Stephentown Vacation Rentals

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Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 24 - Oct 26
Next weekend
Oct 31 - Nov 2

Vacation Rentals in Stephentown

Interior
Charming 3-bedroom Cabin for nature lovers
Charming 3-bedroom Cabin for nature lovers
7.0 out of 10, Good, (2)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
United States
John O.
The price is ￥20,014
￥44,642 total
includes taxes & fees
Oct 26 - Oct 27
Charming 3-bedroom Cabin for nature lovers
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2097)
"Great place!"
United States
Nicole
The price is ￥13,934
￥17,230 total
includes taxes & fees
Nov 2 - Nov 3
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (983)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
The price is ￥21,278
￥23,767 total
includes taxes & fees
Oct 26 - Oct 27
Jiminy Peak Mountain Resort
Exterior
Huttopia Berkshires
Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
Huttopia Berkshires
Indoor pool, outdoor pool, pool umbrellas, sun loungers
The Ponds at Foxhollow
The Ponds at Foxhollow
3.0 star property
8.6 out of 10, Excellent, (132)
"All as promised!"
United States
Arthur
The Ponds at Foxhollow
Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods
Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (12)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is ￥18,989
￥27,991 total
includes taxes & fees
Oct 25 - Oct 26
Taborton Harvest Boulder Pines Cabin in the woods
Game room
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
9.0 out of 10, Wonderful, (2)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ￥30,762
￥39,281 total
includes taxes & fees
Oct 29 - Oct 30
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
Exterior detail
The Kemble- Built by a US Secretary of State in Lenox
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (17)
"Loved the property. Perfect for our gathering."
United States
Stephanie R.
The Kemble- Built by a US Secretary of State in Lenox
Fridge, microwave, oven, stovetop
The Bluebirds Nest
The Bluebirds Nest
7.6 out of 10, Good, (7)
"Close to downtown and local colleges. Host was quick to answer when we had a couple of questions. "
United States
Laura C.
The price is ￥8,477
￥18,178 total
includes taxes & fees
Oct 28 - Oct 29
The Bluebirds Nest
Terrace/patio
Spacious 5-bedroom house in charming Lee with WiFi
Spacious 5-bedroom house in charming Lee with WiFi
8.0 out of 10, Very Good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is ￥54,688
￥108,598 total
includes taxes & fees
Oct 30 - Oct 31
Spacious 5-bedroom house in charming Lee with WiFi
Smart TV
The Rizzy Apartment
The Rizzy Apartment
7.2 out of 10, Good, (7)
"Great time "
United States
Patrick
The price is ￥18,320
￥26,347 total
includes taxes & fees
Oct 27 - Oct 28
The Rizzy Apartment
Exterior
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
10.0 out of 10, Exceptional, (15)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ￥90,994
￥168,781 total
includes taxes & fees
Oct 28 - Oct 29
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
Fridge, microwave, oven, stovetop
Amore Estate - beautiful room with many places to explore and relax in.
Amore Estate - beautiful room with many places to explore and relax in.
9.2 out of 10, Wonderful, (31)
"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."
United States
Jacquie S.
Amore Estate - beautiful room with many places to explore and relax in.
1 bedroom, iron/ironing board, WiFi, bed sheets
NEW Cozy Apt Bright + Modern W/D
NEW Cozy Apt Bright + Modern W/D
8.8 out of 10, Excellent, (25)
"The apartment is very cozy, spacious and discreet. Perfect if your just looking for something that’s not too in the open. "
United States
D’Andre D.
The price is ￥12,031
￥27,924 total
includes taxes & fees
Nov 3 - Nov 4
NEW Cozy Apt Bright + Modern W/D
Outdoor banquet area
Beautiful Estate! 1,500 OFF NOW w/ Early Booking on a week-long summer vacation!
Beautiful Estate! 1,500 OFF NOW w/ Early Booking on a week-long summer vacation!
9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
United States
Daniel R.
Beautiful Estate! 1,500 OFF NOW w/ Early Booking on a week-long summer vacation!
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
"Kind and responsive host."
United States
Javier
The price is ￥24,458
￥74,136 total
includes taxes & fees
Oct 26 - Oct 27
Comfortable Berkshires retreat on mtn resort, SISO
Dining tables
2 bed room Apartment
2 bed room Apartment
10.0 out of 10, Exceptional, (4)
"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."
United States
Sarah K.
The price is ￥14,431
￥27,070 total
includes taxes & fees
Oct 27 - Oct 28
2 bed room Apartment
Fridge, microwave, oven, stovetop
Taborton Harvest Timber Trails Unique cabin experience
Taborton Harvest Timber Trails Unique cabin experience
10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
The price is ￥18,989
￥27,823 total
includes taxes & fees
Oct 25 - Oct 26
Taborton Harvest Timber Trails Unique cabin experience
Smart TV, books
Chic Madison Parkview
Chic Madison Parkview
9.6 out of 10, Exceptional, (27)
"the apartment was in a great location, easy check-in, very simple check-in"
United States
Catherine Patricia H.
The price is ￥13,535
￥26,593 total
includes taxes & fees
Oct 28 - Oct 29
Chic Madison Parkview
Property grounds
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.8 out of 10, Exceptional, (19)
"Very friendly hosts, great location. "
United States
Dan M.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
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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Top Stephentown Hotel Reviews

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

10/10 Excellent
"Clean and great service"
Robyn L 2-night trip
Posted 1 day ago
Hyatt Place Albany/Downtown

Find out more about Stephentown

Search for holiday rentals in Stephentown on Expedia! You can easily find your home rentals, villas, holiday apartments in Stephentown using one of the methods below:

  • View our selection of featured holiday rentals in Stephentown
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Look no further and take a look at our great range of rental properties in Stephentown!

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?

Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water": This vacation home near Stephentown is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

How many vacation rentals are there in Stephentown?

Choose from 5 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.