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.

Vacation Rentals near Bard College at Simon's Rock

84 Alford Road, Great Barrington, Massachusetts 1230
Check In Check Out
Any Bedrooms
Any Guests
Show Prices
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $547 Average
    |||
    |||
    $0$1,000+
    Suitability
    Bathrooms
    Any
    More filters
    Travelers to Great Barrington are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 101 Rentals in Great Barrington
    Berkshires: Romantic Cottage with spectacular view1 / 18
    (24)Excellent
    1.1 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Eco-friendly cozy home in Gt. Barrington1 / 14
    (1)Very good
    0.7 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Beautiful Period Home in the Berkshires1 / 22
    (31)Excellent
    4.4 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Charming Berkshire Getaway in Great Barrington!1 / 30
    2.7 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 4
    Beautiful, newly-renovated house on 'the Hill' within easy walk to town and lake1 / 27
    0.9 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Private Berkshires Retreat with Heated Pool on 10 Beautiful Acres1 / 30
    3.7 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Terrace
    • Balcony
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington1 / 30
    (2)Excellent
    3.7 miles from Bard College at Simon's Rock
    7 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 15
    Cottage in the Berkshires 10 min. to Great Barrington1 / 16
    3.2 miles from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Pretty Farmhouse w/ AGA Cooker - 2 Master Suites - 3 Miles to Great Barrington1 / 17
    2.5 miles from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Rustic Getaway with Extraordinary Vista1 / 12
    6.3 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Save time - get the best Great Barrington rentals sent straight to your email!
    Get the List
    Studio Loft in the Berkshires1 / 6
    2.6 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    On The Hill, Perfect House With Lots Of Charm!1 / 29
    0.8 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 11
    COZY LOG HOME*The Berkshires* Hiking* Skiing**Gt. Barrington *fireplace1 / 25
    (59)Very good
    2.2 miles from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Balcony
    • Washer
    • Terrace
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 8
    NEW! Berkshire's lakefront home with deck, dock + boat1 / 26
    3.0 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Waterfront
    • Patio
    • DVD Player
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Great Barrington 4BR home on 3 wooded acres walking distance to town!1 / 20
    0.6 miles from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    Historic 4-bedroom riverside home in Berkshires1 / 30
    1.4 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Washer
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    New! The Meadow on Fairview!1 / 20
    3.3 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Modern Cottage Minutes from Downtown Great Barrington1 / 30
    1.3 miles from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Classic Antique Berkshire Farmhouse with heated pool and modern amenities.1 / 22
    3.7 miles from Bard College at Simon's Rock
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 11
    Great Barrington Guest House, Newly Renovated!1 / 26
    1.5 miles from Bard College at Simon's Rock
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    List your property for free!
    List your vacation rental where Tripadvisor travelers can find it.
    Add a Listing
    Tentrr Signature Site - Great Barrington Campsite1 / 13
    1.8 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just far enough outside of town to feel like you're getting away with all the conveniences of being a mile from great bars and restaurants, the Mahaiwe theater, 3 grocery stores, a cheese shop, a movie theater, multiple coffee shops, pastries, Saturday Farmer's Market, and fabulous boutiques. Do...
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Charming Housatonic Village Cape1 / 28
    3.3 miles from Bard College at Simon's Rock
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Wi-Fi
    • Hot Tub
    • Patio
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Romantic Berkshires Cottage - Stunning Views, Pool1 / 20
    (27)Excellent
    1.0 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Walk To Town or Hang By The Pool1 / 30
    1.0 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 4
    Moose Lodge by AvantStay | Luxe Berkshires Escape1 / 30
    2.4 miles from Bard College at Simon's Rock
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • Terrace
    • Air Conditioning
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 18
    Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard1 / 30
    4.6 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Terrace
    • Air Conditioning
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Morgan's Millhouse (Front)1 / 29
    (1)Terrible
    3.3 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Idyllic Berkshires Getaway1 / 15
    1.3 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Unique Historic Property With Modern Comforts And Amenities In Great Location1 / 30
    6.3 miles from Bard College at Simon's Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Best of the Berkshires + Hot Tub!1 / 24
    2.9 miles from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Serene Renovated Barn w/ Firepit1 / 14
    2.8 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 1
    4 Bedroom House in the Berkshires. Minutes from Tanglewood.1 / 30
    (17)Excellent
    2.4 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    MacMountain House: Berkshire family retreat1 / 26
    0.9 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Grill
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Fabulous Apartment - Great Barrington1 / 28
    2.1 miles from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Gt. Barrington Compound w/ Scenic Mountain View(s)1 / 30
    1.3 miles from Bard College at Simon's Rock
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Stunning Renovated Victorian1 / 30
    (37)Excellent
    0.9 miles from Bard College at Simon's Rock
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    NEW Contemporary Chalet with Sparkling River Views, Screened Porch and MORE!1 / 30
    2.8 miles from Bard College at Simon's Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • Terrace
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Timeless Great Barrington haven set on a large corner lot, deep front...1 / 30
    1.0 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Location Location! Comfort and Privacy So Close to Downtown1 / 25
    (58)Excellent
    1.5 miles from Bard College at Simon's Rock
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Quiet cottage in downtown Great Barrington1 / 13
    1.2 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Balcony
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 1
    Spacious, In-Town, Steinway grand1 / 27
    (3)Excellent
    1.1 miles from Bard College at Simon's Rock
    4 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Patio
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 6
    1 Mile from Butternut! Close to Lakes, Appalachian Trail, Restaurants, Theatre.1 / 30
    (20)Excellent
    4.2 miles from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    The Great Escape Ski Cottage w/HOT TUB * Great Barrington1 / 30
    (14)Excellent
    0.8 miles from Bard College at Simon's Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 15
    Rosecliff: Ultra-Lux Pool, Big Views, Green River, Sleeps 151 / 9
    1.8 miles from Bard College at Simon's Rock
    6 Bedrooms, 8 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 6
    Beautiful, Contemporary Home on 6 Private Acres; Summer 2022 Rental1 / 16
    4.4 miles from Bard College at Simon's Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Hot Tub
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Perfect for Entertaining and Relaxation in the Berkshires!Furnished Country Home1 / 9
    5.8 miles from Bard College at Simon's Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Beautiful Home on "The Hill"1 / 17
    (1)Excellent
    0.9 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Berkshires Chic & Cozy, Historic Home Sleeps 101 / 26
    (3)Excellent
    4.0 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Apartment in Gorgeous Stonybrook Farm1 / 13
    (28)Very good
    3.4 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Terrace
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Elegant Lake Buel Home1 / 19
    6.4 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    vrbo logo
    Check in Check out
    Show Prices
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Grill
    • Balcony
    • Terrace
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1
    List your property
    Owner log in
    © 2023 Tripadvisor LLC All rights reserved.
    Terms of UsePrivacy and Cookies StatementSite MapHow the site worksContact us

    This is the version of our website addressed to speakers of English in the United States. If you are a resident of another country or region, please select the appropriate version of Tripadvisor for your country or region in the drop-down menu.