Best Vacation Homes in Charlemont
Apartment
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
550 ft²
Parking
Kitchen
Air Conditioner
Internet
US $361/Night
7 Nights - US $2,524
House
10.0(3 Reviews)
1 Bedroom
1 Bath
3 Guests
742.71 ft²
- Parking
- Internet
Pet Friendly
Child Friendly
US $214/Night
7 Nights - US $1,500
Cottage
1 Bedroom
1 Bath
- Parking
Ocean View
Balcony/Terrace
View
US $545/Night
7 Nights - US $3,812
House
9.4(25 Reviews)
1 Bedroom
1 Bath
3 Guests
738 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $249/Night
7 Nights - US $1,746
House
10.0(1 Review)
4 Bedrooms
3 Baths
7 Guests
3003.13 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $287/Night
7 Nights - US $2,009
Cabin
10.0(148 Reviews)
4 Bedrooms
2 Baths
12 Guests
2400 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $641/Night
7 Nights - US $4,488
House
10.0(94 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
US $478/Night
7 Nights - US $3,347
Cabin
10.0(49 Reviews)
3 Bedrooms
2 Baths
8 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $603/Night
7 Nights - US $4,222
Charlemont Luxury Rentals
Ski Chalet
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
2058 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,345/Night
7 Nights - US $9,414
House
10.0(12 Reviews)
4 Bedrooms
3 Baths
15 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $770/Night
7 Nights - US $5,393
House
10.0(30 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $702/Night
7 Nights - US $4,914
House
9.6(65 Reviews)
7 Bedrooms
3 Baths
14 Guests
3229 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $677/Night
7 Nights - US $4,742
House
10.0(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $643/Night
7 Nights - US $4,499
House
10.0(6 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $618/Night
7 Nights - US $4,324
Cabin
10.0(4 Reviews)
7 Bedrooms
3 Baths
10 Guests
4500 ft²
- Parking
- Pool
Spa
Skiing
US $594/Night
7 Nights - US $4,158
Apartment
10.0(2 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $588/Night
7 Nights - US $4,114
Charlemont Pet Friendly Vacation Rentals
House
10.0(7 Reviews)
5 Bedrooms
3 Baths
12 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $510/Night
7 Nights - US $3,570
House
9.0(2 Reviews)
5 Bedrooms
3 Baths
12 Guests
2400.35 ft²
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $408/Night
7 Nights - US $2,858
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $472/Night
7 Nights - US $3,301
House
9.6(135 Reviews)
3 Bedrooms
1 Bath
8 Guests
1150 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $286/Night
7 Nights - US $2,001
House
9.4(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
2196 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $448/Night
7 Nights - US $3,133
New
House
9.8(6 Reviews)
4 Bedrooms
3 Baths
7 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $369/Night
7 Nights - US $2,582
Apartment
9.4(72 Reviews)
2 Bedrooms
1 Bath
6 Guests
625 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $213/Night
7 Nights - US $1,493
House
9.4(33 Reviews)
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $293/Night
7 Nights - US $2,048
Charlemont Large Vacation Homes
House
10.0(48 Reviews)
5 Bedrooms
2 Baths
10 Guests
2728 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $455/Night
7 Nights - US $3,182
House
9.8(18 Reviews)
4 Bedrooms
2 Baths
10 Guests
1600 ft²
- Skiing
- Ocean View
- Balcony/Terrace
- View
US $508/Night
7 Nights - US $3,556
House
5.0(20 Reviews)
3 Bedrooms
2 Baths
10 Guests
1700 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $334/Night
7 Nights - US $2,338
House
6 Bedrooms
4 Baths
13 Guests
- Skiing
- Kitchen
- Air Conditioner
- Internet
US $925/Night
7 Nights - US $6,475
RV Rental
2 Bedrooms
1 Bath
12 Guests
- Pet Friendly
- Child Friendly
US $245/Night
7 Nights - US $1,715
Why Choose Rent By Owner for your Charlemont Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Charlemont
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the shoulder seasons when the area offers pleasant weather and fewer crowds, ensuring a more relaxing experience in this charming destination.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and longer days, making it ideal for exploring the outdoors and relaxing in your vacation rental here.
Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
Fall (September to November)
This time of year offers stunning foliage and crisp air, providing a picturesque setting for outdoor activities and scenic views from your vacation rental.
Average Temperature Daytime: 60°F - 70°F - Nighttime: 40°F - 50°F
Off-Season Highlights
Spring (March to May)
In the spring, the region begins to awaken with blooming flowers and milder temperatures, perfect for experiencing local nature near your vacation rental.
Average Temperature Daytime: 50°F - 60°F - Nighttime: 30°F - 40°F
Winter (December to February)
The winter months bring snow and colder weather, offering a peaceful environment for cozy stays and winter sports enthusiasts alike.
Average Temperature Daytime: 25°F - 35°F - Nighttime: 15°F - 25°F
Weekly Weather Forecast for Charlemont
How to Book Your Charlemont Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a barbecue grille and picnic area, perfect for gatherings in the fresh air.
- Relax on your own private porch or patio, offering scenic views of the natural surroundings.
- Take advantage of a spacious yard or garden space to unwind or play outdoor games.
- Access nearby hiking trails or outdoor adventure spots directly from your rental property.
- Make use of an outdoor firepit for cozy evenings under the stars with friends or family.
- Experience water activities by staying close to lakes, rivers, or streams, often accessible from the area.
- Utilize outdoor equipment like bikes or kayaks, which may be available for exploring the region's natural beauty.
Top Attractions Around Charlemont
What attractions are nearby?
Within this charming destination, you can enjoy outdoor activities such as hiking, fishing, and exploring scenic nature spots that showcase the natural beauty of the surrounding region.
Family Activities
- Giant Ledge and Panther Mountain Trail: Embark on a family hike along this scenic trail offering stunning views of the surrounding region, perfect for outdoor adventures in Charlemont.
- Mohawk Trail State Forest: Enjoy a day of exploring nature through activities like picnicking, swimming, and wildlife watching within this beautiful forest area nearby.
- Adventure at Berkshire East Mountain Resort: Experience outdoor fun with activities such as mountain biking, zip-lining, and alpine slides suitable for all ages in this popular regional attraction.
- Enjoying the Connecticut River: Spend quality time along the river with activities like fishing, kayaking, or simply relaxing along its scenic banks in this peaceful part of the area.
Adult Activities
- Hiking in the Mohawk Trail: You can explore scenic trails along the historic Mohawk Trail, offering stunning views and outdoor adventure amidst the natural beauty of this destination.
- Fishing on the Deerfield River: Spend a relaxing day casting your line on the Deerfield River, renowned for its excellent fishing opportunities in the region.
- Exploring local art galleries: Discover vibrant art galleries and studio tours that showcase the area's creative talents and provide enriching cultural experiences.
- Visiting local farms and orchards: Enjoy fresh produce and farm-fresh activities at nearby farms and orchards, perfect for a leisurely day in this area.
Other Places to Stay in Charlemont, MA
Buckland
Berkshire East Ski Resort
Mohawk Trail State Forest
Berkshire East Canopy Tours
Charlemont Federated Church
Bissell Covered Bridge
Zoar Outdoor/Deerfield Valley Canopy Tours
Hail to the Sunrise Statue
Hawley Bog Preserve
Hawley
Charlemont Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region’s scenic trails and waterways to enjoy hiking, fishing, or kayaking right from your vacation rental here.
- Plan for seasonal events: Check the area's calendar for seasonal festivals and community gatherings that provide authentic experiences during your stay.
- Choose a well-located property: Select a vacation rental situated near key attractions and natural spots to maximize your exploration time in this destination.
- Connect with local tips: Engage with hosts or locals for insider recommendations on hidden gems and must-see sights within the region.
Transportation Options
- Massachusetts Bay Transportation Authority (MBTA) services: You can access regional rail and bus options that connect the area to larger cities and neighboring towns in Massachusetts.
- Local taxi and ride-sharing services: Convenient for short trips within this destination, providing reliable transportation around the region’s scenic spots and amenities.
- Car rental agencies: Essential if you want the flexibility to explore the surrounding natural beauty and outdoor attractions at your own pace.
- Private shuttle services: Offered by various providers, these shuttles offer direct routes from nearby airports to your accommodation in the region.
Local Customs Options
- Traditional New England Hospitality: Locals here take pride in welcoming visitors with friendly manners and genuine warmth, making your stay comfortable and memorable.
- Seasonal Festivals: Participating in regional festivals during the summer and fall offers you a glimpse into local customs and community spirit that define this destination.
- Emphasis on Outdoor Activities: Enjoying outdoor recreational activities like hiking and fishing reflects the area's appreciation for its natural surroundings and outdoor heritage.
- Respect for Nature and Conservation: The region values environmental preservation, so you'll find that eco-friendly practices are a key part of everyday life here.
Charlemont Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Charlemont?
There are a lot of options in Charlemont. If you plan on staying in the Charlemont area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Charlemont:
- Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East
- 1810 Brook Side Mill/House/EV Level 2 Charging on Site
- Bear Creek Cabin
- 200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort
- Newly renovated historic home on the Deerfield River. Sleeps 10.
- Come stay at the Parsonage this fall and enjoy our mountains and rivers.
- Amazing Country Getaway/Buckland Retreat House
- Secluded Family Getaway w/On-Site Creek in Hawley
- 5BR Berkshire Home Mins To The Mountain
- Romantic 1-Bedroom Retreat in Downtown Shelburne Falls—Walk to Everything
2. Which vacation homes in Charlemont are best for families?
If you are looking for a family-friendly vacation home in Charlemont, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Charlemont:
3. How many Rentbyowner vacation rentals are available in Charlemont?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 39 in the Charlemont area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Charlemont.
4. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies by listing, so it is recommended to review the specific terms outlined in the property listing or contact the owner directly for detailed information.
5. How do I confirm my booking at a vacation rental here?
Booking confirmation typically occurs after completing the reservation process on the listing page and receiving a confirmation email from the host or owner, ensuring your stay is secured.
6. Are there any additional fees or charges when booking a vacation rental in this destination?
Additional fees such as cleaning fees, service charges, or security deposits may apply; these details are usually specified in the listing, so please review them carefully before confirming your reservation.
7. Can I modify or cancel my reservation if my plans change?
Modification and cancellation policies depend on the specific listing. It is best to consult the property's cancellation policy or contact the owner directly to understand your options.
8. What amenities should I expect in vacation rentals around here?
Amenities vary between properties, but common features include essential appliances, Wi-Fi, and outdoor spaces. For exact details, refer to the specific listing to ensure it meets your needs.
