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Compare 216 Vacation Homes in Lanesborough with updated reviews, rates, and availability.

Private Lake House in the Berkshires
9.8 out of 10, Exceptional, (15)
"This was our first VRBO experience, and we are hooked. We had a wedding in Pittsfield with events over three days, so we decided to try this lakeside retreat, and it was a treat! The Berkshires in the fall are absolutely beautiful and Hinsdale is a pretty little town. Ozzie's is definitely worth the trip for breakfast. The lake is lovely and we were looking forward to kayaking and fishing. Unfortunately the weather was not on our side, but we still got one fish! Mary is a wonderful host who is...
Private Lake House in the Berkshires
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (92)
"Wonderful property for family and dog!"
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (66)
"Probably one of the cleanest places I have ever stayed. The house is perfect. Beautiful views!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
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Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (117)
"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
9.6 out of 10, Exceptional, (9)
"We will be back! Our stay was top notch. Everything we hoped and more. The owner was very responsive and kind, the property is breathtaking and peaceful and the location is very convenient."
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
The price is ¥56,448
¥119,891 total
includes taxes & fees
Jun 3 - Jun 4
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Tranquil 3-BR Waterfront Retreat
10.0 out of 10, Exceptional, (7)
"The house is immaculate! One of the cleanest properties we've stayed in. The house was the perfect size for my family of 4 (2 adults, 2 teens) with room for more. The beds are comfortable, and there were plenty of linens and towels. The linens and towels are high quality, very soft. The kids had fun fishing in the pond and made good use of the kayak (they caught some bass, pickerel and sun fish). The neighborhood is nice and quiet, dirt roads, no traffic...great for taking walks. We used the...
Tranquil 3-BR Waterfront Retreat
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
10.0 out of 10, Exceptional, (2)
"My family and I stayed and so enjoyed our time. The kitchen had everything we could have needed and the location was amazing to explore all neighboring towns. The beds were so comfortable and we even got out to enjoy the fire pit! Would absolutely come back again!"
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
10.0 out of 10, Exceptional, (84)
"This was the best time away from home we ever had. The cottage and the lake are so peaceful and beautiful. The hosts were kind and helpful thru the hole planning stage. We hope to visit again next year....and one special thing we will never forget is the wonderful quiet..."
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
Berkshire Manor for Lasting Memories
10.0 out of 10, Exceptional, (2)
"Leah was a wonderful host to us. She provided easy-to-follow instructions for getting into the house, offered good suggestions on things to do and where to eat. Although the house was a bit larger than we needed, we chose it because of the location, the generous sized and comfortable looking (from photos) casual spaces, the kitchen and the number of bathrooms so we each had our own. This house did not disappoint! It has lots of New England charm, the beds were comfortable, as were the several...
Berkshire Manor for Lasting Memories
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (7)
"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...
Pristine Home In Becket Woods
Peace and quiet on the lake
9.6 out of 10, Exceptional, (184)
"My husband and I had a very peaceful and relaxing long weekend at this lake house! It was very clean and has everything you need. We spent the majority of our time on the wonderful screened-in porch. The location was great and there was a little store/restaurant only a couple minutes walk up the street that was convenient and the food was really good! Overall, a great place to stay!"
Peace and quiet on the lake
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (205)
"A really cute spot, well equipped and away from the Lenox maddening crowds."
Berkshire Village Carriage House - Super Private!!
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
Quintessential 6-BR Berkshires Lodge
10.0 out of 10, Exceptional, (4)
"We had a great time. Place is amazing. Highly recommend. We had four different families and we never felt cramped. Lovely open main room allowed us to stay connected. Bedrooms were nice and spacious, good bed options. Nice decor."
Quintessential 6-BR Berkshires Lodge
Private country home minutes from the Berkshires
5.4 out of 10, (11)
"Do not stay here! I am an international traveler, backpacker, and am used to some rough accommodations, but this stay was truly awful. My friend and I booked the space for a weekend, despite reading the previous reviews, thinking it could not be that bad. The house was overwhelmingly musty, there was mold up into the windowsills, the carpeting felt damp to walk on, and least of all the beds were hard and uncomfortable. We left after one night. It felt like a health hazard to be there. Neither...
The price is ¥17,248
¥31,799 total
includes taxes & fees
Jun 2 - Jun 3
Private country home minutes from the Berkshires
Find your Sanctuary at The Rectory at Stockbridge
10.0 out of 10, Exceptional, (2)
"I stayed here with seven girlfriends, all aged 25-30, for a weekend, and we found it incredibly homey and nice. As a Catholic, it was lovely staying at the rectory, visiting the beautiful altar in the backyard, and knowing that any proceeds from our stay were going to a good cause. All the rooms have saint names, and there is a lot of thoughtful charm throughout. Samantha was very helpful and great at communicating through the entire process. Highly recommend this stay in the heart of...
The price is ¥109,603
¥177,947 total
includes taxes & fees
Jun 20 - Jun 21
Find your Sanctuary at The Rectory at Stockbridge
Private Berkshires Home On 5+ Acres, Rustic & Chic
10.0 out of 10, Exceptional, (2)
"The house was beautiful. It looked just like the pictures. The privacy and the beauty of the property made for such a serene vacation spot. The owners and property managers would respond immediately. I would definitely recommend this home. Love the Berkshires!"
Private Berkshires Home On 5+ Acres, Rustic & Chic
Sweet Cozy Victorian in Housatonic. Close to everything.
The price is ¥39,200
¥60,776 total
includes taxes & fees
Jun 2 - Jun 3
Sweet Cozy Victorian in Housatonic. Close to everything.
Enjoy comfortable elegance in this secluded grand home located in town
10.0 out of 10, Exceptional, (57)
"Charming and spacious historic home in the Berkshires"
Enjoy comfortable elegance in this secluded grand home located in town
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See all available properties in Lanesborough
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Lanesborough

Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (205)
"A really cute spot, well equipped and away from the Lenox maddening crowds."
Berkshire Village Carriage House - Super Private!!
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (66)
"Probably one of the cleanest places I have ever stayed. The house is perfect. Beautiful views!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (94)
"I adored my stay at The Stone School. Rich and Cheryl were terrific hosts who had great suggestions for food and things to do. And the whole experience was easy to navigate. Excellent marks for cleanliness, comfort, ease of parking, quiet & solitude, quaintness, local pleasures. I found it perfect for myself and it would also be ideal for a couple (or perhaps a couple with one or two young children.) The bathroom is on the first floor with a modern sink and vanity; everything looks brand...
Charming historic cottage on scenic road to Mt. Greylock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lanesborough Vacation Homes information

Number of reviews
840
Accommodation
216 Vacation Homes
Lowest Price
¥17,248
Highest Price
¥109,603

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