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Charlemont holiday lettings

We found 117 holiday rentals — enter your dates for availability

Discover a selection of 9 homes and other holiday rentals in Charlemont that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, including air conditioning and cable TV. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Charlemont

Showing deals for:14 Nov - 21 Nov

Image gallery for Charming 4 bedroom house with Views, 200 acres, Private Schools, Ski, Hiking

Property grounds
10 out of 10 rating
Exceptional
(5 reviews)

Charming 4 bedroom house with Views, 200 acres, Private Schools, Ski, Hiking

Greenfield, MA

8% off
Price is £4,225
£604 per night
includes taxes & fees
Charming 4 bedroom house with Views, 200 acres, Private Schools, Ski, Hiking

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Find out more about Charlemont

Find out more about Charlemont

Why visit Charlemont

  • Outdoor Adventures: Charlemont is a haven for adventure enthusiasts, boasting excellent skiing and outdoor sports opportunities amidst stunning scenery.
  • Historic Attractions: Explore charming historic bridges and the rich cultural heritage that the area has to offer.
  • Nature Reserves: Enjoy the breathtaking landscapes and natural beauty of nearby state parks, perfect for hiking and wildlife watching.
  • Charming Local Atmosphere: The nearby towns provide a delightful environment, ideal for families and couples seeking relaxation.
  • Diverse Accommodation: Choose from a range of holiday rentals, including cosy homes and modern flats, ensuring a comfortable stay.

Popular types of accommodation in Charlemont

Vrbo offers a diverse selection of holiday rentals in Charlemont, including houses, condos, and apartments. Whether you're seeking a charming retreat or a modern flat, there's something to suit every traveller's needs. Our guests often explore options such as the Clayton Hotel Charlemont or other local hotels, ensuring a comfortable stay while discovering all that Charlemont has to offer. Choose the perfect accommodation for your next getaway!

  • Houses: The top choice for visitors to Charlemont, these homes offer spacious and comfortable stays perfect for families or groups.
  • Condos: A popular second option, condos provide modern amenities and convenient locations for a hassle-free holiday experience.
  • Apartments: Ideal for solo travellers or couples, apartments offer a cosy and self-sufficient environment to enjoy your stay.
  • Cabins: Rustic and charming, cabins are a lovely retreat for those seeking a connection with nature.
  • Cottages: These quaint and inviting spaces are perfect for a romantic getaway or a peaceful escape.**

Top attractions in and around Charlemont

Charlemont, Massachusetts, is an ideal destination for those seeking adventure, skiing, and sports holidays. Explore its stunning nature reserves, historic bridges, and the nearby national state park, perfect for outdoor enthusiasts and culture seekers alike. Whether you're considering a city break, day trip, or a ski holiday, Charlemont offers a range of attractions to satisfy every traveller's interests.

  • Berkshire East Ski Resort: Nestled in Charlemont, this ski resort offers thrilling outdoor adventures for all levels, from skiing to snowboarding, surrounded by stunning mountain vistas.
  • Zoar Outdoor/Deerfield Valley Canopy Tours: Experience the excitement of ziplining through the treetops in this vibrant outdoor arena, perfect for thrill-seekers and nature lovers alike.
  • Massachusetts Museum of Contemporary Art: Located 8.1km from Charlemont, this cultural hub features innovative exhibitions and installations, showcasing the best of contemporary art in a unique setting.

Things to do recommended for couples

Experience romance in Charlemont with skiing at Berkshire East Ski Resort, followed by a delightful visit to Honora Winery for entertainment and wine tasting. For a touch of luxury, indulge in a round of golf at Crumpin-Fox Golf Club, just a short drive away.

Things to do recommended for families

Your family will have a delightful time at Shelburne Falls Bowling Alley, an arcade AdventureZone just 4.3km from Charlemont. For relaxation, visit the Land of Providence, a wellness-focused recreational area 5.0km away. Don't miss the family-friendly entertainment at Hopkins Observatory, located 15.0km away.

Things to do recommended for groups

Groups visiting Charlemont can experience local charm at Lamson and Goodnow, just 4.3km away. Enjoy a cultural outing at Double Edge Theatre, 5.6km from town, or engage in outdoor sports at Taconic Golf Club, located 11.2km away, perfect for a memorable group adventure.

What do I need to keep in mind when booking a vacation in 'Charlemont

If you're travelling with a group, family, pets, or planning for an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Charlemont with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Charlemont with young kids: Travelling with little ones can be quite demanding. It's essential to prioritise their comfort and safety, as well as to seek out suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Charlemont: For many families, a holiday wouldn’t be the same without their furry companions. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Charlemont: If you’re searching for holiday rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in and around Charlemont

Charlemont, Massachusetts, offers an exhilarating escape for adventure seekers, with its stunning landscapes perfect for skiing and outdoor sports. Nearby towns provide a charming atmosphere, ideal for families and couples alike. Whether you're planning an unforgettable getaway or a convenient city break, Charlemont serves as a gateway to breathtaking experiences. Embrace the thrill of adventure and the warm hospitality of this delightful region on your next holiday.

  • North Adams: Located 8.1km from Charlemont, North Adams is a vibrant city renowned for its adventurous spirit and outdoor pursuits. The area is particularly popular for skiing, with several ski fields and resorts drawing winter sports enthusiasts. Aside from its thrilling outdoor activities, visitors can immerse themselves in the local culture by exploring the Massachusetts Museum of Contemporary Art, which showcases a dynamic range of art installations. The city's public art displays and cultural centre add to its charm, making it a must-visit for those seeking both adventure and artistic inspiration.
  • Hawley: Nestled within the Charlemont area, Hawley is a picturesque village that attracts nature lovers and adventure seekers alike. The village offers ample opportunities for outdoor activities such as skiing, with easy access to nearby ski resorts and fields. Nature enthusiasts will be delighted by the stunning landscapes that include mountains, serene lakes, and a well-preserved nature reserve. Hawley is perfect for those looking to escape the hustle and bustle, providing a tranquil setting for hiking, fishing, and enjoying the great outdoors.
  • Heath: Also situated near Charlemont, Heath is a charming village that beckons outdoor adventurers. This idyllic spot is famous for its skiing opportunities, with several ski resorts and fields available for winter sports enthusiasts. Heath's stunning natural surroundings feature beautiful mountains, tranquil lakes, and scenic valleys, offering a wealth of options for hiking, picnicking, and exploring. Visitors to Heath will appreciate its serene environment and the chance to connect with nature in a peaceful, rural setting.

Best time to go to Charlemont

If you're planning a trip to Charlemont, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.6°F (-5.2°C)Light RainMostly CloudyModerately LowSlightly High
February24.4°F (-4.2°C)Light RainMostly CloudyAverageSlightly High
March32.0°F (0.0°C)Light RainMostly CloudyAverageAverage
April43.9°F (6.6°C)Light RainMostly CloudyAverageSlightly Low
May56.1°F (13.4°C)Light RainMostly SunnyAverageAverage
June63.9°F (17.7°C)Light RainMostly SunnyModerately HighAverage
July69.8°F (21.0°C)Light RainMostly SunnyModerately HighAverage
August67.6°F (19.8°C)Light RainMostly SunnyModerately HighAverage
September60.6°F (15.9°C)Light RainMostly SunnyAverageSlightly Low
October49.5°F (9.7°C)Light RainMostly SunnyAverageSlightly Low
November37.6°F (3.1°C)Light RainMostly SunnyModerately LowAverage
December29.1°F (-1.6°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is a breeze

Are you keen to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a practical area for you to plan new journeys, resume your previous arrangements, or manage your travel itinerary. Here, you can easily find the properties you've saved or booked, sorted into categories such as Potential, Upcoming, or Current Trips. To begin using the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Explore the natural setting in Charlemont

Enjoy the monuments and other features of Charlemont. This city is well-known for its skiing and parks. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Charlemont

Do you want to discover attractions to visit during your stay? Venture out of your holiday home and experience everything that Charlemont has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Berkshire East Ski Resort (0.8 mi / 1.3 km)
  • The Hermitage Golf Club (18.8 mi / 30.2 km)
  • Waubeeka Golf Links (18.9 mi / 30.4 km)
  • Prospect Mountain Cross-Country Ski Center (19.9 mi / 32.1 km)
  • The Hermitage Club (20.5 mi / 33 km)
  • Mount Snow Golf Course (21.4 mi / 34.4 km)

Exploring the natural landscape of Charlemont

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Charlemont is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Salmon Falls (6.7 mi / 10.8 km)
  • Deerfield River (6.8 mi / 10.9 km)
  • Ashfield Lake (7.5 mi / 12 km)
  • Campers Beach (12 mi / 19.3 km)
  • Windsor Lake Park (12.1 mi / 19.5 km)
  • Jacksonville Pond (12.2 mi / 19.6 km)

How to get to and around Charlemont

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 25.6 mi (41.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Westfield, MA (BAF-Barnes Municipal), which is 32.7 mi (52.6 km) away.

Frequently asked questions

What is the best area to stay in Charlemont when booking a holiday rental?
When considering a holiday rental in Charlemont, Massachusetts, the most appealing area to stay is the vicinity around the picturesque Charlemont village. This charming area offers a delightful blend of natural beauty and local attractions. Just a short distance away is the renowned Berkshire East Mountain Resort, superb for those looking to enjoy outdoor activities year-round, whether it be skiing in the winter or mountain biking in the warmer months. Additionally, the nearby Deerfield River provides opportunities for rafting and fishing, making it a fantastic spot for nature enthusiasts.
How much does it cost to rent a holiday home in Charlemont?
Prices for holiday rentals in Charlemont vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Charlemont to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Charlemont holiday house rentals?
You can find great discounts on house rentals in Charlemont on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Charlemont ski resort rentals?
For the best ski resort rentals near Charlemont, Massachusetts, travellers should consider the area around Berkshire East Mountain Resort. This resort offers a variety of accommodations, including rustic cabins and modern condos that cater to different group sizes. Many of these properties come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks that provide stunning views of the surrounding mountains.

The nearby town of Charlemont itself has a selection of charming lodges and holiday homes, often featuring wood-burning stoves and cosy furnishings that create a warm atmosphere after a day on the slopes. Some homes also include hot tubs, ideal for relaxing tired muscles, while being conveniently located near local shops and restaurants for dining options.
What is the most popular type of holiday rental accomodation in Charlemont?
In Charlemont, holiday houses and cabins are the most popular types of rental accommodations, with several available throughout the area. These properties typically feature spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable retreat. Many cabins also include outdoor spaces such as decks or fire pits, superb for enjoying the stunning views of the surrounding mountains and forests. Additionally, there are several cottages and condos that offer a cozier atmosphere, often with charming rustic decor.
Are there any family house rentals in Charlemont?
In Charlemont, Massachusetts, there are several family-friendly house rentals available—specifically, around 13 options for visitors to consider. This charming town is located in the picturesque Berkshires, providing a superb backdrop for family getaways. Many of these properties feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces ideal for children to play and explore.

Families can enjoy the nearby attractions, including the scenic Mohawk Trail and the thrilling activities at the Berkshire East Mountain Resort, which offers skiing, mountain biking, and zip-lining for adventurous spirits. The locale is also close to the Deerfield River, where visitors can partake in kayaking or fishing, ensuring plenty of outdoor fun for everyone.
Can I find long-stay holiday rentals in Charlemont?
A long-stay holiday rental in Charlemont is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Charlemont?
In Charlemont, there are several pet-friendly house rentals available, making it a suitable destination for travellers wishing to bring their furry companions along. Many of these holiday rentals are located within the scenic landscapes of the Berkshires, offering a blend of comfort and access to outdoor activities. Expect amenities such as fully equipped kitchens, spacious living areas, and sometimes even private outdoor spaces for relaxing after a day of exploration.
Are there any remote work holiday rentals in Charlemont?
In Charlemont, Massachusetts, there are numerous remote work holiday rentals available, with around 16 options to choose from. This picturesque area is known for its stunning natural landscapes, including the nearby Berkshire Mountains, which provide ample opportunities for outdoor activities such as hiking and skiing. Many properties come equipped with essential amenities for remote work, including Wi-Fi, designated workspaces with desks and comfortable chairs, and sometimes even additional features like computer monitors to enhance productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Charlemont holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Charlemont with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Charlemont?
In Charlemont, holiday rentals commonly feature essential amenities that enhance the comfort of guests. Most properties are equipped with kitchens, allowing travellers to prepare their own meals, along with cookware, dishware, and utensils for convenience. Additionally, many rentals include microwaves and refrigerators, making it easy to store and reheat food. These amenities cater well to those looking for a homely experience while enjoying the natural beauty of the area.
When is the best time to visit Charlemont for a holiday rental?
The best time to visit Charlemont for a holiday rental is during the summer months, particularly in July, when the area comes alive with visitors seeking adventure and relaxation. This peak season, spanning from June to August, offers an array of outdoor activities, including hiking, rafting, and mountain biking, all set against the stunning backdrop of the Berkshire Mountains.

In July, temperatures typically hover in the mid to high 20s Celsius, creating great conditions for exploring the picturesque landscapes and engaging in outdoor pursuits. Charlemont's scenic rivers and trails beckon those eager to immerse themselves in nature, with many attractions conveniently located within a short drive or even a pleasant walk.

For those looking for a more budget-friendly experience, consider planning your visit in November. This month presents a unique charm, offering the opportunity to witness the region's tranquil beauty as the autumn leaves create a vibrant tapestry. The quieter atmosphere allows for leisurely explorations, making it an excellent choice for travellers who appreciate a slower pace.
How early should I book a Charlemont holiday rental?
Book your Charlemont holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Charlemont home rental booking on Vrbo?
To find Charlemont holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Charlemont holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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