We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Stephentown, NY

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    19 Holiday Rentals in Stephentown
    loading...
    From
    ₹9,534
    / Night
    Payment Protection
    View Details
    Overview Reviews (2)
    From
    ₹47,671
    / Night
    Payment Protection
    View Details
    1 / 13
    Stephentown
    4 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
    Overview
    From
    ₹9,852
    / Night
    Payment Protection
    View Details
    1 / 7
    Stephentown
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview
    From
    ₹38,136
    / Night
    Payment Protection
    View Details
    1 / 4
    Stephentown
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Overview

    The following rentals are within 15 kilometres of Stephentown, New York.

    From
    ₹12,013
    / Night
    Payment Protection
    View Details
    1 / 16
    4 of 5 stars (1) Very good
    Overview Reviews (1)
    From
    ₹11,123
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (12) Excellent
    Lanesboro, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (12)
    Amenities & Details
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a vacation getaway. It is perfect for romantic weekends or family... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 8 July 2014
    We were lucky to happen upon this gem, and highly recommend it to families visiting the area of Mt. Greylock. Great on a rainy day, and interesting for all given the history of...
    5 of 5 stars Reviewed 31 May 2014
    We have stayed in several vacation rentals, and this one was extremely charming. The very first time I saw this one I just knew we had to vacation here while we were in The...
    See all reviews
    From
    ₹14,301
    / Night
    Payment Protection
    View Details
    1 / 14
    4.5 of 5 stars (3) Very good
    Hancock, MA
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Overview Reviews (3)
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Come and enjoy our beautiful mountain retreat - A home for every season. This charming home away from home is a wonderful place for family, friends and romance. Only 3 minutes from Jiminy Peak! With over 2200 square feet, this new country home has plenty of space for everyone yet a very cozy... View all property information
    Make Enquiry
    From
    ₹19,068
    / Night
    View Details
    1 / 18
    4.5 of 5 stars (9) Very good
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview Reviews (9)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    On-site Amenities Include: Heated Indoor/Outdoor Pool (year round), Alpine Slide (warmer months), Berkshire Express Chairlift to Summit Lodge during ski season. The Berkshire Express provides scenic rides during warmer months. Bentley Brook is situated Slope Side for SKI/IN - SKI/OUT all winter... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 23 March 2015
    This is such a great property. We had a one bedroom unit which was still sufficient for 2 adults and 3 teens. Gorgeous large double bedroom with full bath and murphy bed and...
    4 of 5 stars Reviewed 27 January 2015
    Always a great trip for Friends and family. Easy quick park and party. They have a movie theater activities for kids all day long indoor outdoor swimming pool hot cider coffee and...
    See all reviews
    From
    ₹9,216
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Low long term rates. Call $2500/mo for 3 months. Free Electric Vehicle Charging Station! (240V 40A no J1772) Thanksgiving Special - Nov 24 - Dec 1 - $500 Christmas Special - Dec 20 - Dec 27 - $800 Ski Season Dec 1 - Mar 31 $8000 April $50/nt Summer Cultural May 26, 2014 - Seot 2, 2014 $7500 Summer... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 16 October 2014
    This property is perfect for people with pets. Serene setting with a gorgeous view. The hosts, Tom and Susan, were gracious and very helpful. Highly recommended if your travels...
    See all reviews
    From
    ₹25,424
    / Night
    Payment Protection
    View Details
    1 / 8
    4 of 5 stars (1) Very good
    Averill Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful home on Crooked Lake in Averill Park, New York. Minutes from NYS Thruway and the Taconic Parkway. The home has a bedroom, bath, laundry room, kitchen, dining, and living room downstairs. Upstairs has 3 bedrooms, bathroom, and game area. From the living room is the large deck with... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 9 July 2014
    The house is very spacious, very clean. All rooms are large and it has lots of sofa, great kichen. Moreover the owners were very supportive.
    See all reviews
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    From
    ₹12,394
    / Night
    View Details
    1 / 12
    4.5 of 5 stars (15) Very good
    New Ashford, MA
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    Overview Reviews (15)
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Berkshire Gorge House sits beside the Green River above a turbulent set of cascades, on the western slopes of Mt. Greylock. This 5-bedroom house was built in 1910 by New England’s finest craftsmen. It has been recently remodeled and is offered for rent. The house offers a new kitchen with gas... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 4 January 2015
    I am kicking myself that I didn't invite my brother, sister-in-law and their small kids to come with us on this trip. There sure was plenty of room! Right when you enter the...
    5 of 5 stars Reviewed 1 December 2014
    The house was everything we expected. Right from the beginning there was clear communication between us, the owner and the property manager. The booking process was easy. Checking...
    See all reviews
    From
    ₹14,555
    / Night
    Payment Protection
    View Details
    1 / 4
    4 of 5 stars (1) Very good
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Cozy ranch home 3 miles away from Jiminy Peak Ski Resort. Near MASS MOCA, Clark Art Institute, Williams College Contemperary Museum of Art, Williamstown Theatre Festival, Tanglewood, shopping, golf courses. Wrap around deck with beautiful mountain views. Family room with full wet bar & flat screen... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 11 August 2013
    Aside from the excessive amount of men's shirts in the closets (closets and drawers had not been emptied so storage space was minimal), the full trash bins and dirty dishes...
    See all reviews
    From
    ₹19,068
    / Night
    Payment Protection
    View Details
    1 / 12
    New Lebanon
    5 Bedrooms, 5 Bathrooms, Sleeps 5 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This home sits on 10 private acres in the beautiful Berkshire mountains. Greeted by friendly wood carved bears, the entire estate consists of a 3 BR main house with 3.5 baths, two bedroom pool house with 1 bath, and 1 bedroom garage apartment with 1 bath. All units are available but this listings... View all property information
    Make Enquiry
    From
    ₹9,089
    / Night
    View Details
    1 / 7
    Sand Lake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome to 123 Lawson Rd. This 3 Bedroom 2 Bathroom home sits on a private pond at the end of a Dead End street. New kitchen with all black appliances and tile floor. The Dining Room has Hard wood floors and a Large living room with wood burning field-stone fireplace. Come see this one of a kind... View all property information
    Make Enquiry
    From
    ₹15,890
    / Night
    Payment Protection
    View Details
    1 / 6
    Hancock, MA
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Two Bedroom Ski Condo at base of Jiminy Peak. Renovated kitchen, fireplace, deck and a large livingroom with vaulted ceilings. Rent from the owner and save. View all property information
    Make Enquiry
    From
    ₹88,985
    / Week
    Payment Protection
    View Details
    1 / 13
    Hancock, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Luxury condo in hancock, ma ....Three bedrooms, loft, 2 baths, living room, kitchen with dining area, a/c, deck w/grill et al, heated pool, tennis court, mountain view. Near williamstown theater, clark art museum, tanglewood and three local golf courses. View all property information
    Make Enquiry
    From
    ₹12,712
    / Night
    Payment Protection
    View Details
    1 / 16
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Bentley Brook is a ski in/ski out resort located at the base of Jiminy Peak ski resort. On-site Amenities Include: Heated Indoor/Outdoor Pool (year round), 3 hot tubs, 'Get out & Play ' children's program, 3 tennis courts, game room, exercise equipment, sauna, theater with nightly movies.. At... View all property information
    Make Enquiry
    From
    ₹6,801
    / Night
    View Details
    1 / 11
    Sand Lake
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This fully furnished 4 Bedroom house can easily sleeps 10 people and will accommodate both families and vacationers. In Sand lake a beautiful waterfront property in one of the most gorgeous places in Upstate New York. The water front property can come with a Tandem Kayak, Row Boat or a Canoe if... View all property information
    Make Enquiry
    From
    ₹12,712
    / Night
    View Details
    1 / 16
    Sand Lake
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Overview
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    In Sand lake a beautiful waterfront property with a one of a kind view. Come be part of a close knit community in one of the most gorgeous places in Upstate New York. This fully furnished 4 Bedroom house can easily sleep 8 people and will accommodate both families and vacationers. No Parties... View all property information
    Make Enquiry