Lanesborough Vacation Rentals from ￥12,898: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Lanesborough?

Spacious 5-bedroom house in charming Lee with WiFi : This vacation home rental outside of Lanesborough offers a fireplace, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a microwave can make your vacation run smoothly.

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Vacation Rentals in Lanesborough

Stroll through the serene garden, surrounded by vibrant flowers and lush greenery, with a charming house in the background.

"We had a great stay- no complaints! Very close to Jiminy Peak, where we were skiing, and the house was very comfortable. Thank you!"

Relax in this inviting living room with a plush sofa, a statement rug, and a tall floor lamp.

"The cottage was clean and as described. The street was very quiet."

Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

"Great stay with all plenty of things to do…"

￥16,036 total

includes taxes & fees

Aug 25 - Aug 26

Set amidst lush greenery, this hotel complex offers a serene escape with pathways connecting its various buildings.

"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"

￥29,688 total

includes taxes & fees

Jul 31 - Aug 1

Steps lead down to the tranquil lake's edge, surrounded by trees and a rustic stone wall.

"A good place for vacation that you can enjoy and rest. Very nice and safe place."

Situated in a lush forest, this cabin offers a serene retreat with a picnic table for outdoor dining or relaxation.

￥20,235 total

includes taxes & fees

Aug 28 - Aug 29

5 bedrooms, iron/ironing board, WiFi, bed sheets

￥123,228 total

includes taxes & fees

Aug 11 - Aug 12

"Such a sweet spot in the woods! Can’t wait to come back."

￥24,392 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample counter space.

"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."

￥26,370 total

includes taxes & fees

Jul 31 - Aug 1

Relax in this spacious living room with a high ceiling, featuring a sofa, armchair, and coffee table.

Escape to a serene lakeside retreat surrounded by lush greenery and vibrant flowers.

"Very friendly hosts, great location. "

Experience the perfect blend of traditional and contemporary style in this inviting space, featuring a plush sofa, wooden coffee table, and modern kitchen.

"We went as a family to get away from the city life for the weekend. We have no complaints except that it could’ve been a bit cleaner in the sense that there were many cobwebs. Nonetheless we rlly enjoyed our weekend in Great Barrington "

Relax in the backyard patio area with a table, chairs, and cushioned benches under a pergola.

"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "

Guests can socialize in this outdoor gathering area with a unique, curved building in the background.

"Our group had a great time. The place is a bit dated but has room for plenty of people."

Stately two-story house with a central columned entrance and white balustrade.

"Loved the property. Perfect for our gathering."

Guest rooms lead to a covered walkway with a tiled floor.

"The chemical smell in the room was overwhelming. There was no personal contact We called the number provided and was told We would get a full refund."

￥21,394 total

includes taxes & fees

Aug 10 - Aug 11

Charming two-story house with a historic facade, featuring a prominent address and star symbol, set amidst a serene winter landscape.

"Very kinda hosts, and wonderful house."

￥153,680 total

includes taxes & fees

Aug 5 - Aug 6

Features an oven, microwave, and refrigerator, along with a large window and ceiling lights.

"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "

￥51,155 total

includes taxes & fees

Aug 3 - Aug 4

Enjoy cooking and dining with a large dining table and modern kitchen amenities.

"This was the perfect little spot for our family to stop and stay on our way to dropping our daughter at camp and enjoy Williamstown. Our hike at the Clark Institute was a highlight along with the proximity to downtown’s great restaurants.We were talking about how gorgeous it must be in the fall… when it must be even more scenic and amazing."

Enjoy a room with a high ceiling, large windows, and a view of the lush outdoor area.

"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."

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Top Lanesborough Hotel Reviews

The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"We were delighted with the quality of the room and the quality of the breakfast offered. The staff was friendly and accommodating. Will definitely recommend The Yankee Inn to friends and will plan to stay there again when we visit Tanglewood. "

FairBridge Inn Express

6/10 Okay

"Well the little fridge they had in the room hummed loudly all the time the freezer needed to be defrosted I bought a couple of frozen dinners and couldn't get both of them in the freezer. One of the draws on the side tables when I pulled open the drawer one side of the handle came loose I was able to screw it back in but it needed a screwdriver to tighten it up all small little things but a inconvenience none the less"

Find out more about Lanesborough

Search for holiday rentals in Lanesborough on Expedia! You can easily find your home rentals, villas, holiday apartments in Lanesborough using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Lanesborough?

Yes, we have vacation rentals close to the most popular sights in Lanesborough, or you can go with a more secluded option if you'd like a relaxing place to stay. Lanesborough is known for its ski areas and forests. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best vacation rentals in Lanesborough?

Spacious 5-bedroom house in charming Lee with WiFi: This vacation home rental outside of Lanesborough offers a fireplace, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a microwave can make your vacation run smoothly.

How many vacation rentals are there in Lanesborough?

Choose from 11 Expedia vacation rentals in Lanesborough for a memorable vacation.

What can I see and do in Lanesborough?

Mount Greylock State Reservation Visitor Center and Mount Greylock State Reservation are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Jiminy Peak Mountain Resort and Barrington Stage Company.

What are vacation rentals like in Lanesborough?

Vacation rentals are private properties you can book for a couple days or more in Lanesborough. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.

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Lanesborough Vacation Rentals

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Vacation Rentals in Lanesborough

Charming historic cottage on scenic road to Mt. Greylock

Entire cottage in Berkshire Villiage

Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

The Ponds at Foxhollow

Huttopia Berkshires

Spacious 5-bedroom house in charming Lee with WiFi

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Timber Trails Unique cabin experience

Contemporary Berkshire Home with Views of Taconic Golf Course

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

The Kemble- Built by a US Secretary of State in Lenox

Deluxe Queen Room with 2 Queen Beds

Hancock Village Inn at Jiminy Peak

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Charming Berkshires Retreat – Minutes to Williamstown

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Top Lanesborough Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Constance by the Lenox Collection

The Williams Inn

FairBridge Inn Express

Berkshire Mountain Lodge

Berkshires Untold

Vacation Village in the Berkshires

Hotel Downstreet, Ascend Hotel Collection

Hotel On North

Find out more about Lanesborough

Frequently asked questions