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Holiday villas in Williamstown, MA

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All 25 Rentals in the Williamstown Area
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The following rentals are within 25 kilometers of Williamstown, Massachusetts.

From
€118
Per Night
Stephentown, NY
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
16 photos Details Reviews (1) Make Enquiry
From
€235
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
12 photos Details Reviews (1) Make Enquiry
From
€176
Per Night
Hancock
4 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details Reviews (3) Make Enquiry
From
€137
Per Night
Lanesboro
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
10 photos Details Reviews (12) Make Enquiry
Amenities & Details
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a vacation getaway. It is perfect for romantic weekends or family... View all property information
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5 of 5 stars Reviewed 8 July 2014
We were lucky to happen upon this gem, and highly recommend it to families visiting the area of Mt. Greylock. Great on a rainy day, and interesting for all given the history of...
5 of 5 stars Reviewed 30 May 2014
We have stayed in several vacation rentals, and this one was extremely charming. The very first time I saw this one I just knew we had to vacation here while we were in The...
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From
€180
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
4 photos Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Cozy ranch home 3 miles away from Jiminy Peak Ski Resort. Near MASS MOCA, Clark Art Institute, Williams College Contemperary Museum of Art, Williamstown Theatre Festival, Tanglewood, shopping, golf courses. Wrap around deck with beautiful mountain views. Family room with full wet bar & flat screen... View all property information
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4 of 5 stars Reviewed 11 August 2013
Aside from the excessive amount of men's shirts in the closets (closets and drawers had not been emptied so storage space was minimal), the full trash bins and dirty dishes...
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From
€16
Per Night
North Adams
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
10 photos Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Garden
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
I have a 2 to 3 bedroom first floor apartment. This spacious 8 room apartment is surrounded by woods and minutes from downtown North Adams or Williamstown!! Animals are welcome... I have a cat that I usually keep there... The master bedroom has an extended queen sleep number bed and the spare... View all property information
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5 of 5 stars Reviewed 6 July 2014
Stephanie was helpful and accommodating of us and our last minute request . Sheafs it easy to stay, come and go and we found the location convenient yet private and remote from...
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From
€223
Per Night
North Adams
3 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Spectacular views are yours from this 2000 square foot Chalet Lodge located on the 50 acre Rose and Goat Retreat on the top of beautiful Florida Mountain in the Berkshires in Western Massachusetts. Enjoy cozy evenings in front of the massive stone fireplace after a day of enjoying all that the the... View all property information
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5 of 5 stars Reviewed 25 August 2014
I booked the Rose & Goat Retreat for my sister's Bachelorette Weekend in the Berkshires! Not only was it the perfect location because it was only 11 miles away from our zip lining...
5 of 5 stars Reviewed 13 March 2014
This place is an absolutely gorgeous lodge, with an incredible view of the Berkshires. Margo was very hospitable and took great care of all of our needs. The pictures don't do...
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From
€196
Per Night
North Adams
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
16 photos Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Mountain Views
  • Private Fishing...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Windsor Cottage is a beautiful, newly renovated lakeside retreat located on Windsor Lake in North Adams, MA. where you can enjoy your own private water access from your front lawn. You will feel like you are in the middle of the forest, yet you are in walking distance to the town, Mass MoCA and... View all property information
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5 of 5 stars Reviewed 16 August 2014
The cottage is well located, seemingly remote, but with nearby access to local attractions and restaurants. I enjoyed sitting on the deck, looking out over the water in the...
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From
€123
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
This is an amazing 2 Bedroom Condo located in the heart of Berkshires.. On site amenities include, Pool and Game Room. Full Kitchen, 2 Baths and a large Living Room. Western Mass known for its rich culture, which will allow to enjoy close by Jaunts like, Norman Rockwell Museum, Tanglewood etc..... View all property information
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From
€118
Per Night
Savoy
2 Bedrooms, 1 Bathroom, Sleeps 4
6 photos Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
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... View all property information
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From
€588
Per Night
Stephentown, NY
4 Bedrooms, 4 Bathrooms, Sleeps 16
13 photos Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This ultra-private ski ranch is situated on 52-wooded acres and is located one quarter mile from NY Route 22 in Rennselaer County just 10 minutes from the Massachusetts boarder and 20 minutes from the Vermont border. Several ski areas are accessible from the house including Jiminy Peak, Bosquet... View all property information
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From
€157
Per Night
Cheshire
2 Bedrooms, 1 Bathroom, Sleeps 5
19 photos Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Comfortable house situated on the shore of Hoosac Lake with beautiful, long views stretching across the large lake. It's fully furnished, with cable TV, stereo, and high-speed Internet. There's a big kitchen, with a central island for dining. The expansive living/dining room and attached study,... View all property information
Make Enquiry
From
€114
Per Night
Hancock
1 Bedroom, 1 Bathroom, Sleeps 6
Booking
16 photos Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Garden
  • Grill
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
About this property
Low long term rates. Call $2500/mo for 3 months. Free Electric Vehicle Charging Station! (240V 40A no J1772) Thanksgiving Special - Nov 24 - Dec 1 - $500 Christmas Special - Dec 20 - Dec 27 - $800 Ski Season Dec 1 - Mar 31 $8000 April $50/nt Summer Cultural May 26, 2014 - Seot 2, 2014 $7500 Summer... View all property information
Make Enquiry
5 of 5 stars Reviewed 16 October 2014
This property is perfect for people with pets. Serene setting with a gorgeous view. The hosts, Tom and Susan, were gracious and very helpful. Highly recommended if your travels...
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From
€105
Per Night
Hancock
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Luxury condo in hancock, ma ....Three bedrooms, loft, 2 baths, living room, kitchen with dining area, a/c, deck w/grill et al, heated pool, tennis court, mountain view. Near williamstown theater, clark art museum, tanglewood and three local golf courses. View all property information
Make Enquiry
From
€294
Per Night
Stamford, VT
4 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Situated on six wooded and scenic acres, the property is lined with shady birch and maple trees and is filled with spacious green lawns and gardens. There is access to hiking and walking trails within feet of the front door; visit beautiful streams and breathtaking views without driving anywhere!... View all property information
Make Enquiry
From
€470
Per Night
Stephentown, NY
4 Bedrooms, 4 Bathrooms, Sleeps 12
4 photos Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Two story cape that can sleep up to 12 people on 50 acres. Fully equipped kitchen, laundry area and dining & living room that faces the Berkshire Mountains. Relaxingy deck with barbecue. Walking trails and swimming pond make it a perfect getaway place. Wifi, a/c tv Near all Berkshire attractions,... View all property information
Make Enquiry
From
€176
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
11 photos Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Bentley Brook is a ski in/ski out resort located at the base of Jiminy Peak ski resort. On-site Amenities Include: Heated Indoor/Outdoor Pool (year round), 3 hot tubs, 'Get out & Play ' children's program, 3 tennis courts, game room, exercise equipment, sauna, theater with nightly movies.. At... View all property information
Make Enquiry
From
€118
Per Night
Stephentown, NY
3 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details Make Enquiry
Amenities & Details
  • Dryer
  • Garden
  • Grill
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Perfect weekend retreat or short term furnished rental close to all Berkshire, MA amenities and Jiminy Peak Mountain Resort, museums, theatre, restaurants, shopping and more! 20 Minutes to Williamstown, 25 to Pittsfield, 30 to Albany. Home is efficient easily maintained in an adorable 1870's... View all property information
Make Enquiry
From
€110
Per Night
North Adams
2 Bedrooms, 1 Bathroom, Sleeps 4
16 photos Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Newly updated and well-appointed, this bright and sunny second floor apartment offers five spacious, tastefully decorated rooms. The apartment comes fully equipped, furnished and sleeps four. Each bedroom includes one queen size bed with premium Sealy mattresses as well as a TV with basic cable.... View all property information
Make Enquiry
From
€140
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
16 photos Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Sauna
  • Shared Indoor Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
A fully furnished and nicely appointed 2br/2ba suite. There's a full kitchen, living room with sofa sleeper, king bed in master bedroom, 2nd bedroom has either a king bed or two queen size beds(varies), washer/dryer, private balcony with mountain or valley views. Everything you need on your... View all property information
Make Enquiry
From
€56
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details Reviews (2) Make Enquiry
Amenities & Details
  • Dryer
  • Safe
  • Sauna
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Two-Bedroom Condos are the ultimate Hancock, Massachusetts vacation retreat. Apart from two ultra-spacious private bedrooms and two oversized bathrooms, take advantage of the washer and dryer and fully equipped kitchen for additional travel savings. Create fun filled memories just minutes from... View all property information
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4 of 5 stars Reviewed 19 September 2014
What a pleasant and wonderful stay. This is the second Wyndham resort we have stayed at. We had asked for a room on the top floor with a view and that was exacly what we got...
4 of 5 stars Reviewed 19 August 2014
The condo has a full kitchen and living room, making it pleasant to gather with family and/or friends in the evening or on a rainy day.
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From
€118
Per Night
New Ashford
4 Bedrooms, 3 Bathrooms, Sleeps 7
10 photos Details Reviews (11) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Private Fishing...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
The Berkshire Gorge House sits beside the Green River above a turbulent set of cascades, on the western slopes of Mt. Greylock. This 5-bedroom house was built in 1910 by New England’s finest craftsmen. It has been recently remodeled and is offered for rent. The house offers a new kitchen with gas... View all property information
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5 of 5 stars Reviewed 6 October 2014
Everyone that we interacted with was kind and interested in enhancing our experience. They asked if there was anything that we needed and it was there! There were many surprises...
1 of 5 stars Reviewed 29 July 2014
The property has a wonderful location, just off the main road and yet surrounded by many many trees and a stream. After entering the house, though, we were disappointment because...
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From
€216
Per Night
Hancock
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
On-site Amenities Include: Heated Indoor/Outdoor Pool (year round), Alpine Slide (warmer months), Berkshire Express Chairlift to Summit Lodge during ski season. The Berkshire Express provides scenic rides during warmer months. Bentley Brook is situated Slope Side for SKI/IN - SKI/OUT all winter... View all property information
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5 of 5 stars Reviewed 1 August 2013
Really nice accommodations & the staff was amazing, going out of their way to help in any way possible. Easy access to Jiminy Peak, which was full of activities for the...
5 of 5 stars Reviewed 31 January 2013
We spent time at Bentley Brook with "Kids" and the "Grands". Loved the 2BR, 2B with full K and really nice LR. Immaculate, extremely well equipped and spacious. The convenience...
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From
€59
Per Night
Hancock
3 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Secluded mountain home surrounded by 27 acres yet convenient to major attractions including Jiminy Peak, Williamstown, Hancock Shaker Village, Tanglewood, and MassMOCA. Home offers 3 bedrooms and 2 full baths with finished basement recreation room. Updated kitchen with all amenities needed for home... View all property information
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5 of 5 stars Reviewed 12 October 2014
Stayed here for a couple nights over labor day to get out of the city. The place is perfect for a group of 4 and even better for our 2 dogs. Great little creek for them to go...
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From
€74
Per Night
Adams
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
THE RENTAL IS LOCATED BELOW BEAUTIFUL MT. GREYLOCK. IT SITS ON AN ACRE PRIVATE LOT WITH ONLY ONE OTHER HOME ON THIS QUIET STREET. A MIN. WALK TO THE BOTTOM OF THE STREET WILL TAKE YOU TO THE ASHWILTICOOK BIKE TRAIL. THIS TRAIL WILL TAKE YOU ON A 22 MILE ROUND TRIP RIDE. YOU WILL ENJOY SCENIC... View all property information
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