Cottage vacation rentals in Easthampton

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Popular amenities for Easthampton cottage rentals

Cottage rentals with a hot tub

Guest favorite
A charming cottage is framed by vibrant flowering shrubs and greenery. The front porch is adorned with decorative elements, while large windows invite natural light into the space. A wooden fence encloses the front garden, enhancing the quaint and inviting atmosphere.
Cottage in Great Barrington
4.94 out of 5 average rating, 294 reviews

Artist Cottage

ChadRating, 5 stars2 weeks ago
The Artist Cottage was a great secluded retreat. We loved how charming and cute the place looked. The colorful decor and charming antiques in the cottage made it feel special. The amenities were well taken-care of and we especially loved the hot tub, the outdoor fireplace, the spacious lodge, and the large, modern soaking tub. We enjoyed hanging out in backyard, where we could listen to numerous birds while sitting by a little waterfall in the morning. We appreciated the well-stocked kitchen. It was just a short walk from some nice hiking trails and we loved that it was only a short drive to town. Overall, we highly recommend this stay!
Top guest favorite
Cottage in Burlington
4.98 out of 5 average rating, 117 reviews

Cozy Lakefront Cottage w/Swim Spa & Firepit

PatrickRating, 5 stars6 days ago
We had a GREAT time at Feyza’s cabin. It was clean, quiet and exactly as described. We especially loved the secluded setting, the lake views and the jacuzzi. Feyza was helpful, communicative and very responsive. Her digital guidebook was very insightful as to the local attractions and restaurants. We would definitely stay here again!
Superhost
A vintage cottage is surrounded by vibrant autumn trees with red and yellow foliage. The ground is covered in fallen leaves, and a stone wall lines the edge of the property, providing a natural border. The sky features scattered clouds, enhancing the seasonal ambiance.
Cottage in Litchfield
4.86 out of 5 average rating, 345 reviews

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

ZacharyRating, 5 stars2 weeks ago
Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.
Top guest favorite
A cozy cottage is positioned amidst a lush field of wildflowers, with vibrant greenery surrounding it. The blue exterior of the cottage complements the clear blue sky and mountains in the background, creating a serene and inviting environment.
Cottage in Pownal
4.98 out of 5 average rating, 40 reviews

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

CalebRating, 5 stars3 months ago
Loved our stay! Very clean and quiet. Nice and private as well. They allow pets which is awesome. Would love to stay here again.
Top guest favorite
A well-lit living area features a cozy sofa facing a coffee table on a colorful area rug. An open kitchen with modern appliances is visible in the background, alongside a dining table with four chairs. Decorative wall art adds character to the space.
Cottage in Lanesborough
5 out of 5 average rating, 20 reviews

Norte Maison 2 beds 2 Baths Minutes to Jiminy Peak

CherylRating, 5 stars1 week ago
One of the most clean air bnb I have stayed in. It was spotless and comfortable. The hot tub and kayaks were easy to use and just a few yards walk to the water. I would not change anything about this house. And thank you Darcy for being such a great host!
A hot tub is illuminated by bright lights during nighttime, surrounded by a snowy landscape. Nearby, outdoor seating and a heating lamp are visible, creating a cozy atmosphere. The main house stands in the background, framed by trees.
Cottage in Monterey
4.68 out of 5 average rating, 19 reviews

mountain refuge

JoshuaRating, 5 stars3 months ago
My girlfriend and I had a great time staying at Joktan’s place. We really enjoyed the home as well as the amenities that came with it. Joktan, provided excellent communication. Would recommend staying here!
Superhost
A charming guest room features a spacious bed with a white coverlet framed by two wooden posts. Comfortable green chairs are positioned beside a small table, which is adorned with a vase of roses, grapes, and glasses of wine.
Cottage in Norfolk
4.94 out of 5 average rating, 16 reviews

The Cottage at Blackberry River Inn

RohitRating, 5 stars3 months ago
The Cottage at Blackberry River Inn was beautiful and exactly what we needed for the weekend. Breakfast was included and wonderful. This place is a gem and we will be back for sure.
A clear blue swimming pool is surrounded by a spacious concrete patio. Comfortable seating options, including lounge chairs and white adirondack chairs, are positioned nearby. A small shed is visible in the background, along with greenery and flowers enhancing the outdoor space.
Cottage in Williamsburg
4.72 out of 5 average rating, 120 reviews

Northampton-area Hot tub Pet Friendly

ShannonRating, 5 stars2 weeks ago
A lovely retreat near Valley View Farm. Perfect if you have a dog who likes to explore Super clean, detailed instructions Thanks so much!!

Pet-friendly cottage rentals

Top guest favorite
A modern kitchen is equipped with stainless steel appliances and wooden cabinetry, complemented by light hardwood flooring. A rustic table with a fruit bowl is surrounded by four wooden chairs. A glass door provides access to the outdoor deck, allowing natural light to fill the space.
Cottage in Lee
4.99 out of 5 average rating, 102 reviews

Charming Home in Lee

TerryRating, 5 stars6 months ago
Another perfect stay at Laurie's. This is our third stay over Thanksgiving week and we always are sad to leave. My family absolutely loves staying here. There is plenty of room to gather or to have some alone time. Beds are comfortable. Kitchen has everything you could need and is always pristine. Check in is stress free. Area is peaceful and serene. Lee is a lovely New England town. Downtown is less than a 5 minute ride. Many restaurants within a 5-20 minute ride. Outlets are 10 minutes away. Looking forward to our stay next year.
Guest favorite
A charming blue cottage with a wooden fence is showcased, featuring an American flag mounted on the front. The entrance includes a door framed by two windows, and a rustic fence leads to the path, surrounded by autumn leaves and forest greenery.
Cottage in Williamstown
4.89 out of 5 average rating, 188 reviews

Cute Cozy Comfy Cottage in the Berkshires

KevinRating, 5 stars3 months ago
This little cottage is very comfortable. Its quiet and peaceful, but also provides easy access to local activities. You can just sit around and enjoy all the nature, or you can take a quick drive into town and go to some high quality museums or eat at a number of local restaurants. Its got a fenced in yard for the dogs as well as a bbq and firepit. This was our second stay and we would highly recommend it.
Guest favorite
A serene outdoor view reveals a peaceful lake, framed by trees. Wooden steps lead to the water's edge, and a small table and chairs are visible on the shore. A covered grill and a fire pit are also present, creating inviting outdoor spaces.
Cottage in Orange
4.91 out of 5 average rating, 185 reviews

The Lake Cottage: A Sweetwater Stay

CourtneeRating, 5 stars3 weeks ago
Excellent and beautiful location. Very scenic and tranquil. The location allows you to relax while still being in reach of everything. The unit was very well maintained and clean. All the Amenities of home without the chaos.
Guest favorite
A cozy living room features a stone fireplace surrounded by purple walls. A wooden table sits at the center, adorned with a decorative bowl. A comfortable sofa and a wooden chair are positioned near the fireplace, complementing the warm ambiance.
Cottage in Windsor
4.9 out of 5 average rating, 191 reviews

In-law apartment in Farmington River Cottage

GaryRating, 5 stars2 days ago
Is a great place. Clean, comfortable. It is a basement apartment so the ceilings and doorways are lower than a normal house. I am 6 ft 5 in tall and I did not hit my head on the ceiling but the doorways were low where my hair would brush up. The bathroom sink and mirror were low also but all things were workable. I am NOT faulting her place at all. I am just tall. I will stay here again on my next trip to Connecticut. Elizabeth is nice and friendly. Once in a while you would hear the cat chasing the dog upstairs. but I just laughed at it. No noise was ever constant or non-stop. Slept very well. The early evening you would hear a train whistle way in the background almost like clockwork. Not disturbing, made it peaceful like you were in a small town country place. The river was nice. Hearing the river and wildlife was nice after a 10 hour workday. Highly recommend this for a stay. Only thing- wish the security light went on at 3am when I left. Hard to see going up the outside stairs.
Top guest favorite
A decorative wooden tray is displayed on a table, featuring the words 'Guest Cottage' and 'Make Yourself at Home.' A silver pitcher holds a bouquet of pale pink peonies, adding a touch of elegance to the inviting setting. Natural light filters in through nearby windows.
Cottage in Brimfield
4.99 out of 5 average rating, 70 reviews

Cheerful 2 bedroom cottage with lake access.

KathleenRating, 5 stars1 week ago
This was the perfect spot for our mini vacation with our adult son and dog. The house was adorable and comfortable...the beds were especially comfy. The fenced in patio area and sun porch was so relaxing and although no one actually slept on it, the daybed was very comfortable as well. We enjoyed our day trip to Boston and multiple trips to Treehouse Brewery. Gwen's communication was awesome...such a terrific host! Hoping to stay again.
Guest favorite
A charming white house with green shutters features a spacious front porch, surrounded by trees. Large windows allow natural light to fill the interior. A stone bench and potted plants provide a welcoming entryway, inviting relaxation in the tranquil outdoor setting.
Cottage in Canaan
4.85 out of 5 average rating, 172 reviews

Cozy Little Cottage

DouglasRating, 5 stars2 weeks ago
Gabriele's place was a great place to stay! We really liked the furnishings. When I messed up, Gabrielle was in constant touch with us so we could get everything right. She is a wonderful host
Guest favorite
A yellow cottage is set amidst lush greenery, featuring a wooden deck that extends from the house. A spacious yard with well-maintained grass surrounds the property, while a firepit is positioned on the ground, providing a focal point in the outdoor setting.
Cottage in Monroe
4.87 out of 5 average rating, 132 reviews

Pumpkin Pine Cottage: your next adventure awaits!

AliciaRating, 5 stars1 week ago
Thoroughly enjoyed my stay at Deb's cabin. We had 3 adults and a dog and the space was perfect. Deb is a great host and wonderful with communication. The cabin itself is so quaint and cute. The fire pit and patio space are wonderful to enjoy and if you love bird watching, they have a very busy feeder! House was stocked with essentials and extras - we had everything we could need. North Adams is a short drive away as well as some gorgeous parts of VT. The distillery on the Hogback Mountain overlook is must-do as well as the Wigwam Western Summit store on the Mohawk Trail - just gorgeous views. Highly recommend this listing!
Guest favorite
A screened-in porch is visible, featuring a wooden rocking chair positioned to overlook a lush garden. A dog sits on the floor nearby. Natural light filters through the screens, illuminating the wooden flooring and surrounding greenery.
Cottage in Great Barrington
4.92 out of 5 average rating, 250 reviews

Cottage on Scenic Road

JulieRating, 5 stars1 month ago
Another great stay at the little cabin "in the woods" near GB. So peaceful and quiet, but still lots to do in the area. This was our third time staying at Seamus's cabin and it was great - we even got to use the wood-burning stove since this visit was during a cooler time of year (compared to 90 degrees last September).

Private cottage rentals

Superhost
A serene lake scene is captured, showcasing colorful autumn foliage reflecting on the water's surface. The vibrant reds and yellows of the trees contrast with the calm, clear lake. In the background, a lakeside cottage is partially visible through the trees.
Cottage in Vernon
4.92 out of 5 average rating, 53 reviews

Churchill Cottage

MarkRating, 5 stars7 months ago
Frederick and Kelly have a great little rustic cabin right on the lake. Peaceful, quiet (a tiny bit of road noise occasionally, but overall very quiet). Frederick is super helpful and friendly. Cabin was built around 75 years ago (original builder's son left a note in the log book!), so don't expect anything ultramodern.. just a nice unassuming rustic family cabin.
Guest favorite
The rustic carriage house is surrounded by lush greenery, featuring a vibrant garden with various plants and flowers. A teal umbrella provides shade over an outdoor seating area, complemented by a stone pathway leading to the entrance, enhancing the inviting atmosphere of the setting.
Cottage in Great Barrington
4.93 out of 5 average rating, 87 reviews

Carriage house with Chef's Kitchen, close to town

AnnRating, 5 stars1 day ago
Rachel’s carriage house is a charming and beautifully maintained property—just as described and shown in the photos. Even though the weather wasn’t ideal during our stay, we thoroughly enjoyed cozying up and relaxing in the warm, inviting space. One of our favorite features was the natural light streaming through the tall paned windows in the kitchen and dining area, overlooking the garden—a perfect setting for our morning coffee. The carriage house was thoughtfully stocked with everything we needed for a comfortable and restful getaway. It’s clear that Rachel has put a lot of care into creating a welcoming experience for her guests. We truly enjoyed our time in the Berkshires and would happily return!
Guest favorite
A cottage is nestled among lush greenery, showcasing a blend of wildflowers and dense foliage. The light-colored exterior features large windows offering a view of the surroundings. An artistic representation of a heron stands among the garden, contributing to the tranquil setting.
Cottage in Winsted
4.9 out of 5 average rating, 40 reviews

Cottage Ease.

HollyRating, 5 stars5 days ago
Fun experience at an old school camp on a lake. Lovely screen porch overlooking the lake and Meredith has thoughtfully provided everything you need for a nice stay. Will be coming back soon!
Guest favorite
The living area features a comfortable seating arrangement with two sofas and a coffee table. A propane fireplace creates a focal point surrounded by brick, while a mounted TV offers entertainment options. Bright windows allow natural light, reflecting a modern yet cozy atmosphere.
Cottage in Holland
4.91 out of 5 average rating, 44 reviews

The Maybrook: Lake & Sauna

DonnaRating, 5 stars4 days ago
This place was everything it was said to be. it was clean and very cozy. Kyle had a booklet with useful information about the cottage, restaurants and local attractions.
Top guest favorite
A wooden dock extends over a calm lake, reflecting the clear blue sky and lush green trees along the shoreline. The tranquil water mirrors the surrounding landscape, with gentle hills visible in the background.
Cottage in Orange
4.99 out of 5 average rating, 78 reviews

Lake House with view of mountain

JonathanRating, 5 stars8 months ago
Great Lake side cottage charm. Fully stocked kitchen. Lots of fun water toys to use. Great views and peaceful!
Top guest favorite
Cottage in Sheffield
5 out of 5 average rating, 67 reviews

The Blue Elm - A Historic Country Cottage

StevenRating, 5 stars1 week ago
I can’t say enough about this very special cottage! Beautifully designed and many wonderful features; I especially enjoyed hanging out on the screened porch. Would most highly recommend it for anyone looking to stay in the area!
Top guest favorite
Cottage in Otis
5 out of 5 average rating, 17 reviews

Lake Escape: Lakefront Cottage in the Berkshires

JeanneRating, 5 stars8 months ago
My husband and I had a wonderful stay. The cottage was clean and comfortable. The hosts thought of everything and made us feel right at home. We could not have been more pleased and would highly recommend this property.
Superhost
Two wooden Adirondack chairs are positioned invitingly next to a rustic fire pit, which is surrounded by stones. A stacked pile of firewood is nearby, nestled among the greenery of the forested surroundings.
Cottage in Williamsburg
4.76 out of 5 average rating, 72 reviews

A Place for Peace - perfectly imperfect!

JenRating, 5 stars8 months ago
Comfortable with beautiful surroundings. Very responsive host.

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