We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Charlemont, MA

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 16 Rentals in the Charlemont Area
    loading...
    From
    ₹7,658
    / Night
    Payment Protection
    View Details
    1 / 36
    5 of 5 stars (112) Excellent
    Charlemont
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (112) Make Enquiry
    From
    ₹27,570
    / Night
    Payment Protection
    View Details
    1 / 8
    Charlemont
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    travellers have booked this property
    Overview Make Enquiry
    From
    ₹14,040
    / Night
    View Details
    1 / 12
    Charlemont
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Make Enquiry

    The following rentals are within 25 kilometres of Charlemont, Massachusetts.

    From
    ₹31,910
    / Night
    Payment Protection
    View Details
    1 / 11
    5 of 5 stars (9) Excellent
    Shelburne Falls
    7 Bedrooms / 3 Bathrooms / Sleeps 14
    traveller have booked this property
    Overview 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
    Make Enquiry
    Location Information
    Shelburne Falls, Massachusetts 01370
    5 of 5 stars Reviewed 4 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...
    See all reviews
    From
    ₹12,764
    / Night
    Payment Protection
    View Details
    1 / 6
    Savoy
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview 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
    Make Enquiry
    Location Information
    Savoy, Berkshires 01256
    From
    ₹18,189
    / Night
    Payment Protection
    View Details
    1 / 7
    5 of 5 stars (1) Excellent
    West Halifax, VT
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview 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
    Make Enquiry
    Location Information
    West Halifax, Vermont 05358
    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...
    See all reviews
    From
    ₹9,573
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (3) Excellent
    Whitingham, VT
    3 Bedrooms / 2 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Reviews (3) 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
    Make Enquiry
    Location Information
    Whitingham, Vermont 05361
    5 of 5 stars Reviewed 30 May 2015
    We arrived to a wonderful location in the middle of the woods just off the highway. Tucked far enough back to hear the best that the woods have to offer, without the hubbub of any...
    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...
    See all reviews
    From
    ₹8,616
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (5) Excellent
    Hawley
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview 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
    Make Enquiry
    Location Information
    Hawley, Massachusetts 01339
    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...
    See all reviews
    From
    ₹13,530
    / Night
    Payment Protection
    View Details
    1 / 23
    4.5 of 5 stars (16) Very good
    Plainfield
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Mountain Views
    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
    Make Enquiry
    Location Information
    Plainfield, Hampshire County 01070
    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...
    See all reviews
    From
    ₹6,382
    / Night
    Payment Protection
    View Details
    1 / 11
    Greenfield
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lovely one bedroom apartment in our 1895 Victorian home. The space is nicely furnished and has a separate entrance. The living room has a working fireplace with a spacious dining room, basically stocked kitchen and a full bath. The kitchen has pots and pans with coffee and breakfast for the... View all property information
    Make Enquiry
    Location Information
    Greenfield, Massachusetts 01301
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    From
    ₹6,382
    / Night
    Payment Protection
    View Details
    1 / 9
    5 of 5 stars (4) Excellent
    Conway
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview 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
    Make Enquiry
    Location Information
    Conway, Massachusetts 01341
    4 of 5 stars Reviewed 31 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...
    See all reviews
    From
    ₹15,955
    / Night
    Payment Protection
    View Details
    1 / 18
    Colrain
    3 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Colrain, Massachusetts 01340
    From
    ₹11,169
    / Night
    Payment Protection
    View Details
    1 / 12
    Windsor
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Peaceful, mountain hideaway. Rural, yet easily accessible to all major Berkshire County and Pioneer Valley attractions. Recently renovated, this charming 2-bedroom cottage can comfortably accommodate 4-6 people or could be a romantic retreat for two. Full kitchen with all appliances gives you... View all property information
    Make Enquiry
    Location Information
    Windsor, Berkshires 01270
    From
    ₹8,999
    / Night
    Payment Protection
    View Details
    1 / 11
    Conway
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Mountain Views
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    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... View all property information
    Make Enquiry
    Location Information
    Conway, Massachusetts 01341
    From
    ₹12,764
    / Night
    Payment Protection
    View Details
    1 / 7
    Greenfield
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Great neighborhood - 5 min walk to downtown -11 rooms, 3 large BR, 3 full baths Beautiful family-style home, spacious, completely remodeled, and in a great neighborhood; tastefully furnished/decorated throughout with beautiful hardwood floors. 1st floor features a spacious kitchen, living room,... View all property information
    Make Enquiry
    Location Information
    Greenfield, Massachusetts 01301
    From
    ₹32,548
    / Night
    Payment Protection
    View Details
    1 / 27
    Williamsburg
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    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
    Make Enquiry
    Location Information
    Williamsburg, Hampshire County 01096