Vacation rentals in Mount Greylock, MA

101 available vacation rental offers

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Best vacation rentals and Airbnb offers in Mount Greylock, MA

Vacation Village in the Berkshires - Mount Greylock, MA

Vacation Village in the Berkshires

Condo, Mount Greylock

Vacation Village in the Berkshires is a condo in Mount Greylock, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Vacation Village in the Berkshires

Vacation Village in the Berkshires is a condo in Mount Greylock, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $919.

From$108/night
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Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak - Mount Greylock, MA

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak

Apartment, Mount Greylock

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak is a apartment in Mount Greylock, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak is a apartment in Mount Greylock, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,160.

From$135/night
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Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 - Mount Greylock, MA

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4

Apartment, Mount Greylock

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 is a apartment in Mount Greylock, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 is a apartment in Mount Greylock, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,084.

From$135/night
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Ski-In/Ski-Out at Jiminy Peak in the Country Inn - Mount Greylock, MA

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

Condo, Mount Greylock

Ski-In/Ski-Out at Jiminy Peak in the Country Inn is a condo in Mount Greylock, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Ski-In/Ski-Out at Jiminy Peak in the Country Inn

Ski-In/Ski-Out at Jiminy Peak in the Country Inn is a condo in Mount Greylock, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,055.

From$151/night
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Vacation rentals with a pool in Mount Greylock, MA

Add a pool to the search when you want an easy place to cool off between outings.

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor - Mount Greylock, MA

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor

Apartment, Mount Greylock

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor is a apartment in Mount Greylock, with pool access. This stay gives travelers a comfortable base for exploring the…

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About 1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor is a apartment in Mount Greylock, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,262.

From$159/night
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Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 - Mount Greylock, MA

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Apartment, Mount Greylock

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$174/night
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Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby - Mount Greylock, MA

Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

Apartment, Mount Greylock

Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby is a apartment in Mount Greylock, with pool access and kitchen access. This stay gives travelers a…

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About Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby

Mountain View Suite at Jiminy Peak - Ski On Off - Near Elevator, Pool, and Lobby is a apartment in Mount Greylock, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$174/night
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Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone - Mount Greylock, MA

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Apartment, Mount Greylock

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives…

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About Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$174/night
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Vacation rentals with parking in Mount Greylock, MA

Find vacation rentals that make arriving by car easier.

Harbour House Inn - Mount Greylock, MA

Harbour House Inn

B & B, Mount Greylock

Harbour House Inn is a b & b in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Harbour House Inn

Harbour House Inn is a b & b in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,905.

From$257/night
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Harbour House Inn B&B - Mount Greylock, MA

Harbour House Inn B&B

B & B, Mount Greylock

Harbour House Inn B&B is a b & b in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Harbour House Inn B&B

Harbour House Inn B&B is a b & b in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, paid parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,915.

From$259/night
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Harbour House Inn B&B - Mount Greylock, MA

Harbour House Inn B&B

B & B, Mount Greylock

Harbour House Inn B&B is a b & b in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Harbour House Inn B&B

Harbour House Inn B&B is a b & b in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,915.

From$259/night
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Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown - Mount Greylock, MA

Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown

Holiday Home, Mount Greylock

Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown is a holiday home in Mount Greylock, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown

Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown is a holiday home in Mount Greylock, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,953.

From$279/night
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Pet-friendly vacation rentals in Mount Greylock, MA

Bring your pet along with stays that welcome four-legged travelers.

2 Bed Berkshire Apt minutes to Jiminy Peak Ski - Mount Greylock, MA

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

Apartment, Mount Greylock

2 Bed Berkshire Apt minutes to Jiminy Peak Ski is a apartment in Mount Greylock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski is a apartment in Mount Greylock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,300.

From$186/night
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Pet Friendly Country Farmhouse, 2 bed / 2 bath; 1.5 miles from Jiminy Peak - Mount Greylock, MA

Pet Friendly Country Farmhouse, 2 bed / 2 bath; 1.5 miles from Jiminy Peak

Country House, Mount Greylock

Pet Friendly Country Farmhouse, 2 bed / 2 bath; 1.5 miles from Jiminy Peak is a country house in Mount Greylock, with pet-friendly space, parking, and kitchen access. This stay gives…

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About Pet Friendly Country Farmhouse, 2 bed / 2 bath; 1.5 miles from Jiminy Peak

Pet Friendly Country Farmhouse, 2 bed / 2 bath; 1.5 miles from Jiminy Peak is a country house in Mount Greylock, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,881.

From$269/night
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Charming Retreat by Mass MoCA - Mount Greylock, MA

Charming Retreat by Mass MoCA

Holiday Home, Mount Greylock

Charming Retreat by Mass MoCA is a holiday home in Mount Greylock, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Charming Retreat by Mass MoCA

Charming Retreat by Mass MoCA is a holiday home in Mount Greylock, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,559.

From$366/night
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Luxury Vacation Rental in the Berkshires! - Mount Greylock, MA

Luxury Vacation Rental in the Berkshires!

Holiday Home, Mount Greylock

Luxury Vacation Rental in the Berkshires! is a holiday home in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Luxury Vacation Rental in the Berkshires!

Luxury Vacation Rental in the Berkshires! is a holiday home in Mount Greylock, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,762.

From$412/night
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Vacation rentals with a kitchen in Mount Greylock, MA

Compare stays with kitchen access for longer trips and easier meals.

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor - Mount Greylock, MA

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

Apartment, Mount Greylock

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor is a apartment in Mount Greylock, with pool access and kitchen access. This stay gives travelers a comfortable base…

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About 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor is a apartment in Mount Greylock, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$174/night
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Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated - Mount Greylock, MA

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Apartment, Mount Greylock

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives…

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About Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$174/night
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Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor - Mount Greylock, MA

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Apartment, Mount Greylock

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor is a apartment in Mount Greylock, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor is a apartment in Mount Greylock, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$174/night
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Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn - Mount Greylock, MA

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Apartment, Mount Greylock

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives…

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About Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn is a apartment in Mount Greylock, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,219.

From$174/night
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Family-friendly vacation rentals in Mount Greylock, MA

Plan a trip with stays that give families more room to spread out.

Berkshires Apartment at the Stephentown Hotel - Mount Greylock, MA

Berkshires Apartment at the Stephentown Hotel

Apartment, Mount Greylock

Berkshires Apartment at the Stephentown Hotel is a apartment in Mount Greylock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel is a apartment in Mount Greylock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,125.

From$161/night
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Brookside cottage near the mountains and outdoor recreation - Mount Greylock, MA

Brookside cottage near the mountains and outdoor recreation

Cottage, Mount Greylock

Brookside cottage near the mountains and outdoor recreation is a cottage in Mount Greylock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Brookside cottage near the mountains and outdoor recreation

Brookside cottage near the mountains and outdoor recreation is a cottage in Mount Greylock, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,268.

From$181/night
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2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox - Mount Greylock, MA

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

Holiday Home, Mount Greylock

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox is a holiday home in Mount Greylock, with pet-friendly space and room for a group. This stay gives travelers…

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

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox is a holiday home in Mount Greylock, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,287.

From$327/night
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Cozy Cottage in the Berkshires on 1.6 Acres - Mount Greylock, MA

Cozy Cottage in the Berkshires on 1.6 Acres

Holiday Home, Mount Greylock

Cozy Cottage in the Berkshires on 1.6 Acres is a holiday home in Mount Greylock, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Cottage in the Berkshires on 1.6 Acres

Cozy Cottage in the Berkshires on 1.6 Acres is a holiday home in Mount Greylock, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,444.

From$349/night
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