the simple pleasures of a country, lakeside vacation where you can spend the day swimming or boating, exploring new towns and attractions, or just spending a lazy afternoon reading on the screened-in porch? Get back to those simple pleasures in our cabin, which is located in a beautiful,...
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    Location Information
    01223, Becket, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Charming Affordable  Home for groups up to 141 / 11
    (9)Excellent
    Shelburne Falls, MA
    7 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2014
    I stayed in this house with a group of about 14 friends from college (we're a few years out) the weekend after Christmas, and we had a great time staying at Susan's place in...
    Reviewed 3 July 2012
    The home was so perfect. Just a short walk to the center of Shelburne Falls, 5 minute drive to rafting outfitters, swimming holes.Huge house with a great kitchen, but you'll...
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    About this property
    Our 7 bedroom, 3 bath, redone Federal House is the perfect place for family celebrations, school reunions, wellness, writing, quilting or other special interest gatherings. Your whole group can share our dining area and even enjoy the services of a gourmet chef should you desire. We have 8 quiet...
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    Location Information
    01370, Shelburne Falls, Massachusetts
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
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    Hatfield
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Porch
    • Cable/satellite TV
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very unique apartments in beautifully restored 19th-century grist mill with private dam and waterfall, available for daily, weekly or monthly stays. As little as $76/night for longer stays, and additional days are prorated based on weekly/monthly rate. All utilities, WiFi and cable included, and...
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    01038, Hatfield, Hampshire County
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hatfield
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Washer
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the boring and embrace the unique when you stay at this vacation rental home in West Hatfield. The house was custom built in 2014 and boasts 4 bedrooms, 2 bathrooms, and room for 8! The property includes 7 acres of a beautiful wooded area and is near the River Valley Co-op where you can...
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    01088, Hatfield, Hampshire County
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hawley, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious cabin by the brook was originally a two-room log cabin, built in 1935. Over the years a bedroom addition was built on each end, making it a comfortable retreat for up to six people. Located at the end of a dirt road at the edge of the forest and close to the brook, Alice’s Cabin...
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    01339, Hawley, Massachusetts
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Greenfield, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brandt House is a three-and-a-half-acre, turn-of-the-century estate located in a charming residential area of Greenfield, just minutes from I-91 and Route 2 in northwestern Massachusetts. Walking distance to downtown Greenfield and in the northern Pioneer Valley where culture, history, adventure,...
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    01301, Greenfield, Massachusetts
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Becket, MA
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Terrace
    • Balcony
    • Private Garden
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large home in wooded area of the Berkshires. Ideal for all the summer events such as visiting Great Barrington, Lenox, Lee, Stockbridge. Many mountain areas for picnics, biking, hiking in the summer and winter events such as skiing and snowboarding. Near Center pond where there are many boating...
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    01223, Becket, Berkshires
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    Becket, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    • Waterfront
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Private Garden
    • DVD Player
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely house on pond, Beautiful views of pond from every room, except one. Lounge on the deck with a glass of wine watch the Great Blue Heron has he stalks his fish, see the beavers swim lazily across the pond, flapping their tails to let you know they are there. Every room but one has a water...
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    01223, Becket, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    Hatfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    new condo with open floor plan and first floor master with view across the Connecticut River to Mount Holyoke. Quartz countertops and high end appliances make it a dream kitchen. Master bedroom has steam shower and soaking tub. Second floor has one single bedroom (with room for inflatable bed or...
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    01038, Hatfield, Hampshire County
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Conway, MA
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming one-bedroom apartment situated on 8 beautiful and peaceful acres in the rolling hills of Conway Massachusetts. The apartment has a large kitchen, a sitting room, study 'nook', private bath with laundry facilities and a separate entrance. Guests are greeted every morning by two friendly...
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    01341, Conway, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Belchertown
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful turn-of-the-century Victorian is the former rectory to a beautiful old church that is now an artist studio (The Artist Common - available for rent separately). It is secluded a top a hill on 4 1/2 acres and has soaring ceilings, period details, modern kitchen and 2 1/2 bathrooms. You...
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    01007, Belchertown, Hampshire County
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Hawley, MA
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pudding Hollow sits nestled into the woods at a corner of our private drive. This cozy cottage with both deck and screen porch looks out over a grassy lawn and wooded hillside. The fully-equipped kitchen and family room with wood stove run across the front of the house, while the bedrooms and bath...
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    01339, Hawley, Massachusetts
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Valley View1 / 8
    (2)Excellent
    Hawley, MA
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Mountain Views
    • Central Heating
    • Parking
    • Private Garden
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2018
    Singing Brook farm is off of Route 2, and close to Shelburne Falls, MA in the Berkshires. The farm is family owned and everyone is friendly, and helpful. Groceries and other...
    Reviewed 6 February 2018
    We had the pleasure of staying at Valley View for a long weekend. The house is small but has an open floor plan with beautiful view of a sweeping meadow. We enjoyed watching...
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    About this property
    Valley View is a charming one-bedroom house looking out over a large meadow from the top of a hill. The house features a wraparound deck which extends the living space into the outdoors, and large picture windows and sliding glass doors bring light and views inside. A woodstove in the living room...
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    01339, Hawley, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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