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Holiday villas in Greenfield, MA

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All 27 Rentals in the Greenfield Area
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From
€89
Per Night
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1 / 11
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Greenfield
1 Bedroom, 1 Bathroom, Sleeps 4
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From
€177
Per Night
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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 30 kilometers of Greenfield, Massachusetts.

From
€89
Per Night
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1 / 21
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Winchester, NH
2 Bedrooms, 1 Bathroom, Sleeps 6
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From
€120
Per Night
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1 / 22
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Hawley
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Enquiry
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 12 September 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 21 August 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
€155
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1 / 8
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Guilford, VT
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
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 25 October 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 7 October 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
€226
Per Night
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1 / 32
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New Salem
4 Bedrooms, 3 Bathrooms, Sleeps 14
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Gorgeous, spacious, red-oak post and beam home on 11.25 acres abutting 2,700 acre Wildlife Preserve. 3-5 bedroom, 3 bath, 2600 sq ft, fully furnished and appointed, Stone 'n Sky Lodge offers extraordinary privacy and local convenience. Located on a paved, town-maintained, dead-end road surrounded... View all property information
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5 of 5 stars Reviewed 17 October 2014
The house was clean, had three bedrooms with many beds, and had an amazing back yard with frog pond and patio with two barbeque grills. Coffee was left for us to drink in the...
5 of 5 stars Reviewed 26 July 2014
The Stone & Sky Lodge was perfect for our retreat getaway. New Salem is a peaceful area that's out of the way from the hustle and bustle of bigger Massachusetts cities. We...
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From
€221
Per Night
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1 / 7
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West Halifax, VT
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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5 of 5 stars Reviewed 16 January 2015
We rented this house to be close to Mount Snow so our boys could spend their vacation snowboarding. The house was as beautiful as described. The rooms were charming and...
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From
€89
Per Night
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1 / 9
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Conway
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Enquiry
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 30 August 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
€443
Per Night
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1 / 11
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Shelburne Falls
7 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
Details Reviews (9) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
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 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...
5 of 5 stars 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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From
€133
Per Night
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1 / 22
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Whitingham, VT
3 Bedrooms, 2 Bathrooms, Sleeps 12
Bookings
Details Reviews (2) Make Enquiry
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 23 December 2014
I stayed at the Hobbit Hollow Farm with my boyfriend and three other couples for my boyfriends surprise birthday! We all had an awesome time. It was the perfect distance from...
5 of 5 stars Reviewed 24 March 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
€155
Per Night
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1 / 12
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Winchester, NH
4 Bedrooms, 1 Bathroom, Sleeps 9
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • 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 14 October 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
€188
Per Night
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1 / 23
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Plainfield
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (16) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Satellite TV
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 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...
5 of 5 stars 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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From
€111
Per Night
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1 / 5
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Guilford, VT
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • 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 26 July 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 30 May 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
€102
Per Night
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1 / 35
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Charlemont
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (101) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • 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 31 December 2014
My mother, my dog and I spent the weekend following Christmas at the Cavalier Cottage. We all had an amazing time. The B&B is located close to a few state parks, hiking, and a...
5 of 5 stars Reviewed 26 November 2014
Cavalier Cottage is a gem for people and dogs. My family and I were impressed by the amount of detail put into it---- it had everything you can think of- gourmet tea and...
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From
€125
Per Night
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1 / 19
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West Halifax, VT
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Ping Pong Table
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Set in the beautiful countryside of the South Pennines, this converted barn has an extremely spacious open plan living area with Jotul wood burning stove, lounge area, flat screen TV with freesat and DVD, dining area and fully equipped kitchen on the 1st floor with far reaching views. The kitchen... View all property information
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5 of 5 stars Reviewed 3 August 2014
Crabtree Barn was an absolute delight. It was beautifully presented and was equipped beyond what I would normally expect in a holiday cottage. The welcome pack of bread, milk...
5 of 5 stars Reviewed 8 July 2014
Crabtree Barn exceeded expectations. An interesting & attractive barn conversion, well furnished & fully equipped with everything we needed. We are a family of four including two...
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From
€106
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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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From
€2,651
Per Month
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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
€221
Per Night
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1 / 18
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Colrain
3 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Mountain Views
  • Private Fishing...
  • Safe
  • Waterfront
  • 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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From
€382
Per Night
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1 / 8
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Charlemont
5 Bedrooms, 3 Bathrooms, Sleeps 14
Bookings
Details Make Enquiry
Amenities & Details
  • Grill
  • 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
€199
Per Night
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1 / 12
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Water Views
  • Wi-Fi
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
€167
Per Night
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1 / 28
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Northampton
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Light, airy, tasteful, contemporary and comfortable 5 room apartment with kitchen, dining room, living room with fireplace, den/study, bedroom with queen size platform bed. Bathroom has claw foot tub for showers or bath. Private garage bay. Keyless apartment entry. Ten minute walk to downtown... View all property information
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From
€120
Per Night
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1 / 5
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Brattleboro, VT
Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Wi-Fi
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 king-size bed, fully equipped kitchen, full bath with shower, and exquisite hardwood walls and floor.... View all property information
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From
€451
Per Night
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1 / 27
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Williamsburg
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Safe
  • Washer
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 in this write up. Rambling organic gardens, fields and forest... View all property information
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From
€310
Per Night
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1 / 14
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Northampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful in-town single family home for weekly or extended rental in Northampton’s tranquil Smith College neighborhood. 3 Bedroom, 1.5 bath. Max 6. Great for walking the home is close to town, easy to find, and on a very nice street in a gorgeous part of town. This New England home has original... View all property information
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From
€177
Per Night
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1 / 14
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
  • Wi-Fi
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
Make Enquiry
From
€243
Per Night
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1 / 16
Whitingham, VT
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
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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From
€133
Per Night
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1 / 14
Brattleboro, VT
1 Bedroom, 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
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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