Vacation Rentals By Owner In Lanesborough, MA

Showing 95 Of 95 Vacation Rentals

Exceptional(35)

$258.5

/ Nightly

Apartment

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(6)

$453.5

/ Nightly

Private Vacation Home

Historic Stone Church in The Berkshires

Lanesborough, Massachusetts, United States

Bed

Bath

Sleeps

$282.04

/ Nightly

Condo

Country Charm condo with gym, pool, hot tub & ski-in/ski-out access and king bed

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(6)

$350.18

/ Nightly

Private Vacation Home

Jiminy Peak Resort - walkable - Heated Pool + Hot Tub - Fireplace

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(34)

$1203.53

/ Nightly

Private Vacation Home

6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort

Lanesborough, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(73)

$378.16

/ Nightly

Private Vacation Home

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(14)

$569.11

/ Nightly

Private Vacation Home

Perfect Family Gateway Spot for the Berkshires, Jiminy Peak Skiing, MASS MoCA

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(2)

$172.1

/ Nightly

Apartment

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(7)

$296.22

/ Nightly

Condo

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(297)

$211.12

/ Nightly

Guest House

Berkshire Village Carriage House - Super Private!!

Lanesborough, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(1)

Select Dates for Price

Hotel Resort

Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(79)

$422.84

/ Nightly

Private Vacation Home

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

$574.14

/ Nightly

Hotel Resort

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(10)

$544.72

/ Nightly

Private Vacation Home

Comfortable Berkshires retreat on mtn resort, SISO

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$12978.43

/ Nightly

Private Vacation Home

Family Lodge at Jiminy Peak - Pools & Adventure

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Condo

View 23 Condo

Private vacation home

View 30 Private vacation home

Most popular vacation rentals in Lanesborough

Exceptional(9)

$282.60

/ Nightly

Condo

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$532.25

/ Nightly

Condo

Mountainside: Large 3-level Jiminy Peak Home

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$502.65

/ Nightly

Private vacation home

Ski's The Day: Winsome 3-bedroom mountain townhome with AC in Jiminy Peak

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$484.78

/ Nightly

Condo

3-bedroom condo and 2 full baths at Jiminy Peak; 15 min from Williamstown!

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$453.50

/ Nightly

Private vacation home

Historic Stone Church in The Berkshires

Lanesborough, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$367.49

/ Nightly

Apartment

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$333.99

/ Nightly

Private vacation home

Hearts Desire is your private escape.

Lanesborough, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$319.94

/ Nightly

Condo

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$309.75

/ Nightly

Apartment

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(9)

$172.10

/ Nightly

Apartment

Ski On/Off Winter Mountain Suite Jiminy Peak-- Sleeps4- Home Away From Home

Hancock, Massachusetts, United States

Bed

Bath

Sleeps

Vacation Rentals By Owner In Lanesborough, MA

$258.5

$453.5

$282.04

$350.18

$1203.53

$378.16

$569.11

$172.1

$296.22

$211.12

$422.84

$574.14

$544.72

$12978.43

Rent a place that suits your needs

Most popular vacation rentals in Lanesborough

$282.60

$532.25

$502.65

$484.78

$453.50

$367.49

$333.99

$319.94

$309.75

$172.10

Most Popular Cities in Massachusetts