
Apartment holiday rentals in Lanesborough
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Top-rated apartment rentals in Lanesborough
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Popular amenities for Lanesborough apartment rentals
Weekly apartment rentals

Newly Renovated, and Spacious great for family
Have stayed here before. Will stay again. Fits my needs and Shahs a great host

Historic, Spacious Mansion Suite
My mom and I had a great stay at David’s place, it’s clean, thoughtfully decorated with all kinds of unique items and interesting artwork, really cool place. We went to dinner right down the street at Dove+Deer which was fantastic. We walked another block down the street and found an excellent wine shop with super friendly service and local selections. Wish we could’ve stayed longer! Thanks so much David, you’re very talented and have a great place 😊

Comfortable Pittsfield Loft
I had simply the best time--the nicest people, a beautiful apartment, an absurdly good value, and a great location for exploring western Mass. I'm looking forward to staying here again next time I'm in this part of the country. Do yourself the favor and choose this one, you won't be disappointed.

Cozy Berkshire Waterfront Home
Can’t say enough good things about this find near Jiminy Peak in the Berkshires! Stayed for three nights while skiing two days over presidents weekend. Hosts were very thoughtful and flexible. Left cookies and s’mores kit which were a nice touch. During snowstorm steps to the unit and walking areas were kept shoveled and salted. For us and our two teenagers this offered the perfect alternative to pricey on mountain lodging and was only about a 13 minute drive. There was even a bonus game room which could probably serve as a small additional bedroom if someone had the need, it certainly has room for a twin air mattress. Our two kids shared the queen bed with minimal fighting, but that would’ve been our back up plan😂. Anyway, they were super responsive, check in and check out was easy and will certainly look to stay again if we get up there to ski again this year !

Luxury downtown penthouse, by Franklin Plaza.
Thank you Tatyana for hosting us for a 3 day, 2 night visit. We loved your historical charming home and it was perfect for our short stay in New York. We loved the penthouse suite, the attention to detail, beautiful washroom, bedroom, kitchen and living room area. We would stay here again if we’re ever back in the area. Thank you again!

Annies’ Place by The Bridge of Flowers ~
Cathy's Place was home away from home. The location was perfect with a beautiful view of the Bridge of Flowers and walkable to all intown locations. It was clean and comfortable and well stocked with everything one might need when away from home. Thank you for a wonderful weekend.

Hideaway with Spectacular Berkshire Views
I’ve visited many, many AirBNB’s over the years and Elisabeth and Ricky’s was one of the best. The accommodation is beautiful, it’s a lovely little converted flat above the garage, settled into the woods and garden. We were greeted by their corgi and by Elisabeth who both made us feel at home. We were able to wander their gardens, drink gin and tonics in the sun and generally make ourselves at home. A lovely couple and a highly recommended Airbnb.

The sweet place in the beautiful Berkshires!
Teresa was a great host! she was helpful in communication for our arrival and stay. her place is truly the sweet place! so clean, comfortable and beautiful! thank you!
Private apartment rentals

Downtown Apartment A
My family and I were in town for my annual fall birthday getaway and had a pleasant stay! Melissa’s place was clean, easy to find, and had all the right amenities. We would be glad to stay here again for a future visit.

Shakespeare’s Folly Side Farm and AirBnB.
William is an excellent host and his place is wonderful. I’ve stayed with him. Multiple times. Recommended!

Cute, Cozy and Comfortable apartment
Tracy has created such a warm, charming space. Tastefully decorated with attention to every detail. I couldn’t have been more comfortable or pleased.

Main Street Delight - One Bedroom Apartment
This couldn't be a more perfect location. Walkable to everything and centrally located. The apartment itself was beautiful as well.

Center of Lenox, cozy Apartment 2-bedroom
This is a wonderful space, lots of natural light, comfort and Shayla thought of everything for the kitchen and bathroom, which includes a handy washer and dryer. I felt so at home here and the location was steps away from coffee shops and a local bookstore, as well as a short drive to Tanglewood. Shayla was always available as needed, but also gave plenty of space. She was a superb host! I hope to return again soon!

Walnut Way basement apartment
It was bigger in person! Easy check in, check out. Megan was easy to communicate with.

Downtown Studio in Adams
Lea is always great. Place is super comfy. Recommend for sure.

"Nostalgia" a spacious2 bedroom first floor unit.
We had a good time staying at Sandy‘s place. It was exactly what we needed for a graduation weekend. Really appreciated the extra touch of coffee and tea as well as creamer, a thoughtful touch! It easy to work with Sandy. She was responsive to all my messages.
Apartment rentals with a hot tub

Mountainside Condo Ski on/off
A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.

Ski-InSki-Out Loft Lift&MT.Views
My stay was smooth and the condo was nice. I was on a business trip so I didn't have much time in the room besides sleeping which was quiet

Luxe Ski Getaway Base of Jiminy
We enjoyed our stay immensely! Great location and beautiful place. Our hosts were also fantastic. We would love to go back!

Artsy loft near MassMoCA with pool and hot tubs
The absolute perfect location at the heart of the Berkshire Yoga Festival! Loved the location. Very comfortable for two people. The host was very quick to respond and was accommodating. I would definitely recommend and would stay there again.

The Crystal Loft
This was my second stay. Great for a family of 3 and a dog that doesn’t mind a flight of stairs:)

All-Season Condo at Jiminy Peak (Berkshires)
Second year in a row staying here. And another perfect vacation. Great location, amenities are perfect, clean condo, and the owner is responsive when needed. Can't wait to stay here again.

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4
The perfect location is right at the slopes of Jiminy Peak. The yeti suite was very clean and had everything you needed for your stay. Good luck finding 24 champion badges (I found 23). This is a fun place to stay, and everyone was very helpful.

Falcon's Nest | hot tub | scenic views |
Falcon's Nest was a fabulous place to stay in the area - everything there was clean and spotless, a truly homey feeling right from the start. The house itself is stylishly done - starting from architectural elements and through small details around the house. The grounds outside are breathtaking - there's an awesome hot tub, grill, fire pits, and a lake - beautiful nature all around. Location is very convenient to all landmark sights in the area and a variety of hiking trails. Johny and Kate were incredibly accommodating - quickly responding to all our questions and providing valuable recommendations. Overall, this was a great experience that exceeded our expectations!
Quick stats about flat rentals in Lanesborough
Total rentals
30 properties
Nightly prices starting at
₹8,657 before taxes and fees
Total number of reviews
820 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Stratton Mountain
- Saratoga Race Course
- Six Flags New England
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Bash Bish Falls State Park
- Stratton Mountain Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Beartown State Forest
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Hildene, The Lincoln Family Home
- Brignole Vineyards