Stephentown Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Stephentown holiday rentals

3.0 star property
The price is HK$1,533
HK$4,331 total
includes taxes & fees
1 Mar - 2 Mar
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
8.0 out of 10, Very good, (1 review)
"excellent communication with property manager."
United States
Nancy H.
The price is HK$1,369
HK$4,373 total
includes taxes & fees
1 Mar - 2 Mar
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
6.8 out of 10, (3 reviews)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is HK$1,031
HK$2,290 total
includes taxes & fees
1 Mar - 2 Mar
Charming 3-bedroom Cabin for nature lovers

Camping in Williamstown

Huttopia Berkshires
1.0 star property
9.4 out of 10, Exceptional, (9 reviews)
"Healthy food too!"
United States
GEORGINA
The price is HK$1,317
HK$1,471 total
includes taxes & fees
16 Mar - 17 Mar
Huttopia Berkshires
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,447
HK$2,523 total
includes taxes & fees
3 Mar - 4 Mar
Sugar Shack - 300 square feet of pure sweetness.
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is HK$1,479
HK$2,515 total
includes taxes & fees
10 Mar - 11 Mar
BLUSH: Boutique TINY home*private spa*walk to town
3.0 star property
8.8 out of 10, Excellent, (2,269 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is HK$813
HK$994 total
includes taxes & fees
31 Mar - 1 Apr
Vacation Village in the Berkshires
10.0 out of 10, Exceptional, (13 reviews)
"Loved this cabin! The communal building is very clean & bathrooms are spotless. There is a farm stand near the entrance where you can buy firewood and fresh eggs. Trails are literally connected to the property for easy nature walks. We plan on coming back!"
United States
Abby L.
The price is HK$978
HK$1,433 total
includes taxes & fees
1 Mar - 2 Mar
Taborton Harvest Boulder Pines Cabin in the woods

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is HK$1,479
HK$1,652 total
includes taxes & fees
8 Mar - 9 Mar
Jiminy Peak Mountain Resort
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay "
United States
Lydia T.
The price is HK$528
HK$1,117 total
includes taxes & fees
2 Mar - 3 Mar
Getaway Near Mass MoCA, Great Hiking, Scenic Views

Apartment in Albany

Chic Madison Parkview
9.4 out of 10, Exceptional, (38 reviews)
"Location close to restaurants and parks."
United States
Alex B.
The price is HK$697
HK$1,370 total
includes taxes & fees
1 Mar - 2 Mar
Chic Madison Parkview

Apartment in South End

2 bed room Apartment
8.8 out of 10, Excellent, (8 reviews)
"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."
United States
Sarah K.
The price is HK$743
HK$1,394 total
includes taxes & fees
1 Mar - 2 Mar
2 bed room Apartment
10.0 out of 10, Exceptional, (5 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is HK$821
HK$1,818 total
includes taxes & fees
2 Mar - 3 Mar
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (4 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is HK$821
HK$1,818 total
includes taxes & fees
2 Mar - 3 Mar
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Holiday Home in Troy

Riverfront Rustic 1824 Mansion
9.8 out of 10, Exceptional, (6 reviews)
"Such an amazingly unique property with a wonderfully homey feel! While Troy has some not so great parts, we felt reasonably comfortable and safe here. It's amazing to have the Hudson right by on."
Canada
Rachel H.
The price is HK$688
HK$1,621 total
includes taxes & fees
31 Mar - 1 Apr
Riverfront Rustic 1824 Mansion
9.4 out of 10, Exceptional, (9 reviews)
"Very nice place."
United States
verna A.
The price is HK$803
HK$1,585 total
includes taxes & fees
1 Mar - 2 Mar
★MODERN 1BR GREAT Location Downtown! W/D Parking!★
9.2 out of 10, Wonderful, (14 reviews)
"Great place! Highly recommended if you are visiting Troy "
United States
Matthew B.
The price is HK$688
HK$2,436 total
includes taxes & fees
9 Mar - 10 Mar
Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

Holiday Home in Great Barrington

Family Ski Getaway in the Berkshires
9.0 out of 10, Wonderful, (11 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is HK$1,510
HK$2,368 total
includes taxes & fees
13 Mar - 14 Mar
Family Ski Getaway in the Berkshires
10.0 out of 10, Exceptional, (2 reviews)
"Cozy home on the lake."
United States
Terry O.
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
8.6 out of 10, Excellent, (24 reviews)
"We had a great time."
United States
Lauren E.
The price is HK$725
HK$1,527 total
includes taxes & fees
1 Mar - 2 Mar
❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Stephentown Hotel Reviews

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
  • Use the map to find apartments and other holiday homes in the Stephentown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stephentown while they last

Look no further and take a look at our great range of rental properties in Stephentown!

Frequently asked questions

Are there holiday rentals in Stephentown?

Yes, there are holiday rentals in Stephentown close to Zema's Nursery, or you can select a more secluded option if you're looking for a relaxing stay. Stephentown is known for its ski areas and restaurants.

What are some of the best holiday rentals that Stephentown has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Stephentown is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Stephentown?

Choose from 7 Expedia holiday rentals in Stephentown for a memorable holiday.

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 wider area, you’ll find Jiminy Peak Mountain Resort and Hancock Shaker Village.

What’s a holiday rental in Stephentown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stephentown. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.