Stephentown Holiday Rentals

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Check prices for these dates

Tonight
12 Jul - 13 Jul
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13 Jul - 14 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Holiday Rentals in Stephentown

Hummingbird Haven is a Berkshires retreat surrounded by nature and local charm.
Relax on the covered porch with two comfortable rocking chairs overlooking a serene grassy area surrounded by trees.

Hummingbird Haven is a Berkshires retreat surrounded by nature and local charm.

10.0 out of 10, Exceptional, (3)
"This property was amazing! Very clean and spacious, perfect location for a nice peaceful getaway. Kendra was very communicative and made sure our stay was comfortable. 10/10 highly recommend you to stay here. "
The price is HK$2,237
HK$4,323 total
includes taxes & fees
16 Jul - 17 Jul
Hummingbird Haven is a Berkshires retreat surrounded by nature and local charm.
Deluxe Queen Room with 2 Queen Beds
Guest rooms lead to a covered walkway with a tiled floor.

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (1)
"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just “ok” and hung up. Thankfully there was...
Deluxe Queen Room with 2 Queen Beds
Spacious 5-bedroom house in charming Lee with WiFi
5 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 5-bedroom house in charming Lee with WiFi

The price is HK$4,561
HK$7,821 total
includes taxes & fees
12 Aug - 13 Aug
Spacious 5-bedroom house in charming Lee with WiFi
Berkshire Village Carriage House - Super Private!!
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample seating for two.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (252)
"One of the best properties i've ever stayed at "
The price is HK$1,570
HK$2,297 total
includes taxes & fees
31 Jul - 1 Aug
Berkshire Village Carriage House - Super Private!!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a window with a view.

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is HK$3,132
HK$5,199 total
includes taxes & fees
4 Aug - 5 Aug
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Experience Timeless Elegance in The Edith Wharton Room!
Cozy retreat with a large bed, dresser, desk, and TV.

Experience Timeless Elegance in The Edith Wharton Room!

The price is HK$1,926
HK$2,766 total
includes taxes & fees
14 Jul - 15 Jul
Experience Timeless Elegance in The Edith Wharton Room!
Cozy Carriage House room with a double bed and private balcony
Cozy retreat with a neatly made bed, bedside table, and elegant mirror.

Cozy Carriage House room with a double bed and private balcony

The price is HK$2,178
HK$3,090 total
includes taxes & fees
14 Jul - 15 Jul
Cozy Carriage House room with a double bed and private balcony
Historic Susan B. Anthony Room - Cozy & Charming Stay
Step outside to a serene outdoor space with a deck, Adirondack chairs, and a charming playhouse.

Historic Susan B. Anthony Room - Cozy & Charming Stay

The price is HK$2,303
HK$3,248 total
includes taxes & fees
14 Jul - 15 Jul
Historic Susan B. Anthony Room - Cozy & Charming Stay
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Relax in a serene bedroom with a tufted headboard, desk, and dresser, perfect for work and rest.

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

The price is HK$2,741
HK$3,790 total
includes taxes & fees
21 Jul - 22 Jul
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Relax in this stylish living room with a lofted area, sofa, coffee table, and floor lamp, offering a comfortable space to unwind.

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

The price is HK$3,496
HK$4,773 total
includes taxes & fees
14 Jul - 15 Jul
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Elegant Carriage House room with a queen bed and private patio.
Cozy retreat with a large bed, dresser, and table, set amidst classic floral wallpaper and a decorative ceiling.

Elegant Carriage House room with a queen bed and private patio.

The price is HK$2,366
HK$3,309 total
includes taxes & fees
31 Jul - 1 Aug
Elegant Carriage House room with a queen bed and private patio.
Elegant suite with a king bed, fireplace, and kitchenette.
Relax in this stylish living room with a large coffee table, two sofas, and a fireplace.

Elegant suite with a king bed, fireplace, and kitchenette.

The price is HK$3,119
HK$4,291 total
includes taxes & fees
21 Jul - 22 Jul
Elegant suite with a king bed, fireplace, and kitchenette.
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Relax in a stylish room with a comfortable bed, a small table, and a dresser, plus a large mirror and artwork on the wall.

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

The price is HK$3,120
HK$4,291 total
includes taxes & fees
4 Aug - 5 Aug
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
North Getaway Cottage
Stunning two-story house with a central entrance and lush green surroundings.

North Getaway Cottage

9.6 out of 10, Exceptional, (20)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is HK$1,590
HK$3,520 total
includes taxes & fees
14 Jul - 15 Jul
North Getaway Cottage
New Home - Heart of Williamstown 183
Relax in this inviting living room with a sofa, coffee table, and large window offering a view of the deck and surrounding trees.

New Home - Heart of Williamstown 183

10.0 out of 10, Exceptional, (1)
"Great place to stay. House is brand new with plenty of room. Has 3 bedrooms plus a finished room in basement which is equivalent of a 4th room. Hiking and restaurants are close to the property. Plenty of parking. Highly recommend. Absolutely no complaints."
The price is HK$6,170
HK$9,855 total
includes taxes & fees
16 Jul - 17 Jul
New Home - Heart of Williamstown 183
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Relax by the large pool in our outdoor space.

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

9.8 out of 10, Exceptional, (70)
"We had a wonderful stay, thank you! "
The price is HK$2,057
HK$4,314 total
includes taxes & fees
14 Jul - 15 Jul
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Comfortable Berkshires retreat on mtn resort, SISO
Relax by the pool surrounded by lush views and shaded lounge areas.

Comfortable Berkshires retreat on mtn resort, SISO

9.6 out of 10, Exceptional, (4)
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"
The price is HK$1,743
HK$4,354 total
includes taxes & fees
21 Jul - 22 Jul
Comfortable Berkshires retreat on mtn resort, SISO
Hancock Village Inn at Jiminy Peak
Charming two-story house with a historic facade, featuring a prominent address and star symbol, set amidst a serene winter landscape.

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is HK$4,694
HK$8,633 total
includes taxes & fees
28 Jul - 29 Jul
Hancock Village Inn at Jiminy Peak
Mountain Sanctuary Dome Rustic Solitude 5BR
Cozy space with a high ceiling, stone fireplace, and comfortable seating area.

Mountain Sanctuary Dome Rustic Solitude 5BR

9.8 out of 10, Exceptional, (6)
"We had an awesome stay at Nate’s place! The stone architecture and wood oven fireplace gave a truly unique experience, and the house was very spacious. The fully equipped kitchen made for anxenjoyable cooking experience. Nate was also flexible and responsive. Definitely recommend this for your weekend getaway home!"
The price is HK$1,962
HK$3,965 total
includes taxes & fees
2 Aug - 3 Aug
Mountain Sanctuary Dome Rustic Solitude 5BR
Near Tanglewood: Historic Summer Retreat
Enjoy cooking in this well-equipped kitchen with a stove, oven, refrigerator, coffee maker, and knife block.

Near Tanglewood: Historic Summer Retreat

9.4 out of 10, Exceptional, (20)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is HK$2,127
HK$4,103 total
includes taxes & fees
15 Jul - 16 Jul
Near Tanglewood: Historic Summer Retreat
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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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?

Spacious 5-bedroom house in charming Lee with WiFi: This holiday home rental outside of Stephentown offers a fireplace, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a dishwasher and a microwave can make your holiday run smoothly.

How many holiday rentals are there in Stephentown?

Choose from 6 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.