Stephentown Vacation Rentals
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$1,000+
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51 rentals in Stephentown.
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Berkshire Blueberry Lodge LLC - Near Jiminy Peak
4 bedrooms
2 bathrooms
Sleeps 10
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The Meadow House 4 bdrm 4 bath house
4 bedrooms
4 bathrooms
Sleeps 12
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A MAGIC SPOT: Booking Fall and the Ski Season now!
4 bedrooms
2 bathrooms
Sleeps 8
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Ski Cottage in the Berkshire Hills
3 bedrooms
2 bathrooms
Sleeps 6
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Berkshire Village Carriage House
1 bedroom
1 bathroom
Sleeps 2
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Recently renovated 4 bedroom lakefront house in The Berkshires.
4 bedrooms
3 bathrooms
Sleeps 8
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New Rates! BEAUTIFUL Ski-In/Ski-Out - Jiminy Peak Mountain Resort - Berkshires
2 bedrooms
2 bathrooms
Sleeps 6
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Berkshire Pontoosuc Lake Beauty Too-Brand new construction on the lake
5 bedrooms
4 bathrooms
Sleeps 14
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A Beautiful Log Cabin In The Woods, On A Lake (Pontoosuc), Yet Near Everything
2 bedrooms
1 bathroom
Sleeps 5
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Tranquil Lake House Getaway on Onota Lake
5 bedrooms
2 bathrooms
Sleeps 11
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Beautiful Waterfront home with deep water dock on Onota Lake
3 bedrooms
2 bathrooms
Sleeps 10
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Berkshire Lake House Vacation Rental
4 bedrooms
2 bathrooms
Sleeps 6
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Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
8 bedrooms
3 bathrooms
Sleeps 21
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Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special
1 bedroom
1 bathroom
Sleeps 4
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19th c. Renovated Barn in the Berkshires
3 bedrooms
2 bathrooms
Sleeps 10
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Attn MA residents - Private Ski in/Ski out 4 BR Home on Jiminy Peak
4 bedrooms
3 bathrooms
Sleeps 12
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Cozy renovated cabin in Williamstown, steps from hiking trails
2 bedrooms
2 bathrooms
Sleeps 5
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Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b
3 bedrooms
3 bathrooms
Sleeps 7
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Grand Colonial Home in the Heart of The Berkshires
4 bedrooms
3 bathrooms
Sleeps 12
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Home in the Berkshires
4 bedrooms
3 bathrooms
Sleeps 8
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Newly Renovated Waterfront Lakehouse for rent
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful 3 BR Berkshire Home - Mountain Views & Privacy on 10 Acres
3 bedrooms
3 bathrooms
Sleeps 6
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SPECTACULAR RENOVATED BERKSHIRE LAKEFRONT HOUSE ON RICHMOND POND
3 bedrooms
3 bathrooms
Sleeps 6
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Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.
5 bedrooms
3 bathrooms
Sleeps 6
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6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort
6 bedrooms
5 bathrooms
Sleeps 14
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Morning Face - Berkshire estate with heated pool, views and privacy.
4 bedrooms
5 bathrooms
Sleeps 10
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Modern Retreat with Stunning Western Views
2 bedrooms
2 bathrooms
Sleeps 4
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Newly renovated, spacious and sunlight filled condo with mountain views
2 bedrooms
2 bathrooms
Sleeps 6
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Exquisite Apartment in Grand Victorian Home 1
2 bedrooms
1 bathroom
Sleeps 4
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6BR Berkshire Bliss - 38 private acres - close to skiing and town
6 bedrooms
5 bathrooms
Sleeps 15
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Charming Berkshire Getaway with Scenic Lake Views & Access
2 bedrooms
1 bathroom
Sleeps 4
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Mounatin Getaway in the Heart of the Berkshires!
1 bedroom
1 bathroom
Sleeps 4
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Berkshires Living!! Beautiful Location, Breathtaking Sunset, Fully Renovated Hom
3 bedrooms
2 bathrooms
Sleeps 10
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Whitman Woods - A Berkshire Vacation
4 bedrooms
2 bathrooms
Sleeps 8
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Wyndham Bentley Brook Resort
2 bedrooms
2 bathrooms
Sleeps 8
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The Home in Malden Bridge, Columbia County, New York
2 bedrooms
3 bathrooms
Sleeps 4
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Golden Triangle in the Berkshires
2 bedrooms
2 bathrooms
Sleeps 4
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Cedar Chest
1 bedroom
1 bathroom
Sleeps 2
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Christmas in The Berkshires
1 bedroom
2 bathrooms
Sleeps 4
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Thanksgiving week lux condo/4 Berkshires
2 bedrooms
1 bathroom
Sleeps 4
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Hancock, MA: Studio w/Valley Views at All-Seasons Resort: Skiing, Hiking & More!
0 bedrooms
1 bathroom
Sleeps 4
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Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
3 bedrooms
2 bathrooms
Sleeps 6
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Tentrr Signature Site - Berkshire Mountain Hideaway
1 bedroom
1 bathroom
Sleeps 4
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Tentrr Signature Site - Center Berlin Campsite
1 bedroom
1 bathroom
Sleeps 4
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Tentrr Signature Site - Round Mountain Camp
1 bedroom
1 bathroom
Sleeps 6
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Hancock Log Cabin Retreat: 2 Miles to Jiminy Peak!
3 bedrooms
2 bathrooms
Sleeps 6
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Exquisite Apartment in Grand Victorian 2
2 bedrooms
1 bathroom
Sleeps 4
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Tentrr Signature Site - The Lodge's Campsite
1 bedroom
1 bathroom
Sleeps 6
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Apartment Newly Remodeled Super Location
2 bedrooms
1 bathroom
Sleeps 4
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Frequently Asked Questions about Stephentown
- Yes, here are some popular vacation rentals in Stephentown that have a pool:
- The Meadow House 4 bdrm 4 bath house
- Berkshire Blueberry Lodge LLC - Near Jiminy Peak
- Ski Cottage in the Berkshire Hills
- Yes, here are some popular vacation rentals in Stephentown that have internet access:
- The Meadow House 4 bdrm 4 bath house
- Berkshire Blueberry Lodge LLC - Near Jiminy Peak
- Ski Cottage in the Berkshire Hills
- The best pet friendly rentals in Stephentown are:
- The Meadow House 4 bdrm 4 bath house
- Berkshire Blueberry Lodge LLC - Near Jiminy Peak
- Ski Cottage in the Berkshire Hills
- Some of the most popular kid friendly rentals in Stephentown are:
- Berkshire Blueberry Lodge LLC - Near Jiminy Peak
- Ski Cottage in the Berkshire Hills
- A MAGIC SPOT: Booking Fall and the Ski Season now!