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Holiday Rentals near October Mountain State Forest

317 Woodland Rd, Lee, Massachusetts 01238-9219
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    Travellers to Lee are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 35 Rentals in Lee
    Lake House1 / 18
    (5)Very good
    2.6 kilometres from October Mountain State Forest
    5 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
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    Berkshires Spacious Comfortable Charming Farmhouse1 / 12
    (2)Very good
    1.5 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    6.3 kilometres from October Mountain State Forest
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    2.3 kilometres from October Mountain State Forest
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    'We are located in the heart of America's cultural epicenter known as the Berkshires. Known as the ''Gatehouse'' to upscale Erskine Park, this truly one of a kind Craftsmen inspired home is filled with unique features and materials seldom found including eucalyptus and Brazilian Cherry flooring,...
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Expansive Berkshires walk to town1 / 28
    (6)Excellent
    3.4 kilometres from October Mountain State Forest
    4 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 4
    Elegant 19th Century New England Newly Renovated 1BR Vacation Rental1 / 12
    (43)Very good
    3.5 kilometres from October Mountain State Forest
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lee, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off1 / 33
    (101)Excellent
    4.1 kilometres from October Mountain State Forest
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Lee, Berkshires
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Gorgeous, Private, Family-Friendly, Organic Home with a Great Location in Lee1 / 24
    (73)Excellent
    3.0 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lee, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    In the Heart of Everything1 / 48
    (4)Excellent
    4.2 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lee, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.8 kilometres from October Mountain State Forest
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Lee, Berkshires
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    1.1 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lee, Berkshires
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    The Freckled Hen's Berkshire Nest1 / 19
    (45)Excellent
    3.1 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lee, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Stunning Berkshire custom luxury home in private wooded community- walk to lake1 / 48
    (9)Excellent
    6.2 kilometres from October Mountain State Forest
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Lee, Berkshires
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    6.6 kilometres from October Mountain State Forest
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    6.6 kilometres from October Mountain State Forest
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Beautiful home that located between Lenox and Stockbridge. Minutes from Downtown Lee, Stockbridge and Lenox. Large nice yard, two car Garage and plenty of parking. Home offers an open floor plan for the kitchen and living room along with four bedrooms, and two full bathrooms. There is a State...
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    2.6 kilometres from October Mountain State Forest
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Lee, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Tanglewood/Downtown Lenox, Lee, Stockbridge 5 mi or less.1 / 49
    (32)Excellent
    2.3 kilometres from October Mountain State Forest
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    5.3 kilometres from October Mountain State Forest
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Garden
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    About this property
    This meticulously cared for home is just ideal for year-round or vacation living. Enjoy the private screen porch on summer nights or soak in the sun on the wrap around deck. Take a leisurely boat ride on enchanting Goose Pond or park with a picnic lunch on the beach after a challenging tennis...
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    NEW LISTING Renovated village apt in gorgeous Victorian 10 minutes to Tanglewood1 / 23
    (17)Excellent
    3.6 kilometres from October Mountain State Forest
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Lee, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Modern And Spacious Berkshires Retreat 5 bdrm 3 bath1 / 43
    (41)Excellent
    3.0 kilometres from October Mountain State Forest
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Lee, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Garfield House Studio at 2081 / 16
    (13)Excellent
    3.3 kilometres from October Mountain State Forest
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Lee, Berkshires
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!1 / 41
    (65)Excellent
    4.1 kilometres from October Mountain State Forest
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Lee, Berkshires
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House1 / 15
    (16)Excellent
    3.5 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lee, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Lovely Lakefront Cottage, Peaceful Setting, Hiking And More1 / 20
    (14)Excellent
    7.5 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lee, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Elegant 19th Century New England 2BR Vacation Rental at Garfield House1 / 21
    (69)Excellent
    4.0 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lee, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC1 / 23
    (29)Excellent
    3.6 kilometres from October Mountain State Forest
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    4.8 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lee, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gartner House, a charming home in Lenox1 / 21
    (37)Excellent
    4.3 kilometres from October Mountain State Forest
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Reviewed 2 November 2021
    I was doing a small girls trip and we were looking for a house that had some things in walking distance and Deb's house was perfect! She gave great directions ahead of time, was...
    Reviewed 9 July 2021
    I booked this house mostly for it's location close to in-town Lenox. It proved much more convenient to more than just town. The surrounding area of the Berkshires (Stockbridge...
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    About this property
    Located on a quiet side street in the charming Berkshire town of Lenox, Gartner House is a great place to call home while exploring this scenic, historical, and culturally rich area of Western Massachusetts. Walk to breakfast, lunch or dinner at one of the town's many charming restaurants, explore...
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    Lenox, Berkshires
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 7
    Heart of Lenox1 / 12
    (2)Excellent
    4.4 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    Reviewed 15 August 2018
    1/2 house, with owners in other half, which was handy for questions and suggestions. Very clean, and queen bed was really comfortable. Other BR has twin bedsKitchen has...
    Reviewed 28 May 2017
    Title sums it up! Excellent choice for our recent visit to Lenox. The house is very clean and comfortable and the owners are very accommodating. Location is great, just steps...
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    About this property
    Spend some time in the lovely Berkshires! Our comfortable home in Lenox is situated in a quiet neighborhood just steps from downtown. You can walk to Zagat rated restaurants, shop unique boutique shops, hike in Kennedy Park. Whether you love the arts, fine dining, a bike ride down a country lane,...
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    Lenox, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    7.6 kilometres from October Mountain State Forest
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    About this property
    THIS CUSTOM BUILT HOME is a one-of-a-kind, must see getaway retreat that is beautifully furnished, and meticulously maintained. The entire first floor 'guest suite' was designed to accommodate friends or extended family. The upper level is the main floor with an open plan kitchen, dining room, and...
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    Stockbridge, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Restored 1881 Farm House1 / 25
    (1)Excellent
    4.9 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 19 September 2021
    We stayed in the house for 3 weeks. We were very comfortable there: renovation beautifully done; gourmet kitchen; very clean, large bathrooms; well supplied; on a quiet street...
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    About this property
    Quintessential Lenox Farmhouse with 1881 charm and a shiny new finish. Lovingly renovated and restored, this house is nestled on 4.5 private acres within minutes of the town of Lenox and Tanglewood. The house boasts a chef's Kitchen with all new stainless steel appliances, large farmhouse porcelain...
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    Lenox, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.5 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    19 Century New England classic home renovated to maintain is historical look and feel but with modern kitchen and bathrooms
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    Lee, Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Fox Hollow Laurel Lake Ranch1 / 16
    (1)Very good
    4.1 kilometres from October Mountain State Forest
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    About this property
    220 acre Fox Hollow Estate with 1000 feet of Lake Front on Laurel Lake. 8 Person Hot tub on deck. Fabulous deck fire pit, outdoor furniture and gas grill. Fireplace to warm up by. High ceilings, open living concept. 2400 sq. feet with 4 BR's on main level each with private bath, TV and DVD. 3...
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    Lenox, Berkshires
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
    LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE1 / 19
    (1)Excellent
    4.0 kilometres from October Mountain State Forest
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Reviewed 26 May 2017
    My wife booked this property for a couple of days for my birthday celebration. Howard is extremely accommodating the house came with everything! His employee Keith did...
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    About this property
    220+ Acres W\ Tennis Cts, Indoor / Outdoor Pool, Canoe, Fishing Boat, Hot Tub. New first time rental of 4 BR, 2BA, Cape Cod style, sleeps 10-12. New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 fireplaces, large deck with 8 person hot tub and super seating...
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    Lenox, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    5.8 kilometres from October Mountain State Forest
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    About this property
    Wheel chair accessible front and back by built-in ramps, not ADA compliant. Spectacular Berkshire Location, 2 minute walk to Tanglewood. Fabulous great room, high-end kitchen, dining area and bedrooms. 3 Fireplaces. Large outdoor pool, attached hot tub. Across from Stockbridge Bowl Lake with shared...
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    Stockbridge, Berkshires
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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