Choose from 202 vacation rentals located in Lanesborough, Massachusetts. Top filters in Lanesborough include Internet / Wifi, Air conditioner, and Kitchen or Kitchenette. Prices range from $72 to $1,536 per night. Our most popular vacation rental types near Lanesborough are Apartment and Hotel.

Top vacation rentals in Lanesborough

Interior
9.8 / 10.0
Outstanding(114 Ratings)
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Cabin
 in Pittsfield
5 guests · 2 bedrooms · 1 bath
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Indulge in a peaceful retreat at A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything, our elegant Cabin in Lanesborough. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
vrbo logo
View deal
Hot Tub
8.5 / 10.0
Excellent(1,491 Ratings)
Vacation Village in the Berkshires
Resort
 in Hancock
1 sofa bed, 1 queen bed
Garden · Pool · Kitchen or Kitchenette

Nestled in Lanesborough, this Resort is perfect for your next vacation. Enjoy Vacation Village in the Berkshires's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
Property building
7.8 / 10.0
Very good(208 Ratings)
Jiminy Peak Mountain Resort
Resort
 in Hancock
1 sofa bed, 1 king bed
Ski in / Ski out · Pool · Kitchen or Kitchenette

The best choice in Lanesborough for Resort, for $130 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
booking logo
View deal
Property building
8.8 / 10.0
Excellent(322 Ratings)
Club Wyndham Bentley Brook
Resort
 in Hancock
1 sofa bed, 3 queen beds
Pool · Kitchen or Kitchenette · Air conditioner

This inviting Resort in Lanesborough can fit your needs for many types of vacations, at $130 per night.

$$$$
booking logo
View deal

Vacation rentals with internet & wifi in Lanesborough

Outdoor dining
9.8 / 10.0
Outstanding(104 Ratings)
Charming historic cottage on scenic road to Mt. Greylock
Cottage
 in Lanesboro
5 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Lanesborough, at $209 per night for your next great vacation.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Terrace/patio
9.9 / 10.0
Outstanding(98 Ratings)
Berkshire Lake Beauty-Modern Amenities On The Lake
House
 in Pittsfield
14 guests · 5 bedrooms · 4 baths
Garden · Kitchen or Kitchenette · Air conditioner

This House in Lanesborough, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
vrbo logo
View deal
Property view
No ratings yet
Family-Friendly Hancock Home Walk to Slopes!
House
 in Hancock
Pool · Pets allowed · Kitchen or Kitchenette

Discover the beauty of Lanesborough with a stay at Family-Friendly Hancock Home Walk to Slopes!, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
booking logo
View deal
Property view
8.9 / 10.0
Excellent(21 Ratings)
Disney Magic at Jiminy Mountain
Hotel
 in Hancock
4star
Ski in / Ski out · Garden · Pool

Discover the beauty of Lanesborough with a stay at Disney Magic at Jiminy Mountain, a top rated Hotel with amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
city photo
Lanesborough

Lanesborough travel guide

Let us help you plan your perfect Lanesborough vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Lanesborough, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Lanesborough?

  • Internet / Wifi
  • Air conditioner
  • Kitchen or Kitchenette

What is the price range for rentals in Lanesborough?

Vacation rentals in Lanesborough have a price range between $72-$1,536. The average price for rentals in Lanesborough is $340 per night.

Explore near Lanesborough

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration

Keep exploring