Vacation rentals in Stephentown Center, NY

93 available vacation rental offers

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Best vacation rentals and Airbnb offers in Stephentown Center, NY

Vacation Village in the Berkshires - Stephentown Center, NY

Vacation Village in the Berkshires

Condo, Stephentown Center

Vacation Village in the Berkshires is a condo in Stephentown Center, 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 Stephentown Center, 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 $959.

From$113/night
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Taborton Harvest Boulder Pines Cabin in the woods - Stephentown Center, NY

Taborton Harvest Boulder Pines Cabin in the woods

Cabin, Stephentown Center

Taborton Harvest Boulder Pines Cabin in the woods is a cabin in Stephentown Center, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods is a cabin in Stephentown Center, with pet-friendly space and 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $886.

From$127/night
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Taborton Harvest Timber Trails Unique cabin experience - Stephentown Center, NY

Taborton Harvest Timber Trails Unique cabin experience

Cabin, Stephentown Center

Taborton Harvest Timber Trails Unique cabin experience is a cabin in Stephentown Center, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience is a cabin in Stephentown Center, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $886.

From$127/night
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Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak - Stephentown Center, NY

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

Apartment, Stephentown Center

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak is a apartment in Stephentown Center, 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 Stephentown Center, 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 $1,178.

From$138/night
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Vacation rentals with a pool in Stephentown Center, NY

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

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak - Stephentown Center, NY

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak

Apartment, Stephentown Center

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak is a apartment in Stephentown Center, with pool access and room for a group. This stay gives travelers a comfortable base for exploring…

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About Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak is a apartment in Stephentown Center, 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: pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,213.

From$161/night
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Relaxation Suite Jiminy-Must See Sleeps 4 - Stephentown Center, NY

Relaxation Suite Jiminy-Must See Sleeps 4

Apartment, Stephentown Center

Relaxation Suite Jiminy-Must See Sleeps 4 is a apartment in Stephentown Center, with pool access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for…

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About Relaxation Suite Jiminy-Must See Sleeps 4

Relaxation Suite Jiminy-Must See Sleeps 4 is a apartment in Stephentown Center, with pool access, room for a group, 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: free cancellation, pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,213.

From$161/night
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1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor - Stephentown Center, NY

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

Apartment, Stephentown Center

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor is a apartment in Stephentown Center, 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 Stephentown Center, 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 $1,281.

From$162/night
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Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor - Stephentown Center, NY

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Apartment, Stephentown Center

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor is a apartment in Stephentown Center, 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 Stephentown Center, 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 $1,237.

From$177/night
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Vacation rentals with parking in Stephentown Center, NY

Find vacation rentals that make arriving by car easier.

Spacious 1-bedroom apartment in peaceful East Chatham with WiFi - Stephentown Center, NY

Spacious 1-bedroom apartment in peaceful East Chatham with WiFi

Apartment, Stephentown Center

Spacious 1-bedroom apartment in peaceful East Chatham with WiFi is a apartment in Stephentown Center, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Spacious 1-bedroom apartment in peaceful East Chatham with WiFi

Spacious 1-bedroom apartment in peaceful East Chatham with WiFi is a apartment in Stephentown Center, with parking, 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, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,183.

From$169/night
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NEW RENO - Historic Loft w/views of the Berkshires - Stephentown Center, NY

NEW RENO - Historic Loft w/views of the Berkshires

Country House, Stephentown Center

NEW RENO - Historic Loft w/views of the Berkshires is a country house in Stephentown Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About NEW RENO - Historic Loft w/views of the Berkshires

NEW RENO - Historic Loft w/views of the Berkshires is a country house in Stephentown Center, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,369.

From$196/night
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NEW RENO - Chalet-style farm loft near Tanglewood - Stephentown Center, NY

NEW RENO - Chalet-style farm loft near Tanglewood

Country House, Stephentown Center

NEW RENO - Chalet-style farm loft near Tanglewood is a country house in Stephentown Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood is a country house in Stephentown Center, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,484.

From$212/night
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1800s Carriage house in Berkshires / Hudson Valley - Stephentown Center, NY

1800s Carriage house in Berkshires / Hudson Valley

Country House, Stephentown Center

1800s Carriage house in Berkshires / Hudson Valley is a country house in Stephentown Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley is a country house in Stephentown Center, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,652.

From$236/night
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Pet-friendly vacation rentals in Stephentown Center, NY

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

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway - Stephentown Center, NY

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

Cabin, Stephentown Center

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway is a cabin in Stephentown Center, with pet-friendly space, parking, and a quieter setting. This stay gives…

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About Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway is a cabin in Stephentown Center, with pet-friendly space, parking, 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: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,096.

From$157/night
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Pet Friendly Country Farmhouse, 2 bed / 2 bath; 1.5 miles from Jiminy Peak - Stephentown Center, NY

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

Country House, Stephentown Center

Pet Friendly Country Farmhouse, 2 bed / 2 bath; 1.5 miles from Jiminy Peak is a country house in Stephentown Center, 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 Stephentown Center, 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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2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous - Stephentown Center, NY

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Condo, Stephentown Center

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous is a condo in Stephentown Center, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base…

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About 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous is a condo in Stephentown Center, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,054.

From$293/night
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Stylish Mountain Cabin Close To Jiminy Peak - Stephentown Center, NY

Stylish Mountain Cabin Close To Jiminy Peak

Cabin, Stephentown Center

Stylish Mountain Cabin Close To Jiminy Peak is a cabin in Stephentown Center, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Stylish Mountain Cabin Close To Jiminy Peak

Stylish Mountain Cabin Close To Jiminy Peak is a cabin in Stephentown Center, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,570.

From$367/night
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Vacation rentals with a kitchen in Stephentown Center, NY

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

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

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

Apartment, Stephentown Center

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

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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 Stephentown Center, 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 $1,237.

From$177/night
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Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn - Stephentown Center, NY

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Apartment, Stephentown Center

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn is a apartment in Stephentown Center, with pool access, kitchen access, and room for a group. This stay…

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About Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn is a apartment in Stephentown Center, 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 $1,237.

From$177/night
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Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated - Stephentown Center, NY

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

Apartment, Stephentown Center

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated is a apartment in Stephentown Center, 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 Stephentown Center, 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 $1,237.

From$177/night
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Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn - Stephentown Center, NY

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

Apartment, Stephentown Center

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

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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 Stephentown Center, 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 $1,237.

From$177/night
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Family-friendly vacation rentals in Stephentown Center, NY

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

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak. - Stephentown Center, NY

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

Holiday Home, Stephentown Center

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak. is a holiday home in Stephentown Center, with parking and kitchen access. This stay gives travelers a…

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

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak. is a holiday home in Stephentown Center, 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, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,744.

From$249/night
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2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox - Stephentown Center, NY

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

Holiday Home, Stephentown Center

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

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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 Stephentown Center, 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 $2,201.

From$314/night
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Cozy Cottage in the Berkshires on 1.6 Acres - Stephentown Center, NY

Cozy Cottage in the Berkshires on 1.6 Acres

Holiday Home, Stephentown Center

Cozy Cottage in the Berkshires on 1.6 Acres is a holiday home in Stephentown Center, 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 Stephentown Center, 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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5 Bed / 3 bath Apt Near Jiminy Peak Berkshires - Stephentown Center, NY

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

Apartment, Stephentown Center

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires is a apartment in Stephentown Center, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 5 Bed / 3 bath Apt Near Jiminy Peak Berkshires

5 Bed / 3 bath Apt Near Jiminy Peak Berkshires is a apartment in Stephentown Center, 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 $2,984.

From$426/night
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