Stephentown Holiday Rentals, New York: Private House Rentals

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Our top choices for Stephentown hotels

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

A spacious kitchen with a large island, built-in appliances, and a laundry area.

A dining area with a wooden table and chairs, a large wooden cabinet, and a kitchen in the background.

A modern living room with a fireplace, white cabinetry, a large flat-screen TV, and a cozy seating area with patterned cushions.

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

Rp3.991.232

Rp9.874.023 total

includes taxes & fees

6 Oct - 7 Oct

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

2. Vacation Village in the Berkshires

Williamstown

Jacob

Rp1.704.587

Rp2.100.563 total

includes taxes & fees

27 Sept - 28 Sept

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

3. The Yankee Inn

Lenox

William

Rp1.952.844

Rp2.181.327 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a fireplace, a dining area with chairs, and a kitchen in the background.

A banquet hall with round tables set for dining, surrounded by chairs.

A hotel lobby with a sofa, chairs, a fireplace, a dining area, and a kitchen in the background.

A large, well-lit conference room with round tables and chairs, a flat-screen TV, and a wooden floor.

4. Country Inn & Suites by Radisson, Downtown Albany New York

Downtown Albany

Will

Rp1.953.744

Rp2.237.037 total

includes taxes & fees

8 Oct - 9 Oct

A dining table set for two with red plates, silverware, and a wine glass, viewed through a window overlooking a red building.

A wooden sign for The Gregory House, County Inn and Restaurant, with a rustic design and a natural backdrop.

An outdoor seating area with tables and chairs covered in beige cloths, connected by a string of lights.

5. Gregory House Country Inn

Averill Park

Brian

Rp2.004.525

Rp2.225.022 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel lobby with a sectional sofa, a small round table, and a lounge chair. There is a wooden ceiling with recessed lighting, a large window, and a glass partition wall.

A modern bar area with a wooden ceiling, a large TV screen, and a bar counter with stools.

A modern reception area with a wooden reception desk, a counter with snacks, and a sign reading "The Plastery".

A modern bar area with a wooden counter, bar stools, and a variety of snacks.

6. Hyatt Place Albany/Downtown

Downtown Albany

Ann

Rp2.185.752

Rp2.502.686 total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel lobby with a dining area, a reception desk, and a bar.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a tiled deck.

A snack and treat section with shelves stocked with various snacks and beverages, a microwave, and a refrigerator.

An outdoor seating area with blue sofas and a stone fire pit.

7. Hampton Inn & Suites Albany-East Greenbush

East Greenbush

Donald

Rp2.669.484

Rp3.025.835 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A spacious lobby with a fireplace, seating area, and a bar.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

8. Berkshire Mountain Lodge

Pittsfield

Robert

Rp1.426.101

Rp1.993.198 total

includes taxes & fees

1 Oct - 2 Oct

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

An indoor swimming pool with clear pool rules signage, multiple seating areas, and a view of the outdoors through large windows.

9. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Debra

Rp1.917.012

Rp2.141.302 total

includes taxes & fees

25 Oct - 26 Oct

A building entrance with a large planter with purple flowers and a small tree.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

10. Hotel On North

Pittsfield

Drew

Rp2.405.223

Rp2.686.634 total

includes taxes & fees

5 Oct - 6 Oct

A modern living room with a fireplace, a large TV, and a seating area with a blue sofa and armchairs.

A hotel room with two beds, a desk, a chair, and a large window.

A vending area with snacks and beverages, including a Coca-Cola refrigerator.

A modern hotel lobby with seating areas, large windows, and a flat-screen TV mounted on the wall.

11. Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Rensselaer

Laurie

Rp2.269.061

Rp2.518.657 total

includes taxes & fees

27 Sept - 28 Sept

A hotel lobby with leather armchairs, a blue sofa, a white coffee table, and a stone fireplace.

A Fairfield Inn & Suites Marriott hotel with a covered entrance, stone facade, and multiple floors.

A modern living room with leather armchairs, a blue sofa, and a patterned ottoman.

A hotel reception area with a modern design, featuring a reception desk, a wall-mounted TV, and a shelf with snacks.

12. Fairfield Inn & Suites Albany East Greenbush

East Greenbush

John

Rp2.105.197

Rp2.336.767 total

includes taxes & fees

1 Oct - 2 Oct

A hotel with a covered entrance, stone facade, and arched windows.

A spacious living area with a high ceiling, a staircase with a wooden railing, a large blue patterned rug, and a white sofa.

A hotel room with a bed, a desk, a sofa, a round table, and a large window with curtains.

A spacious living area with a blue sofa, yellow armchair, and a coffee table. A staircase leads to an upper level with a balcony.

13. Comfort Inn & Suites East Greenbush - Albany

Castleton-on-Hudson

Abram J

Rp2.040.632

Rp2.265.101 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

14. Howard Johnson by Wyndham Lenox

Lenox

COLLEEN

Rp1.407.622

Rp1.572.314 total

includes taxes & fees

28 Sept - 29 Sept

A garden with a swing set, a blue chair, and a flower bed.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

A breakfast buffet setup with cereal, milk, juice, and pastries.

15. Maple Terrace Motel

Williamstown

Deborah

Rp2.311.164

Rp2.581.516 total

includes taxes & fees

25 Oct - 26 Oct

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A white two-story building with a porch, labeled as a motel.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A hay bale display with pumpkins and scarecrows.

16. Willows Motel Williamstown

Williamstown

Linda

Rp1.845.054

Rp2.060.830 total

includes taxes & fees

27 Sept - 28 Sept

An outdoor seating area with Adirondack chairs and potted plants.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

17. Cozy Corner Motel

Williamstown

Jonathan

Rp1.571.548

Rp1.847.192 total

includes taxes & fees

29 Sept - 30 Sept

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

A residential street with a paved road, a lamp post, and flowering trees.

A motel with a parking lot, a swimming pool, and outdoor seating.

18. Berkshire Inn

Pittsfield

Kristina

Rp1.532.170

Rp1.711.434 total

includes taxes & fees

1 Oct - 2 Oct

A spacious hotel lobby with a reception desk, seating area, and a large chandelier.

A spacious dining area with a buffet table, multiple dining tables, and chairs.

A hotel lobby with a fireplace, seating area, and a bar.

A hotel room with a bed, a bedside table with a coffee maker, and a lamp.

19. Hilton Garden Inn Troy

Troy

Raj

Rp2.116.775

Rp2.349.620 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

20. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

Rp1.895.154

Rp2.116.888 total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular Stephentown attractions

Zema's Nursery

Enjoy a stop at Zema's Nursery, an entertaining place to visit in Stephentown. Discover the mountain views in this quaint area or enjoy its ski slopes.

See properties

Top Stephentown Hotel Reviews

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent

"It was clean and functional. Could use Room # Direction Signs because you can get turned around being that the building has a circular shape lol"

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent

"The hotel was nice & clean, the staff were very kind & helpful. Will be returning again & def recommend!"

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Great location to Tanglewood, 11 min ride. Clean room, comfy beds, great shower. Loved the pool and hot tub. Breakfast was just okay. We went down 20 minutes before breakfast was to be closed and not much there to be had. I had to ask for a bagel and no waffles."

Vacation Village in the Berkshires

10/10 Excellent

"great for families"

The Yankee Inn

10/10 Excellent

"No Pool or hot tub available"

Berkshire Mountain Lodge

8/10 Good

"One of the most important aspects of a good hotel is the smell of it when I first walk in the door. This lodge smelled clean and was clean. The second important thing is the customer service. This place was just okay. Polite but not very friendly. The third important aspect is the plumbing and that was just okay too. Workable enough so we didn’t have to ask for another room but the little soaps were tiny and the toilet was in okay condition. A little hard to flush sometimes. They act like it’s someplace special but it really isn’t. It was a good stay but nothing special. Location was convenient to everything - restaurants and stores."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"The facilities and property made for a wonderful family visit to the Bershires."

Berkshires Untold

8/10 Good

"Liked he cleanliness. Room was very cold and no heat was available."

More cheap stays in Stephentown

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

Rp1.106.498

Rp1.235.959 total

30 Sept - 1 Oct

includes taxes & fees

Comfort Inn Glenmont - Albany South

37 Route 9W Glenmont NY

Rp1.629.639

Rp1.865.937 total

18 Oct - 19 Oct

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

Rp1.952.844

Rp2.181.327 total

25 Oct - 26 Oct

includes taxes & fees

9.2/10 Wonderful! (1,009 reviews)

Country Inn & Suites by Radisson, Downtown Albany New York

300 Broadway Albany NY

Rp1.953.744

Rp2.237.037 total

8 Oct - 9 Oct

includes taxes & fees

8.2/10 Very good! (1,100 reviews)

Comfort Inn & Suites East Greenbush - Albany

99 Miller Rd Castleton-on-Hudson NY

Rp2.040.632

Rp2.265.101 total

18 Oct - 19 Oct

includes taxes & fees

Hampton Inn & Suites Albany-Downtown

25 Chapel St Albany NY

Rp2.042.066

Rp2.338.164 total

11 Oct - 12 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Stephentown?

Located 19.2 mi (30.8 km) from the heart of Stephentown, Country Inn & Suites by Radisson, Downtown Albany New York is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Vacation Village in the Berkshires and Hampton Inn & Suites Albany-Downtown. See all available top hotels, or vacation rentals in Stephentown.

If I need to cancel my hotel reservation in Stephentown, will I receive a refund?

Yes! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Stephentown.

What's the best dog-friendly place to stay in Stephentown?

Berkshire Mountain House is a top dog-friendly B&B, and offers a rooftop terrace along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Stephentown.

What are some accommodation options with pools in Stephentown?

Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and Comfort Inn Glenmont - Albany South are a couple of other choices that offer an on-site pool. View all hotels with pools in Stephentown.

How is it to stay in Stephentown?

Visitors can enjoy all that Stephentown has to offer, including the ski areas and restaurants. In Stephentown, there are 18 hotels and other accommodation options to choose from. Find out more about Stephentown.

What should I see while I'm in Stephentown?

A couple of favourite places to visit are Zema's Nursery and Taconic Ridge State Forest. You'll also find Jiminy Peak Mountain Resort and Hancock Shaker Village in the area. Take a look at what more there is to see and do in Expedia's Stephentown guide.

What's the seasonal weather like in Stephentown?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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Book Hotels in Stephentown on Expedia.com

Find hotels in Stephentown, NY from Rp1.203.962

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Stephentown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Stephentown hotels

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

2. Vacation Village in the Berkshires

3. The Yankee Inn

4. Country Inn & Suites by Radisson, Downtown Albany New York

5. Gregory House Country Inn

6. Hyatt Place Albany/Downtown

7. Hampton Inn & Suites Albany-East Greenbush

8. Berkshire Mountain Lodge

9. Holiday Inn & Suites Pittsfield-Berkshires by IHG

10. Hotel On North

11. Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

12. Fairfield Inn & Suites Albany East Greenbush

13. Comfort Inn & Suites East Greenbush - Albany

14. Howard Johnson by Wyndham Lenox

15. Maple Terrace Motel

16. Willows Motel Williamstown

17. Cozy Corner Motel

18. Berkshire Inn

19. Hilton Garden Inn Troy

20. Best Western Plus Berkshire Hills Inn & Suites

Stay near popular Stephentown attractions

Zema's Nursery

Top Stephentown Hotel Reviews

Country Inn & Suites by Radisson, Downtown Albany New York

Comfort Inn & Suites East Greenbush - Albany

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Vacation Village in the Berkshires

The Yankee Inn

Berkshire Mountain Lodge

Hotel Downstreet, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak 'n Spruce Resort

Berkshires Untold

More cheap stays in Stephentown

FairBridge Inn Express

Comfort Inn Glenmont - Albany South

The Yankee Inn

Country Inn & Suites by Radisson, Downtown Albany New York

Comfort Inn & Suites East Greenbush - Albany

Hampton Inn & Suites Albany-Downtown

Frequently asked questions

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