Home Vacation Rentals By Owner In Lanesborough, MA

Showing 60 Of 95 Vacation Rentals
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Exceptional(5)

$345.42

/ Nightly
Condo

Spacious, Family-Friendly Getaway w/ Full Kitchen & Fireplace

Hancock, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(21)

$199.35

/ Nightly
Hotel

Comfy Suite in the Berkshires w/ WiFi & Great Resort Amenities!

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(3)

$359.68

/ Nightly
Condo

Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(25)

$855.07

/ Nightly
Private Vacation Home

Five-Star Family Friendly Townhouse in the Heart of Jiminy Peak

Hancock, Massachusetts, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(24)

$349.62

/ Nightly
Condo

Snowdrop Lodge - Beautiful Condo on Jiminy Peak Grounds

Hancock, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(61)

$329.47

/ Nightly
Private Vacation Home

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.

New Ashford, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$570.51

/ Nightly
Apartment

Available February 17-21 2025. Sleep 8 - 2-bed apt on Jiminy Peak. Ski in/out!

Hancock, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(18)

$324.49

/ Nightly
Hotel Resort

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(18)

$255.7

/ Nightly
Condo

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$630.47

/ Nightly
Apartment

Studio Suite, w/ Full Kitchen at Bentley Brook, at Jiminy Peak Ski Mountain!!

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$330.07

/ Nightly
Private Vacation Home

Jiminy Peak Slopeside Getaway • Ski & Adventure

Hancock, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(2)

$708.92

/ Nightly
Condo

1 Bedroom Deluxe Condo, Sleeps 8, at Bentley Brook, Jiminy Peak Ski Mountain!!

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(3)

$192.68

/ Nightly
Apartment

Available for Healthcare and long term stays welcome 3 miles from Hospital

Lanesborough, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$585.98

/ Nightly
Condo

Winterberry Lodge: NEWLY RENOVATED Spacious Berkshire Getaway at Jiminy Peak

Hancock, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(8)

$313.5

/ Nightly
Private Vacation Home

Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

Hancock, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(39)

$731.08

/ Nightly
Private Vacation Home

Family-Friendly Hancock Home: Walk to Slopes!

Hancock, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 15

Sleeps
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Exceptional(21)

$271.43

/ Nightly
Apartment

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(6)

$282.6

/ Nightly
Condo

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

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(18)

$1183.65

/ Nightly
Private Vacation Home

Berkshire 6BR Estate • Pool, Hot Tub, Game Room

Lanesborough, Massachusetts, United States

Bed 7

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(1)

$727.17

/ Nightly
Private Vacation Home

Charming 5-bedroom farmhouse in Lanesborough

Lanesborough, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 13

Sleeps
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Home Most popular vacation rentals in Lanesborough

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Exceptional(1)

$282.60

/ Nightly
Condo

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

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(1)

$532.25

/ Nightly
Condo

Mountainside: Large 3-level Jiminy Peak Home

Hancock, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$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 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$484.78

/ Nightly
Condo

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

Hancock, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(1)

$453.50

/ Nightly
Private vacation home

Historic Stone Church in The Berkshires

Lanesborough, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$367.49

/ Nightly
Apartment

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

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$333.99

/ Nightly
Private vacation home

Hearts Desire is your private escape.

Lanesborough, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$319.94

/ Nightly
Condo

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

Hancock, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(1)

$309.75

/ Nightly
Apartment

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$172.10

/ Nightly
Apartment

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

Hancock, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Most Popular Cities in Massachusetts