Stephentown Vacation Rentals
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51 rentals in Stephentown.
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Enchanting forest hide-away
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WE'RE OPEN AGAIN FOR IMMUNIZED FOLKS AND THEIR PETS
Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Farm House in Mt. Meadow
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A MAGIC SPOT: Now booking Fall and early winter.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 Bed Berkshire Getaway 8 minutes to Jiminy Peak
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private country home minutes from the Berkshires
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Meadow House 4 bdrm 4 bath house
Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Ski Cottage in the Berkshire Hills
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Rates! BEAUTIFUL Ski-In/Ski-Out - Jiminy Peak Mountain Resort - Berkshires
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet & private small horse farm with mountain views. 1.5 miles to Jiminy Peak.
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Wyndham Bentley Brook at Jiminy Peak - Play in the Winter or the Summer
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 3 BR Berkshire Home - Mountain Views and Privacy on 10 Acres
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Mountainside Condo at Jiminy Peak in the Berkshires
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Mountainside: Large 3-level Jiminy Peak Home
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Hancock Log Cabin Retreat: 2 Miles to Jiminy Peak!
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Unique Yeti-Themed Ski On/Off Suite at Jiminy Mountain - Sleeps 4 -Best Location
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Ski on/off Deluxe Suite on Jiminy Peak Mountain - Sleeps 4 - Best Location
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Cabin on Resort Property with endless fun in Berkshire
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Disney Magic Suite On Jiminy Peak Mtn Resort - Must See Gorgeous - Sleeps 4
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Comfy Suite in the Berkshires w/ WiFi & Great Resort Amenities!
Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Newly renovated, spacious and sunlight filled condo with mountain views
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Zen Suite- Sleeps 4- Ski On Off Jiminy Mtn- Must See Luxury
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Ski On/Off right on Jiminy Peak Mountain . Spacious 2BR sleeps 8. GORGEOUS!
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Year Round Family Mountainside Retreat*Wyndham Bentley Brook - 2 BR Deluxe Suite
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious, Family-Friendly Getaway w/ Full Kitchen & Fireplace
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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1BR Deluxe Suite at Jiminy Mountain Lodge - Sleeps 4 - Best Location
Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Bentley/Wyndham Hancock Mass at Jiminy Peak
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Jiminy Peak Mountainside Condo Near Lifts - Just Remodeled
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wyndham Bentley Brook at Jiminy Peak ski in ski out
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wyndham Bentley Brook at ski in/ ski out Jiminy Peak
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski in/out * Jimney Peak Mountain
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sweeping Mountain Views in the Berkshires
Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Accommodations w/ Fireplace, Full Kitchen & More!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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UMIQUE Country Condo, 1BR 1 BA - NEW
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Cottage near TangleWood & ALL Berkshires fun
Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ski-in/Ski-out - Club Wyndham Bentley Brook - Jiminy Peak
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully Renovated Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Year Round Family Fun *Ski in-Ski Out* *Wyndham Bentley Brook- Studio - Sleeps 4
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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ONTARA....
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Year Round Family Fun ( Ski In/Out) * Wyndham Bentley Brook - 2 BR Deluxe Suite
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Two Bedroom, Ski In/Out, Mountainside, Home away from Home!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Year Round Family Fun ( Ski In/Out) * Wyndham Bentley Brook - 2 BR Deluxe Suite
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Summer-Fall-Winter at Jiminy Peak Tanglewood Museums Mtn Coaster Pools
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski on ski off 1 Br loft condo in the village center with private gated parking
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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UNIQUE Themed- 1BR Country Condo * Jiminy Peak
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Ski In & Ski Out - Deluxe 1 Bedroom Condo
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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