Vacation rentals in Plainfield

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Popular amenities for Plainfield vacation rentals

Other great vacation rentals in Plainfield

Top guest favorite
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!
A serene view of Windsor Pond is presented, featuring calm waters reflecting the surrounding greenery. A smooth gravel path leads to the water's edge, bordered by grass and a small tree. Soft clouds float above a backdrop of lush forested hills.
Cabin in Plainfield
4.66 out of 5 average rating, 62 reviews

Camp on Windsor Pond- Berkshires

RhondaRating, 5 stars1 week ago
Nostalgic lake cabin with all the charm you would expect. Was a chilly day, electric heater may be a bit outdated, but the space heater provided was perfect. I would definitely visit again!
Guest favorite
An open-concept living space features a wooden bar with high stools, set against a backdrop of a stone fireplace. Natural light fills the area, highlighting the exposed wooden beams in the ceiling and creating a warm, cozy environment.
Cabin in Windsor
4.9 out of 5 average rating, 10 reviews

Stone cabin in the Berkshires

JenniferRating, 5 stars4 days ago
This stone cabin in the woods is a great place to decompress and read a book, or write a book. The space is comfortable and cozy, with beautiful indoor and outdoor areas. Irene is a great host—she guided us through finding the place and answered questions promptly, but mostly left us alone to enjoy the beautiful surroundings. The cabin is quiet and in the woods, but within easy striking distance is excellent restaurants—shout out to the chocolate chip pancakes at M&Js in Adams.
Guest favorite
A cozy corner is displayed with a single padded chair beside a potted plant. Two windows allow natural light to enter, adorned with light, sheer curtains. The small space features a neutral color palette and reflects a minimalist design.
Apartment in Adams
5 out of 5 average rating, 6 reviews

Guestrooms on the Bike Trail

NicoleRating, 5 stars2 months ago
My stay at Yina's was perfect for what I was looking for. The space was cozy and quiet and that bed was so comfortable. There was a nice work space with a refrigerator as well which was convenient. Yina and Katelynn were quick to respond to messages etc.
Guest favorite
The cottage exterior features a wooden facade with a green metal roof, framed by vibrant trees. A covered porch with potted flowers welcomes visitors, while large windows allow natural light to fill the space. The peaceful setting highlights the connection to nature.
Cabin in Guilford
4.96 out of 5 average rating, 71 reviews

Guilford Grove Cottage

ElizabethRating, 5 stars4 days ago
We truly loved staying in this beautiful, cozy cabin. It was just the right size for the two of us, and very comfortable. The view of trees and wildflowers was lovely and refreshing. It was also fun to have a couple of cats walk across the porch each day! Joel was very proactive and friendly, which we greatly appreciated.
Guest favorite
A wooden bridge spans a serene stream, surrounded by lush greenery. The sound of water flows gently over rocks below, while a small boat is anchored in a calm body of water visible beyond the bridge, creating a peaceful outdoor setting.
Home in Hawley
5 out of 5 average rating, 10 reviews

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

GermainRating, 5 stars4 months ago
Great spot—peaceful and cozy, just the right size for three of us plus my dog. It was super close to Berkshire East for snowboarding and had plenty of hiking trails nearby. The host was friendly and communicated well. We didn’t need anything, but it was reassuring to know help was nearby if needed. Would definitely stay again!
Top guest favorite
A view from the private deck showcases a spacious garden filled with neatly organized planting beds. The garden is bordered by a classic stone wall and surrounded by lush greenery. A well-maintained lawn is visible, creating a peaceful outdoor atmosphere.
Apartment in Williamsburg
4.95 out of 5 average rating, 93 reviews

The cozy clubhouse

AronRating, 5 stars5 days ago
My wife and I had a wonderful stay at Karen’s guest house apartment! We couldn’t have asked for a more perfect location while in town for a wedding at Valley View farm, 2 min away. The property is also a very short distance from Northampton. Karen was proactive and reached out well in advance with clear instructions for parking and check-in. We mistakenly did not formally include our small dog in the reservation details, but she was extremely understanding and prepared with special blankets to cover the couch for us. The air conditioning kept us cool, the kitchen was extremely clean and well stocked, and the bathroom was great (lovely tiled shower). Plenty of towels. The yard was also lovely and perfect for walking our dog. Check out instructions were very simple and clear. Much quicker and expected less than other hosts. Next time we’re in Western mass, we will definitely stay with Karen again! 😊
Top guest favorite
The open-concept living area features comfortable seating arrangements on neutral-toned couches, a wooden coffee table, and a dining space with a long table and stylish chairs. Natural light filters through large windows, revealing wooden beams overhead and views of the surrounding trees.
Chalet in Charlemont
4.99 out of 5 average rating, 71 reviews

StrautmanHaus: All-Season Chalet at Berkshire East

JRating, 5 stars3 months ago
Great stay slopeside at Berkshire East. We had a wonderful week and the house was perfect. We had some trouble with the weather (and power) that was out of host's hands but they went above and beyond to stay in touch and help get through it. Great spot for family skiing, or group trip mountain biking, rafting, etc. Thanks!

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