Stephentown Vacation Rentals

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Vacation Rentals in Stephentown

Charming 3-bedroom Cabin for nature lovers

The price is ¥20,398
¥42,858 total
includes taxes & fees
Apr 28 - Apr 29
Charming 3-bedroom Cabin for nature lovers

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1794)
"The location to jimney peak was great."
The price is ¥17,338
¥20,617 total
includes taxes & fees
Apr 14 - Apr 15
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is ¥19,538
¥21,433 total
includes taxes & fees
Apr 5 - Apr 6
Jiminy Peak Mountain Resort

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (241)
"This beautiful carriage house is ingeniously designed with no wasted space. Surrounded by nature, it is totally private, yet it is two minutes from shops and restaurants. The window seats are sublime and the heated floors offered relief after afternoons spent hiking in the cold. "
The price is ¥21,855
¥33,201 total
includes taxes & fees
Apr 7 - Apr 8
Berkshire Village Carriage House - Super Private!!

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (43)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Chic Madison Parkview

10.0 out of 10, Exceptional, (14)
"This place has walking distance restaurants and markets. Location is superb if you like to jog in the mornings or evenings the park is right across. FYI this place has stairs if you are traveling with an elder or a person with limited capacity do take this in consideration. "
The price is ¥14,424
¥27,065 total
includes taxes & fees
Apr 8 - Apr 9
Chic Madison Parkview

Lakeside Retreat Just You, The Lake & The View!

9.8 out of 10, Exceptional, (69)
"We had a lovely stay. Views are amazing. Property owner was very responsive and helpful. Would love to go back in the fall."
Lakeside Retreat Just You, The Lake & The View!

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

9.4 out of 10, Exceptional, (8)
"The location was great and just a short walk to downtown. We thought the pictures on the site were a bit misleading. The house looked a little more open than it actually was, especially in the kitchen. The outside fire pit area was a little run down. A chair was broken and the string lights were down on the ground, water filled and no outlet to plug into. Plenty of bed space for everyone to sleep and beds were comfortable. Plenty of extra sheets and towels and the kitchen was well equipped. We...
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Private Access To Laurel Lake, Enjoy Lake Life

10.0 out of 10, Exceptional, (14)
"The property was better than advertised. Everything anyone could need was provided and we could not have hoped for a better experience. Very large home and could easily accomodate 8 people or more. The Berkshires are magical and this home was great for out time there."
Private Access To Laurel Lake, Enjoy Lake Life

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (139)
"We have stayed at this property twice before and have been very pleased with the amount of bedrooms and sleeping available. The property is always very clean and is equipped with everything you need for cooking and dining.the property is a half way point for family members in several directions. "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (19)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is ¥16,756
¥48,151 total
includes taxes & fees
Apr 6 - Apr 7
Near Tanglewood: Historic Summer Retreat

Comfortable Berkshires retreat on mtn resort, SISO

10.0 out of 10, Exceptional, (2)
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"
The price is ¥23,458
¥70,611 total
includes taxes & fees
Apr 6 - Apr 7
Comfortable Berkshires retreat on mtn resort, SISO

The Kemble- Built by a US Secretary of State in Lenox

10.0 out of 10, Exceptional, (16)
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
The price is ¥79,989
¥150,777 total
includes taxes & fees
Apr 5 - Apr 6
Hancock Village Inn at Jiminy Peak

Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

9.6 out of 10, Exceptional, (31)
"The pictures were absolutely spot on! The space was incredibly quiet and cozy, with a warm and inviting atmosphere—even in zero-degree weather. The hot tub was fantastic, and the heated bathroom floors were a luxurious touch. The WiFi worked flawlessly throughout the property. The chef’s kitchen was spacious and well-equipped, making it perfect for cooking. Plus, the rental is conveniently close to town, and the breathtaking mountain views made the stay even more special. Highly recommend!"
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (61)
"3 day holiday getaway, my husband and our 2 pups. A hike in nearby trails in the woods, enjoyed Lee downtown eateries and shops. Beautiful winter wonderland in the Berkshires. The guest rental was perfect!!! Warm, spacious, comfortable, perfect location. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

UNIQUE Gem in HEART of Albany ★ Spiral Staircase

8.0 out of 10, Very Good, (10)
"The property and location was as described. Plenty of parking on the side street. No issues."
The price is ¥14,570
¥29,111 total
includes taxes & fees
Apr 8 - Apr 9
UNIQUE Gem in HEART of Albany ★ Spiral Staircase

Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home

9.2 out of 10, Wonderful, (10)
"Simply loved the property! Enjoyed relaxing on the porch and sitting by the waterfall. Location was central to other sites we wanted to visit, too! We lost power overnight in the storm but made it work. Owner kept in contact with us and even started working on alternatives for us! Ran to get batteries for the lantern the house had and ice for the cooler to save our food! A few more candles and flashlights would have been great, but otherwise, a gem! Thku for your hospitality!"
The price is ¥22,584
¥55,862 total
includes taxes & fees
Apr 12 - Apr 13
Experience the Beauty of the Berkshires and Hudson Valley in Our Historic Home

Cabin in the woods

10.0 out of 10, Exceptional, (10)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is ¥17,484
¥25,876 total
includes taxes & fees
Apr 6 - Apr 7
Cabin in the woods
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Stephentown you may be interested in

Charming 3-bedroom Cabin for nature lovers

The price is ¥20,398
¥42,858 total
includes taxes & fees
Apr 28 - Apr 29
Charming 3-bedroom Cabin for nature lovers

Hyatt Place Albany/Downtown

3.0 star property
9.0 out of 10, Wonderful, (856)
"Good hotel"
The price is ¥17,338
¥19,851 total
includes taxes & fees
Apr 17 - Apr 18
Hyatt Place Albany/Downtown

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (540)
"Enjoyed having an excellent meal and bar was very convenient. "
The price is ¥14,102
¥15,752 total
includes taxes & fees
Apr 17 - Apr 18
Berkshires Untold
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there vacation rentals in Stephentown?

Yes, we have vacation rentals in Stephentown close to Zema's Nursery, or you can go with a secluded option if you want a relaxing stay. Stephentown is known for its ski areas and restaurants.

What's the top vacation rental that Stephentown has to offer?

Berkshire Village Carriage House - Super Private!!: This vacation home rental near Stephentown is located in the mountains and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind.

How many vacation rentals are there in Stephentown?

Choose from 6 Expedia vacation rentals in Stephentown for a memorable vacation.

What’s there to see and do in Stephentown?

Family-friendly attractions include Zema's Nursery, whereas Taconic Ridge State Forest is a spot to enjoy the outdoors. In the larger area, you’ll find Jiminy Peak Mountain Resort and Hancock Shaker Village.

What’s a vacation rental in Stephentown like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Stephentown. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.