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Vacation Rentals in Greenfield, MA and nearby

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All 29 Rentals in the Greenfield Area
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From
$100
Per Night
1 / 11
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Greenfield
1 Bedroom, 1 Bathroom, Sleeps 4
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$200
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1 / 7
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Greenfield
3 Bedrooms, 3 Bathrooms, Sleeps 6
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The following rentals are within 20 miles of Greenfield, Massachusetts.

From
$255
Per Night
1 / 32
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New Salem
5 Bedrooms, 3 Bathrooms, Sleeps 14
Bookings
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From
$120
Per Night
1 / 9
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Conway
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Inquiry Similar Properties
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The House in Pumpkin Hollow Bed and Breakfast is nestled in the foothills of the Berkshires in Conway, Masschusetts. It is surrounded by woods. fields, and other historic homes. Ideally situated 6 miles off Route 9, it is close to Northampton, Deerfield, Brattleboro, Amherst and Shelburne Falls.... View all property information
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4 of 5 stars Reviewed August 30, 2014
I travel once a year to various interesting destinations with a best friend and this year we chose this Bed and Breakfast for its proximity to the Berkshires for hiking as well as...
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From
$130
Per Night
1 / 13
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Conway
2 Bedrooms, 1 Bathroom, Sleeps 3
Bookings
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Garden or Yard
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to our beautiful home in Western Massachusetts! We built this post and beam home 14 years ago, high on a hill, overlooking our pasture with our beloved four-legged farm friends...and yes, we have goats. There are no neighbors in sight, though some are nearby. We are on a quiet rural road,... View all property information
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5 of 5 stars Reviewed November 17, 2014
I don't have words to described my stay in this place. I was looking for peace and quiet and I found them there. Thanks to John and Pixie for making my stay a peaceful one. I was...
5 of 5 stars Reviewed August 28, 2014
My wife and I just stayed here for our anniversary. Wish we had been able to stay longer! John & Pixie were great! Perfect location. Loved the decor! Close to Shelburne Falls...
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From
$150
Per Night
1 / 22
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Whitingham, VT
3 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This very private 3 bedroom home sits on 10 acres. Three levels. Enjoy the rustic charm and tranquility of this great Vermont Vacation Home. No other houses in sight. 3 miles from boat launch on Harriman Reservoir. -Fully stocked kitchen! Coffee maker, toaster oven, dish washer, everything... View all property information
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5 of 5 stars Reviewed March 23, 2014
Jean's place was perfect for a group of seven. There were plenty of sleeping options for 3 couples and a single. We had four dogs that were able to wonder the property without too...
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From
$150
Per Night
1 / 8
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Guilford, VT
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Schoolhouse No. 10 is a fully renovated 18th century schoolhouse in scenic southern Vermont. Located on a country road in a very special neighborhood, the Schoolhouse offers a romantic private getaway for one or two couples, or a creative art spa for friends who want to come share an historic... View all property information
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5 of 5 stars Reviewed October 25, 2014
A beautifully restored schoolhouse with abundant charm. The owners Susan and Gilbert are genuinely the nicest people you could meet. The refrigerator was stocked with farm fresh...
5 of 5 stars Reviewed October 7, 2013
My husband and I just returned from a glorious fall weekend in VT. Schoolhouse No. 10 is situated on a quiet country dirt road and far exceeded all expectations. The Schoolhouse...
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From
$175
Per Night
1 / 12
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Winchester, NH
4 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Beach
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
A Stunning Lakefront home on crystal clear,sandy bottomed, 110 acre Forest Lake at the junction of NH,VT,& MA will be your long awaited retreat in the whispering pines, shimmering lakes, and beautiful foliage of New Hampshire. Also check out our new home on Rockwood Pond in Fitzwilliam. NH! The... View all property information
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5 of 5 stars Reviewed October 13, 2014
this large home is extremely well equipped. Each of our party had a separate bedroom and the communal spaces, and there are many of them, are extremely well equipped with...
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From
$212
Per Night
1 / 23
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Plainfield
3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Internet Access
  • Mountain Views
  • Private Beach
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
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... View all property information
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3 of 5 stars Reviewed August 25, 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...
5 of 5 stars Reviewed May 29, 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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From
$99
Per Night
1 / 5
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Shelburne
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
My wife and I have a fully furnished three-room apartment in our home that has a bedroom with a king size bed, private full bath, dining-living area, and a small, fully equipped kitchen w/ pots, pans, paper goods, etc. Kitchen is all set up with coffee and tea ingredients and makers. We will... View all property information
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4 of 5 stars Reviewed August 10, 2014
After many days on the road, a stay in this wonderful apartment was certainly delightful! We found all to be clean and in working order, plus our host seemed to have anticipated...
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From
$125
Per Night
1 / 5
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Guilford, VT
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
If you want to get away from the hustle and bustle of our technologically driven lives and slow down, breath and relax, our cabin is the perfect place for you. No phones, television or internet, just a nice comfortable and affordable country log cabin nestled in the foothills of the Green... View all property information
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5 of 5 stars Reviewed July 25, 2014
My boyfriend and I had the pleasure of staying at this beautiful cabin a couple of weeks ago and honestly, I can't say enough good things about it! For starters, it is gorgeous...
5 of 5 stars Reviewed May 30, 2014
The word "cabin" doesn't do this property justice. It is actually a comfortable two bedroom log home which is immaculate and well secluded. There is no internet service (who needs...
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From
$115
Per Night
1 / 35
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Charlemont
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Garden or Yard
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
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 and diverse area of Western Massachusetts with or without their companion animals. Since opening... View all property information
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5 of 5 stars Reviewed November 18, 2014
The Cavalier Cottage is a nice, clean and bright studio cottage. Pat is the perfect host, providing us with warm scones and orange juice every morning. She welcomed us and our 2...
5 of 5 stars Reviewed October 22, 2014
All three of us (husband, dog, and I) had a wonderful time at Cavalier Cottage. It couldn't have been better - the cottage was neat as a pin and comfy as could be. Pat made us and...
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From
$250
Per Night
1 / 11
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Very unique apartment in beautifully restored 19th-century grist mill with private dam and waterfall, available for daily, weekly or monthly stays. As little as $86/night for longer stays, and additional days are prorated based on weekly/monthly rate. All utilities, WiFi and cable included, and... View all property information
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From
$200
Per Night
1 / 11
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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... View all property information
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From
$135
Per Night
1 / 9
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Brattleboro, VT
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Garden or Yard
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
© craigslist - Map data © OpenStreetMap Culbertson Drive 3BR 1200ft2 house off-street parking Cozy 3-br house for rent short term in Brattleboro on quiet property close to Rt. 9 and I-91, walking distance to Brattleboro Farmers Market, swimming at Living Memorial Park, shopping and good food.... View all property information
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From
$135
Per Night
1 / 1
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Brattleboro, VT
Studio, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to the Culbertson House! This adorable studio apartment was completely refinished a few years ago. It features a gorgeous stone fireplace, tasteful furnishings and decoration, a comfortable double bed, fully equipped kitchen, full bath with shower, and exquisite hardwood walls and floor.... View all property information
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From
$125
Per Night
1 / 22
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Hawley
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
3 Bedroom house, know as Flight's End, is for rent by day, weekend, week or month. Great for romantic get away or a family outdoor vacation. Not a party house. Fifteen minutes to Charlemont, Ashfield and Shelburne Falls. House is located on a brook and across the road from a private pond (not... View all property information
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5 of 5 stars Reviewed September 11, 2014
The house was very clean and cozy. Everything was as shown in the pictures. As my friends and I are from the city, we love how quiet the area is. BBQ grill and bonfire were the...
5 of 5 stars Reviewed August 21, 2014
Found this property to be a good one for the three of us. Great price, owner nearby and accessible. Very clean and comfy. Would have appreciated a little more about directions to...
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From
$250
Per Night
1 / 6
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Cummington
2 Bedrooms, 1 Bathroom, Sleeps 1
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Amenities & Details
  • Grill
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Two bedroom lodge located in the lovely hamlet of West Cummington, Massachusetts. West River Lodge is close to all activities and tourist destinations of Western Massachusetts, Tanglewood, Mass MOCA, Northampton, Shelbourne Falls, Williamstown, Mount Greylock. The federally protected West Branch... View all property information
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From
$500
Per Night
1 / 11
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Shelburne Falls
7 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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... View all property information
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5 of 5 stars Reviewed January 3, 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...
5 of 5 stars Reviewed July 3, 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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From
$2,995
Per Month
1 / 10
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Richmond, NH
2 Bedrooms, 3 Bathrooms, Sleeps 3
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Stunningly beautiful two bedroom, t.5 bath condominium in the Oregon Hill section of Richmond, along the James River within easy walking access to the Canal Walk, numerous restaurants and with the heart of downtown Richmond less than five minutes away; walk if you feel like it. Rents fully... View all property information
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From
$120
Per Night
1 / 1
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Richmond, NH
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Enjoy a quiet entire apartment with your friend and family in historic town Richmond,Va This is a apartment on first floor in byrd park area with all renovation, it is between byrd park and Cary town (good neighborhood) first floor apartment has a 1 year lease tenant live there. it is pretty... View all property information
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$200
Per Night
1 / 27
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Williamsburg
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Garden or Yard
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Flower Hill Farm Retreat is housed within a 1790 farmhouse and studio situated on an east facing hillside fifteen minutes west of Northampton, Massachusetts. You can rent the entire retreat or separate apartments. See Rates below. Rambling organic gardens, fields and forest surround the Retreat... View all property information
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$250
Per Night
1 / 18
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Colrain
3 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Garden or Yard
  • Internet Access
  • Mountain Views
  • Private Beach
  • Private Fishing...
  • Safe
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This eco-friendly, river front home in Colrain, Massachusetts is situated in a slice of rural paradise, yet close to the charming village of Shelburne Falls and year-round recreational activities. The house is situated on 2.9 acres of flatland and wooded path down to the beach edge of the North... View all property information
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$100
Per Night
1 / 21
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Winchester, NH
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Beach
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
2 Bedrooms, 1 bath, sleeps 6. Private beach, dock, raft, rowboat, canoe, 4 Kayaks, or launch your boat. Cable TV, high speed internet, WIFI, 42' flat screen internet TV. Sleeps 6 - two bedrooms - One with Queen Bed, one with two single beds, and a full size pullout couch in the family/living... View all property information
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5 of 5 stars Reviewed September 30, 2014
Great off the beaten track place to stay yet only 20 minutes from Keene. Bill and Sandie very gracious hosts both before and during your stay. Accommodations very modern. We will...
5 of 5 stars Reviewed July 12, 2014
My fiancé and another couple stayed here for a few days in May. It was absolutely beautiful and exactly what we were looking for! My fiancé and I are avid "outdoors people" and...
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From
$432
Per Night
1 / 8
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Charlemont
5 Bedrooms, 3 Bathrooms, Sleeps 14
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Amenities & Details
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Hawk Mountain Lodge offers a year-round New England vacation experience! Enjoy comfortable accommodations conveniently located in Charlemont in the northern Berkshires, just 2.5 hours from Boston and 3.5 to 4 hours from New York City. Overlooking the Deerfield River Valley and Berkshire East Ski... View all property information
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From
$136
Per Night
1 / 16
Whitingham, VT
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
The Amos Brown House was built in 1802 and sits in the middle of a 30-acre farm. The farmland is half hay fields and half mixed hardwood forest, home to deer, fox, wild turkey, and other game. Stone walls border the hay fields and old paths wander off into the forest evoking images of former lives... View all property information
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$150
Per Night
1 / 14
Brattleboro, VT
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
In a country setting 3 miles from exit 3 on I91 in Brattleboro, an adorable one bedroom suite that's fully furnished and includes SAT/TV & Internet. Full deck overlooking lovely views of Vt mountains, forests & fields. Full kitchen with raised panel cherry cabinets, living/dining and full bath.... View all property information
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$250
Per Night
1 / 7
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West Halifax, VT
4 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Air Conditioning
  • Dishwasher
  • Garden or Yard
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
• 19th Century Farmhouse with beautiful mature gardens • 24 Park like acres - woods and streams • Short drive to Marlboro Music Festival • Close to Brattleboro (10 miles) located in the Village of West Halifax • House has 4 bedrooms - 2 master bedrooms with Queen Beds • 2 Additional Bedrooms... View all property information
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$145
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1 / 6
Brattleboro, VT
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Blue Heron Pond is a corner of heaven in a four season paradise. We are three miles from downtown Brattleboro, on 13 private acres of woods with a lovely pond to swim in during the warm weather, and ice skating in the winter. Ski and snow shoeing out the back door. Woods to walk in. We are an hour... View all property information
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