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.

Charlemont Vacation Rentals

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.
Check In Check Out
    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}
    View Map
    Price
    per night
    $293 Average
    $0$1,000+
    Suitability
    More filters
    All 17 Rentals in Charlemont
    Sort by:
    Default
    Don't let other travellers get your favourite Charlemont area vacation rental. You're so close to securing your perfect getaway. Book today.
    Charlemont
    5 of 5 bubbles
    152 Reviews
    1 Bedroom, Sleeps 4Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Charlemont
    5 of 5 bubbles
    2 Reviews
    Studio, Sleeps 4Quick View
    Check In Check Out
    Show Prices
    The following rentals are within 25 kilometres of Charlemont.
    Savoy
    5 of 5 bubbles
    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Hawley
    5 of 5 bubbles
    6 Reviews
    3 Bedrooms, Sleeps 8Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Central Heating
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 26 August 2015
    Very pleasant place to stay. Felt like staying at Grandma's house in the country. The owner is a very pleasant and easy going fellow and the price is reasonable. House and...
    Excellent of 5 bubbles
    Reviewed 11 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...
    See all reviews
    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
    Location Information
    Hawley, Massachusetts 01339
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    West Halifax, VT
    5 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 8Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Porch
    • Wi-Fi
    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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
    About this property
    • 19th Century Farmhouse with beautiful mature gardens<BR>• 24 Park like acres - woods and streams <BR>• Perfect location to attend Marlboro Music Festival<BR>• Close to Brattleboro (10 miles) located in the Village of West Halifax <BR>• House has 4 bedrooms - 2 master bedrooms with Queen Beds...
    View all property information
    Location Information
    West Halifax, Vermont 05358
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    West Halifax, VT
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Patio
    • Terrace
    • DVD Player
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful house interior and out. Many rooms for privacy including TV room, pool table below, dining areas, living room with circular couch to sit around open glass wood stove and a small library, computer space. Dining room open to kitchen area and to living room. Upper balcony and outside...
    View all property information
    Location Information
    West Halifax, Vermont 05342
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Shelburne Falls
    5 of 5 bubbles
    9 Reviews
    7 Bedrooms, Sleeps 14Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    • Satellite TV
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    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
    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
    Location Information
    Shelburne Falls, Massachusetts 01370
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
    Make Enquiry
    Colrain
    3 Bedrooms, Sleeps 4Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Waterfront
    • Central Heating
    • Shared Garden
    • Wi-Fi
    • Outdoor Dining Area
    • Mountain Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Location Information
    Colrain, Massachusetts 01340
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Jacksonville, VT
    4 Bedrooms, Sleeps 8Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Garden
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful spacious 3200/sf. log home situated on ten acres very close to Mount Snow Resort. Private and secluded, this property features a wonderful outdoor fire-pit, babbling brook, many hiking, ATV and snowmobile trails. Quaint country living at its finest. Year-round weekly rentals...
    View all property information
    Location Information
    Jacksonville, Vermont 05342
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Whitingham, VT
    5 of 5 bubbles
    5 Reviews
    3 Bedrooms, Sleeps 12Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Central Heating
    • Washer
    • Parking
    • Porch
    • Outdoor Dining Area
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 17 December 2015
    Hobbit Hollow is an ideal great-away for a large group of friends. The house is quirky and characterful. The kitchen and general amenities were perfect -- the former is very...
    Excellent of 5 bubbles
    Reviewed 17 November 2015
    We were like 7 people stayed in cabin, and the cabin is so spacious with extra beds. It is very near to the green mountains. The cabin is well maintained and lots of fire...
    See all reviews
    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
    Location Information
    Whitingham, Vermont 05361
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Greenfield
    1 Bedroom, Sleeps 4Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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,...
    View all property information
    Location Information
    Greenfield, Massachusetts 01301
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Plainfield
    4.5 of 5 bubbles
    16 Reviews
    3 Bedrooms, Sleeps 10Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    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...
    Excellent of 5 bubbles
    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
    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
    Location Information
    Plainfield, Hampshire County 01070
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Conway
    1 Bedroom, Sleeps 3Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    Conway, Massachusetts 01341
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    Colrain
    1 Bedroom, Sleeps 2Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Secure Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • DVD Player
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I am booked through to the end of May 2017. Come and delight in this laid back, serene spot. Cell service has not reached us here so you will need to tap into the wireless service provided here. Password is provided when you arrive. This is a lovely fragrance free, efficiency apartment off the...
    View all property information
    Location Information
    Colrain, Massachusetts 01340
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Whitingham, VT
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Parking
    • Satellite TV
    • Washer
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discounts and seasonal specials may be available - call Evolve at 877 818-1013 for more info! Please go to youtube and search "JohnsFarmDrone+Music1" to view aerial footage of the property! Mount Snow Farm is a secluded haven nestled in the Green Mountains near Whitingham, Vermont. This rustic,...
    View all property information
    Location Information
    Whitingham, Vermont 05361
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Goshen
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Waterfront
    • DVD Player
    • Terrace
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    Goshen, Hampshire County 01032
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Jacksonville, VT
    3 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Parking
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan a relaxing escape to this three-bedroom Jacksonville cabin, a lakefront home with a private deck, lovely lily pond views, and a wonderful location close to outdoor adventures in every season. This three-level home sits atop a small hill on the eastern shores of Gates Pond, where you'll enjoy...
    View all property information
    Location Information
    Jacksonville, Vermont 05342
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    List your property
    Owner log in