Holiday houses in Charlemont

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Popular amenities for Charlemont holiday rentals

Other great holiday rentals in Charlemont

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!
Guest favourite
Home in Charlemont
4.95 out of 5 average rating, 58 reviews

Tall Pines Rental

GeorgiaRating, 5 stars4 weeks ago
Hands down one of the best Airbnbs in the western MA area. We’ve rented the space 4 times now, and will continue to do so. The host is welcoming and responsive, and the house has everything you could need. They also help to accommodate your dog/pet which is a huge plus!
Top Guest favourite
Guest suite in Colrain
5 out of 5 average rating, 22 reviews

Cozy elegant suite between Deerfield/NMH/Shelburne

MarianneRating, 5 stars1 month ago
Roxanne’s home is absolutely beautiful and peaceful. We were in the area for college graduation and as a result, our only regret is that we did not have more free time to spend at this tucked away oasis… we would love to visit again! We highly recommend Roxanne’s home for anyone looking to enjoy quiet, some local trails, and to take in nature. The suite is beautifully decorated and so inviting. I wanted to sit outside with a book and enjoy the surroundings. Roxanne baked us hot bread that was beyond delicious and made us feel like we were on vacation and being cared for. I hope we go back one day. I have a friend in mind who is a huge hiker and I will be recommending this stay as a beautiful place for some R & R…. Thanks for everything!!
Guest favourite
Cabin in Guilford
4.96 out of 5 average rating, 73 reviews

Guilford Grove Cottage

JulieRating, 5 stars4 days ago
Joel's place was impeccably clean and free of clutter. The shower pressure was excellent. The kitchen had everything you need ro cook, and it was a treat to have milk, eggs, english muffins and coffee available for breakfast as well as tea which you can enjoy sitting out on the porch. It is a short drive to Brattleboro and the surrounding area is exquisitely beautiful.
Guest favourite
Apartment in Conway
4.96 out of 5 average rating, 25 reviews

Spacious, Sunny* Woodland Retreat

MollyRating, 5 stars1 week ago
We had a fantastic stay at Erica's with our 2 month old. Erica provided a crib, and it was safe for infant sleeping. We enjoyed sitting on the porch, and ended up cooking a full dinner for local friends one night. The kitchen had all the basics that we needed. It was a short trip so we didn't have much time to explore the property, but it looked beautiful and we enjoyed hearing the frogs at night and birds during the day. The apartment is HUGE, and we found it very comfortable. It'll be our go-to for future visits in the area!
Guest favourite
Home in Ashfield
4.98 out of 5 average rating, 57 reviews

An 18th century farmhouse

NateRating, 5 stars1 week ago
What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!
Superhost
Cabin in Florida
5 out of 5 average rating, 4 reviews

Lux Berkshires Mtn Cabin: Near MassMOCA & Williams

JordanRating, 5 stars2 days ago
We loved staying at Tito's cabin. The land is beautiful and the space is well taken care of. It's a cozy, restful cabin that's off the beaten path and has everything you need for a weekend away.
Guest favourite
Home in Charlemont
4.97 out of 5 average rating, 65 reviews

Spring brings music festivals & mountain biking.

KyraRating, 5 stars1 week ago
My children and sister and I had a lovely few days at the Parsonage. Charming and comfortable house with plenty of updates— especially the bathrooms and kitchen. We cooked every night and had interesting day trips. Highly recommend the Clark Museum in Williamstown. We spent a good deal of time on the porch, with our bird apps, identifying all the wonderful bird songs. Bring some bug repellent for June.

Quick stats about holiday rentals in Charlemont

  • Total rentals

    30 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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