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Vacation Rentals nearby Monument Mountain

Route 7, Great Barrington, Massachusetts 01230
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    Travellers to Great Barrington are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 28 Rentals in Great Barrington
    Berkshires: Romantic Cottage with spectacular view1 / 18
    (24)Excellent
    4.4 kilometres from Monument Mountain
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Lakefront Berkshires Ski/Summer House, Great Views1 / 17
    (4)Very good
    6.0 kilometres from Monument Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Gem of the Berkshires, walk to downtown & lake.1 / 30
    (4)Excellent
    1.6 kilometres from Monument Mountain
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Eco-friendly cozy home in Gt. Barrington1 / 14
    (1)Very good
    2.9 kilometres from Monument Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Private Garden
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is located in Great Barrington, given the title of the #1 Best Small Town in America by Smithsonian Magazine. There are many great restaurants, shopping, the Mahaiwe theater, a cineplex, golf, natural foods Co-op, a State Forest, yoga studio, and more. There are about twelve (12!) hiking...
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    7.3 kilometres from Monument Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Balcony
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    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Impeccable home and location. Recently upgraded, the modern home provides a luxurious experience. Nestled above a lake on a quiet dirt road this home provides privacy and peace while only being minutes from downtown Great Barrington. The kitchen is equipped with stainless appliances and granite...
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.2 kilometres from Monument Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    This updated home has a luxurious feel! Close proximity to downtown Great Barrington is convenient and allows for easy access to the world's cultural epicenter. Located on a dirt road in a gentle neighborhood. About 1/2 mile from Lake Mansfield. Dehon road cuts over to the lake! The upgraded...
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Great Barrington - The Cottage at Windflower Inn - Low Price - Close to Skiing1 / 11
    (2)Very good
    6.5 kilometres from Monument Mountain
    Studio, 3 Bathrooms, Sleeps 9 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bathrooms, Sleeps 9
    The perfect getaway: 5 bd, 3 ba, 3 acres. Booking for fall, winter & 2021!1 / 29
    (70)Excellent
    2.2 kilometres from Monument Mountain
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    5.0 kilometres from Monument Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Art and history meet breezy mountain adventures at this Great Barrington vacation rental! This 4-bedroom, 2-bathroom house boasts a private setting, the comforts of home, and an ideal location 1.3 miles from Butternut Basin Ski Lodge. See the sights at the Norman Rockwell Museum, attend a summer...
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Beautiful 1920's Colonial 20 Minutes from Tanglewood1 / 16
    (58)Excellent
    2.6 kilometres from Monument Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stunning Renovated Victorian1 / 50
    (16)Excellent
    2.4 kilometres from Monument Mountain
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Rustic modern house in Great Barrington near town, lake, Tanglewood and ski!1 / 22
    (3)Excellent
    2.8 kilometres from Monument Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    2 bedroom Riverhouse in the Heart of the Berkshires1 / 24
    (33)Excellent
    4.8 kilometres from Monument Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Modern Victorian on the Hill1 / 37
    (4)Excellent
    1.9 kilometres from Monument Mountain
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Downtown GB apartment walk to shops and restaurants1 / 30
    (40)Excellent
    0.9 kilometres from Monument Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Great Barrington, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Pretty Farmhouse w/ AGA Cooker - 2 Master Suites - 3 Miles to Great Barrington1 / 17
    (4)Excellent
    6.0 kilometres from Monument Mountain
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    NEW SECLUDED 3 BEDROOM COUNTRY CASTLE1 / 39
    (10)Excellent
    4.4 kilometres from Monument Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Upscale Country Cottage1 / 21
    (5)Excellent
    6.1 kilometres from Monument Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Barn Apartment in Gorgeous Stonybrook Farm1 / 13
    (14)Very good
    3.0 kilometres from Monument Mountain
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Great Barrington, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Lake Community - Near Town, Attractions1 / 17
    (27)Excellent
    6.9 kilometres from Monument Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Waterfront Lake Buel Cottage: 7 Mi to Monument Mtn1 / 24
    (4)Excellent
    6.7 kilometres from Monument Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    • Mountain Views
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    Pet friendly
    Kid friendly
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    Reviewed June 30, 2018
    We had an excellent time with our two kids (7 and 8). The house is right on the lake with a great deck and amazing views. We used the kayaks every day. Location was great...
    Reviewed June 22, 2018
    Perfect location, perfect weather, beautiful view! Excellent owner, Carol, who responded to all our questions immediately. Would go back again in a minute.
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    About this property
    A couple's getaway for the books awaits you at this Lake Buel vacation rental. Just 6 miles from Great Barrington's shops, restaurants, and art scene, this 2-bedroom, 1-bath cottage is close to all the Berkshire's excitement, yet far enough for high-quality rest and relaxation. Hike the Appalachian...
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    Monterey, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
    Newly Renovated Colonial on the River! Sleeps 5-61 / 20
    (1)Excellent
    7.0 kilometres from Monument Mountain
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Blue House on the Bend Newly renovated historic eyebrow colonial located on an idyllic bend of the Housatonic river comfortably accommodates 5 or 6 people. Built around 1820, the Blue House on the Bend has been updated and outfitted for modern day convenience but retains its charm and unique...
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    Stockbridge, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    5.9 kilometres from Monument Mountain
    Studio, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    You'll love our hand-hewn post & beam beauty on 13 acres in the Berkshire Mountains of Western Mass located near the Monterey/Great Barrington line, close to everything. Great for summer and winter ski season. Rich in both outdoor and cultural attractions, shopping and antiquing. Located adjacent...
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    Monterey, Berkshires
    Holiday Rental House - 2 Bathrooms, Sleeps 7
    6.9 kilometres from Monument Mountain
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We offer two bedrooms accessible via a private staircase in our recently renovated Victorian farm house located on two beautifully landscaped acres with seasonal gardens and adjoining woods and fields. Each bedroom sleeps 2; they can be booked individually or together at $105/bedroom/night. We...
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    West Stockbridge, Berkshires
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Rustic Berkshires Cottage at Lake Buel w/ Kayaks!1 / 25
    (1)Excellent
    6.7 kilometres from Monument Mountain
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed September 29, 2020
    The Miown Cabin was the perfect place for me to get away from the stresses of the Covid world for a few days and enjoy kayaking on the lake and reading. The cabin was very...
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    About this property
    Bring your loved one or best friend along on a Berkshires getaway in this rustic 1-bedroom, 1-bath vacation rental in New Marlborough. Nestled just 30 yards from private right-of-way access to Lake Buel, this cabin offers serenity and unbeatable views of the Berkshire Mountains. Launch the 2...
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    Monterey, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Lakefront Berkshires Retreat w/ Deck, Dock & Boat!1 / 26
    (1)Average
    6.3 kilometres from Monument Mountain
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • DVD Player
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    Pet friendly
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    Reviewed September 27, 2019
    My family liked the decor, had space to sleep with all our kids, and was close to great small towns in the Berkshires. The house was clean, had plenty of hot water and laundry...
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    About this property
    Leave your busy schedule behind for a life of leisure at this vacation rental hideaway. This rustic 4-bed, 2-bath home is complete with woodsy-style decor, contemporary furnishings, and space for 10. It's truly a sportsman's paradise - tucked away in the woods on Round Pond, where you can hike,...
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    Housatonic, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    6.7 kilometres from Monument Mountain
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Terrace
    • DVD Player
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    Pet friendly
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    About this property
    With 150 feet of lakefront property on Lake Buel - a 192-acre mountain lake - this 4-bedroom, 2.5-bath vacation rental is sure to be the perfect and newly updated Berkshires getaway. Enjoy sitting on the deck to take in the views, gathering around the fire pit to roast s’mores, or fishing right off...
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    Monterey, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    6.8 kilometres from Monument Mountain
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Grill
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just outside of downtown Great Barrington, this 1-bedroom, 1-bathroom, renovated barn-turned-cottage is ideal for a nature retreat! Explore the nearby hiking trails, go boating on Stockbridge Bowl, swim in the Green River, or ski at Catamount Mountain Resort and Butternut Ski Area. Experience the...
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    North Egremont, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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