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Holiday Homes in Lanesborough

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Featured Holiday Homes in Lanesborough and around

Private Lake House in the Berkshires
9.8 out of 10, Exceptional, (16)
"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
Luxury Vacation Rental in the Berkshires!
10.0 out of 10, Exceptional, (5)
"We had a brief but wonderful stay for graduation weekend. The house is spacious and comfortable. And the views from the backyard are amazing!"
Luxury Vacation Rental in the Berkshires!
Tiny house & hot tub nestled on 150+ acres of the Green Mtns of Vermont.
10.0 out of 10, Exceptional, (2)
"This place is where you want to stay if you just want quiet, peaceful, and relaxing times. The host is beyond wonderful and supplied this awesome little tiny house w everything you could ask for and a little bit more. Everything was more than I expected and then some. Very modern amenities and I can’t wait to stay again."
Tiny house & hot tub nestled on 150+ acres of the Green Mtns of Vermont.
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
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (69)
"Top notch!! Will definitely be back. Thanks!!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
9.8 out of 10, Exceptional, (60)
"This was the 2nd time we have rented this property and again it did not disappoint. The location on the mountain is beautiful. The check in/check out process was easy. The host (Howie) responds to any questions very quickly and enthusiastically. Perfect place for a family with spacious bedrooms, nice kitchen, back deck with grill. Looking forward to going back"
The price is €617
includes taxes & fees
30 Jun - 1 Jul
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
Hot tub, canoe, dog-friendly/family friendly cottage in the Berkshires!!
10.0 out of 10, Exceptional, (1)
"Absolutely loved it. Perfect getaway when the city is too noisy. Awesome location in the woods surrounded by nothing but forest. If you plan on staying outside in the hot tub, maybe get one of those bug repellent tiki torches however i got no other complaints. Maybe a tv in the adult bedroom? Anyway good kitchen good bathroom good living room good bedroom for adults good room for children. If youre looking to get away, there isnt anything wrong in picking this place if you desire a forest get...
Hot tub, canoe, dog-friendly/family friendly cottage in the Berkshires!!
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"
Pristine Home In Becket Woods
Peace and quiet on the lake
9.6 out of 10, Exceptional, (187)
"Cute & clean house, awesome location right on the water, great for swimming/fishing/kayaking plus super close to the store for any supplies. Thanks again!"
Peace and quiet on the lake
Berkshire Lake access
10.0 out of 10, Exceptional, (41)
"Living space is bigger than the pictures, plenty of room for everyone, well stocked kitchen, everything we needed!"
Berkshire Lake access
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, (4)
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (94)
"Very convenient location, clean and welcoming home away from home. And the fenced in backyard, our Maizie was in heaven!"
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Private Access To Laurel Lake, Enjoy Lake Life
10.0 out of 10, Exceptional, (6)
"My brother and I came to honor our late father, our family used to own property on Laurel lake so it was especially meaningful to us to have access to it for kayaking. The house has central ac which is harder to find, it's got plenty of bedrooms, two of which are on the first floor."
Private Access To Laurel Lake, Enjoy Lake Life
Private Cabin On Over 12 Acres Of Woods!
9.6 out of 10, Exceptional, (4)
"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."
The price is €1,094
includes taxes & fees
6 Jul - 7 Jul
Private Cabin On Over 12 Acres Of Woods!
Hudson Valley Chalet
9.2 out of 10, Wonderful, (5)
"We had such a nice weekend at this beautiful home! The location was great, there were awesome views, and Marc was a very kind, courteous host! He was very easy to get ahold of if we had any questions. The hot tub was very relaxing and spacious. Also, it had all of the necessities. If you are looking for a family-friendly winter rental this is a great place to book."
Hudson Valley Chalet
Quiet mountain home w/ brook; walking distance to Spring street.
10.0 out of 10, Exceptional, (1)
"Cute quiet house, with sounds of the small creek in the backyard to fall to sleep by. Great location for being able to walk in and around Williamstown. Know that it is *dark* at night --> which we thought was wonderful, but might be a concern for some."
Quiet mountain home w/ brook; walking distance to Spring street.
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
9.4 out of 10, Exceptional, (3)
"My BF and I really enjoyed the Hawley Home. The location was stunning and quiet. The owner was very kind and responsive when I reached out with questions before we started out on our drive to the location. There was a welcome book with all of the information on the home and it included information about the local attractions. The property is clean, the bed is comfortable and the views are breathtaking. There is no cell service ( not that is a bad thing with as much as we work) but the home has...
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
Comfortable Berkshires retreat on mtn resort, SISO
The price is €470
includes taxes & fees
1 Jul - 2 Jul
Comfortable Berkshires retreat on mtn resort, SISO
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (206)
"We loved our long weekend here—so comfortable and clean and private. Just perfect for two!"
Berkshire Village Carriage House - Super Private!!
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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, (206)
"We loved our long weekend here—so comfortable and clean and private. Just perfect for two!"
Berkshire Village Carriage House - Super Private!!
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (95)
"A great place in a great location with super-responsive and helpful owners! My partner is a teacher and she was entranced with the schoolroom, the history, and the old textbooks!"
Charming historic cottage on scenic road to Mt. Greylock
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (69)
"Top notch!! Will definitely be back. Thanks!!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
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.

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