House holiday rentals in Charlemont

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Popular amenities for Charlemont house rentals

House rentals with a pool

Guest favourite
Home in Salem
4.98 out of 5 average rating, 192 reviews

Magical Farm Getaway - a must visit!

BriannaRating, 5 stars2 weeks ago
We had a wonderful & relaxing weekend here with a large group for my sister's lowkey bachelorette party. Even with a day of non-stop pouring rain, we were perfectly content with staying in and enjoying the coziness of the house. We had a blast watching the chickens roam around and hanging out with the overly-friendly barn cats while we sat outside. The goats & pigs were happy to greet us at the fence every time. The hot tub and pool were perfect! Highly recommend staying here if you're looking for a beautifully scenic and peaceful getaway. Thanks, Sarah & BBVF team!
Guest favourite
Home in Colrain
4.9 out of 5 average rating, 129 reviews

The 1770 House

CatherineRating, 5 stars1 month ago
Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!
Guest favourite
Home in Keene
4.93 out of 5 average rating, 211 reviews

The Brick House on Washington Street

PaulRating, 5 stars1 week ago
Great stay and was exactly what we needed for our entire family for a weekend wedding!
Top Guest favourite
Home in Wilmington
4.96 out of 5 average rating, 28 reviews

Family/Dog Friendly Mountain Home w/ Amenities

LouisRating, 5 stars3 days ago
Jake’s home is outstanding. The beds are very comfortable. The internet is good, The home has lots of space , a great kitchen with all amenities that we needed. Gas stove etc. The outlay was very comfortable and made for the perfect vacation. I’ve stayed at many homes in the area, Jake’s place is by far the best. We also went to the Clubhouse and used the pool and hot tub which was an added surprise.
Top Guest favourite
Home in Chesterfield
4.98 out of 5 average rating, 59 reviews

High Field Farm

TracyRating, 5 stars4 days ago
⸻ A perfect countryside escape! This was our second stay at High Field Farm, and it was just as amazing as the first. The farmhouse is beautiful, with spectacular woodland views from every window that make it feel like a peaceful retreat. It’s incredibly relaxing and well-stocked with all the essentials you could need. Everything was spotless and exactly as described. Jenny is a wonderful host—warm, responsive, and thoughtful. We’re already looking forward to our next visit. Highly recommend to anyone looking for a tranquil getaway in nature!
Top Guest favourite
Home in Dover
4.98 out of 5 average rating, 52 reviews

Spring Getaway @ Mt Snow! Hike, Bike, Sleeps 8.

JessicaRating, 5 stars3 months ago
We had such a great time staying here! The house was so cozy and clean and was perfect! Felt like being at home and not staying in an Airbnb. Super close to the mountain, especially if you park in carinthia! Loved the guest book that they have in the kitchen, a fun added touch! Robert was extremely responsive to any messages and super accommodating with us and our needs! Absolutely would recommend staying here!!
Superhost
Home in Cheshire
4.93 out of 5 average rating, 74 reviews

Berkshire County modern home + pool

AvivaRating, 5 starstoday
We had a wonderful stay at this adorable home in the Berkshires! The house was very comfortable and cozy, and the backyard with the deck and pool provided a wonderful space to hang out day and night. The house was situated 20-30 minutes from so many places - downtown Lenox, Miraval Spa and Ballderdash Winery. We can’t wait to come back!!
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars4 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

Weekly house rentals

Top Guest favourite
Home in Charlemont
5 out of 5 average rating, 28 reviews

Above the Oaks - Modern Luxury near Berkshire East

ChristinaRating, 5 stars2 weeks ago
We stayed at this beautiful Airbnb for my daughter’s wedding, and it was truly perfect in every way! From the moment we arrived, we felt at home. The space was immaculate, incredibly spacious, and the location was perfect and private. The hosts truly thought of everything. Every little detail was in place, making our stay seamless and stress-free. From extra towels to thoughtful touches around the home, you can tell they really care about their guests’ experience. We are so grateful to have found this gem—Thank you for helping make our daughter’s big day even more memorable!
Superhost
Home in Whitingham
4.95 out of 5 average rating, 39 reviews

Rustic 1850s Barn. Updated and funky.

JessicaRating, 5 stars3 months ago
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.
Guest favourite
Home in Monroe
4.95 out of 5 average rating, 19 reviews

The Camp

KristyRating, 5 stars6 days ago
Great value for the price. Four guests plus my pup stayed at Marie’s place. All the comforts of home. Everything for meal prep was provided. Bathroom was stocked with plenty of towels and washcloths. Wifi worked well. Beautiful sound of the river right in the back yard was a bonus. Was a perfect base camp for us to look at possible land to buy in the future. Will definitely be back to continue our search.
Top Guest favourite
Home in Shelburne Falls
5 out of 5 average rating, 97 reviews

Charming Brookside Artisan Home

NellieRating, 5 stars2 weeks ago
This place was awesome. Would have enjoyed the outdoors and fire pit more if it didn’t rain. I would definitely recommend
Guest favourite
Home in Stamford
5 out of 5 average rating, 35 reviews

Comfortable Entire Farmhouse close to North Adams

ElisaRating, 5 stars5 days ago
We had a lovely time at Maura’s house! Maura was friendly and responsive and clearly loves to share this beautiful area with guests. The house was spacious and well kept. (I would note for those who might mind that there were some family photos, magnets, etc. up, but that didn’t bother us at all!) The house is about 10 minutes from Mass MOCA and less than 20 minutes to Williams College.
Top Guest favourite
Home in Leyden
5 out of 5 average rating, 15 reviews

Mountaintop Views, close to private schools, golf

JasonRating, 5 stars1 week ago
Beautiful property! Fantastic deck and views, and spacious and modern inside. Great place for a weekend with friends!
Guest favourite
Home in Guilford
4.92 out of 5 average rating, 50 reviews

Vermont Mirror House

GeorgeRating, 5 stars1 week ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
Top Guest favourite
Home in Hawley
4.95 out of 5 average rating, 19 reviews

Berkshire Basecamp: Hike, Bike, Raft & Relax!

MaxineRating, 5 stars1 week ago
We had a lovely stay here. The house was perfect for our needs and close to where we were going and what we were doing in the area. Very well equipped with everything you might need, very quiet and peaceful area, and very comfortable house. Any questions we had were answered promptly and check in instructions were easy to follow. We absolutely intend to come back to this Airbnb for another stay in the future!

Private house rentals

Top Guest favourite
Home in Ashfield
5 out of 5 average rating, 16 reviews

J&J’s Retreat

SeanRating, 5 stars6 months ago
What a retreat! This was a lovely stay in a beautiful home which was well decorated and every little detail was thoughtful. Our family enjoyed our stay - thank you!
Guest favourite
Home in Shelburne Falls
4.97 out of 5 average rating, 74 reviews

Bridge of flowers cottage

AlisonRating, 5 stars1 month ago
Our family converged on Shelburne Falls from several faraway places for a nearby college graduation. We rented 5 nights in order to make it a family reunion. This lovely home turned out to be the perfect setting, as it has a large amount of common living space, in several adjacent rooms, so that we could be all together or in smaller groups. We enjoyed meals in the large kitchen, sitting by the fire, short walks to good restaurants and handy grocery stores. We sat on the porch enjoying the garden. The area is quiet and safe. The trains coming through at the bottom of the garden were entertaining, but didn't wake people up because the trains go very slowly through a sunken section and don't honk nearby. The town is delightful, and plenty of hiking and things to do (Clark Art Museum!) nearby. As longtime AirBnBers, what we appreciated most is that this is really a family home, with an attentive host and a helpful neighbor/manager. In other words, AirBnb at its best!
Guest favourite
Home in Shelburne Falls
5 out of 5 average rating, 7 reviews

1810 Brook-Side Mill/EV 2 Charge

ChrisRating, 5 stars4 months ago
Comfortable, cozy, clean and peaceful house for our family of three. We each had a floor with a full bathroom, and great amenities throughout. We particularly loved being between great skiing at Berkshire East and the beautiful town of Shelburne Falls.
Top Guest favourite
Home in Adams
4.99 out of 5 average rating, 78 reviews

Mountain Escape - hike, bike, museums, and more!

TejalRating, 5 stars2 weeks ago
We rented Amar's place for a 3 day getaway to enjoy the Berkshires area. We had 7 adults in our party and found Amar's place to be perfect for our needs. It's a beautiful home in a quiet town with all the amenities that one would hope for. Amar was extremely responsive and even proactive with communication and was a very gracious host. I would highly recommend his place
Top Guest favourite
Home in Whitingham
5 out of 5 average rating, 62 reviews

2.5mi from the lake! Fire pit, arcade, yard games!

JohnRating, 5 stars6 days ago
My 2nd time staying here. Always amazing. Check out Sprague and Sons Sugar House. Home baked breads, Maple Products, Cookies absolutely delicious. Even Maple Ice Cream and home baked Chocolate Chip Cookie with Maple Ice Cream sandwiches. The home is absolutely gorgeous and has Everything you need or want. Great stay. Eric is so helpful and welcoming. Very responsive to messages any time you need him. Thanks for an Incredible Experience. We hope to be back again soon.
Top Guest favourite
Home in East Dover
5 out of 5 average rating, 50 reviews

Magical Retreat Cottage - Waterfalls Everywhere

DavidRating, 5 stars6 days ago
Gene’s house is a place of peaceful quiet and beauty. It’s well appointed and comfortable, with wireless and all the various conveniences, but it’s far more than that. The separation between the interior and the beautiful meadow and forest outside dissolves through Gene’s use of windows and glass doors, and the calming sound of falling water can be heard in every room. His use of color and symmetry create an environment that allows you to decompress, and as a result, you can’t help but to connect with the beauty of the forest. The waterfalls are wonderful to sit by; it was too early in the season for a swim in a cold mountain stream, but that’s just me. The design and setting of the home is a reflection of Gene. If you visit, I recommend that you get to know him a bit. His kind attentiveness makes him a first-rate host, but it’s part and parcel of his uncommon connection to the world around him. Gene was more than a host to us- he became a true friend. We will be back.
Guest favourite
Home in Adams
4.92 out of 5 average rating, 59 reviews

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.

StewRating, 5 stars1 week ago
We had two large dinners at Jay's house and it was perfect for hosting 22 people. THe beds were comfortable, there were all the knives and kitchen gadgets we needed to serve dinner to 22 people two nights in a row. The property is beautiful: lush and green.
Guest favourite
Home in Whitingham
4.97 out of 5 average rating, 64 reviews

Beaver's Bend Lakefront Retreat &~16 Mi to Slopes!

PaulRating, 5 stars1 week ago
Beautiful home in an even more beautiful location. This is the second time we stayed at Brian’s home and we’re excited to make this trip again!

Quick stats about house rentals in Charlemont

  • Total rentals

    10 properties

  • Nightly prices starting at

    $84 NZD before taxes and fees

  • Total number of reviews

    430 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

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