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Holiday Rentals near October Mountain State Forest

317 Woodland Rd, Lee, Massachusetts 01238-9219
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    37 Matching Rentals in the Lee AreaView all 40 rentals
    Berkshires Spacious Comfortable Charming Farmhouse1 / 12
    (2)Very good
    Lee
    1.5 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lake House1 / 18
    (5)Very good
    Lee
    2.6 kilometres from October Mountain State Forest
    5 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
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    Lee
    7.6 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lee
    3.8 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    *Please note that homeowner lives in a separate building on the property and may be present during your stay* Gather your loved ones for a revitalizing Lee retreat when you book this lovely 3-bedroom, 2-bathroom vacation rental house that comfortably sleeps 10! With new furnishings, a private...
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    Lee, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Lee
    6.3 kilometres from October Mountain State Forest
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    About this property
    --Brand new 3400 sq ft Lee home in a private lake community, Berkshires --Situated on 4 wooded acres on a quiet country road --Pristine home features two master bedroom suites plus 3 additional bedrooms, 5 bathrooms --Spacious living room with vaulted ceiling & skylights --Fully equipped kitchen,...
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    Lee, Berkshires
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Lee
    2.3 kilometres from October Mountain State Forest
    4 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    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 15
    Upscale Architecturally Designed Berkshire Home1 / 12
    (5)Excellent
    Lee
    7.5 kilometres from October Mountain State Forest
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Lee
    4.2 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lee, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Spectacular setting on your own private lake close to it all!1 / 20
    (15)Excellent
    Lee
    6.6 kilometres from October Mountain State Forest
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Lee, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!1 / 31
    (40)Excellent
    Lee
    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
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    Lovingly restored Victorian in Lee's Historic District **Spring:3rd nt 1/2 off1 / 33
    (72)Excellent
    Lee
    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
    Elegant 19th Century New England Newly Renovated 1BR Vacation Rental1 / 12
    (32)Very good
    Lee
    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
    Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite1 / 50
    (6)Excellent
    Lee
    3.5 kilometres from October Mountain State Forest
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Lee, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Lee
    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
    Lee
    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
    (10)Excellent
    Lee
    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
    Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood1 / 21
    (2)Excellent
    Lee
    3.6 kilometres from October Mountain State Forest
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Lee, Berkshires
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace a1 / 47
    (9)Very good
    Lee
    3.5 kilometres from October Mountain State Forest
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lee, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible1 / 50
    (8)Excellent
    Lee
    3.5 kilometres from October Mountain State Forest
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lee, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Charming 1860 Farmhouse, Completely Renovated, Convenient Location, Central AC1 / 22
    (26)Excellent
    Lee
    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
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    Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite1 / 50
    (8)Excellent
    Lee
    3.5 kilometres from October Mountain State Forest
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Lee, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    LEE - The Berkshires - Weeks Still Available - Walk to Town! 10 to Tanglewood!1 / 25
    (4)Very good
    Lee
    4.1 kilometres from October Mountain State Forest
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    • Terrace
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    • Balcony
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    Pet friendly
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    Smoking allowed
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    Lee, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    The following rentals are within 10 kilometres of Lee.
    Gartner House, a charming home in Lenox1 / 21
    (33)Excellent
    Lenox
    4.3 kilometres from October Mountain State Forest
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2019
    Perfect location for walking to all the shops and restaurants in Lenox. The home was comfortable. I'll book again when I'm next in Lenox!
    Reviewed 28 August 2019
    We went to the Gartner House for a ladies weekend and it was a perfect weekend. Just a little walk to restaurants and shops in the lovely town of Lennox, short drive to...
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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 / 7
    (2)Excellent
    Lenox
    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
    Just rated Best Small Town in the Northeast by USA Today, our home is located in the heart of Lenox MA! Come relax in our lovely home, situated in a quiet neighborhood just steps from downtown. Walk to Zagat rated restaurants, shop unique boutique shops, hike in Kennedy Park. Whether you love the...
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    Lenox, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Family-friendly Cottage Near Lake, Tanglewood1 / 16
    (6)Excellent
    Stockbridge
    6.5 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Reviewed 22 August 2017
    Location was fantastic. Sarah (the owner) provided some great advice on local farmers markets and hikes. The beach was a quick walk from the cottage where we could paddle on...
    Reviewed 31 July 2015
    This was a wonderful place to spend a family vacation. The house is immaculate, functional and well furnished. The proximity to all of the many venues and activities the area...
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    About this property
    Located a short walk to the town beach on the Stockbridge Bowl, and 1.5 miles from Tanglewood's Hawthorn entrance, this casual summer cottage is a great get away for the whole family. The master bedroom is equipped with a queen bed; two twins in the 2nd bedroom, and a full-size bed in the 3rd...
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    Stockbridge, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Stockbridge
    7.3 kilometres from October Mountain State Forest
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Newly renovated contemporary house on 2 acres in Stockbridge. Great space surrounding house for outdoor sports and sitting around the fire at night. 3 bedrooms, 3 bathrooms, indoor fireplace, wood floors, many windows and closets. Large kitchen. WiFi. Master bedroom has king bed and master...
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    Stockbridge, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Stockbridge
    7.6 kilometres from October Mountain State Forest
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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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
    Lenox
    4.6 kilometres from October Mountain State Forest
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Completely renovated 2 bedroom downtown apartment with open floor plan in Lenox MA. Enjoy walks around the downtown area and visit the many attractions in Berkshire County. Endless restaurants to choose from, golf courses within 7 miles, Kennedy Park and Tanglewood close by. Minutes down the road...
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    Lenox, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Lenox
    4.4 kilometres from October Mountain State Forest
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    No matter the season, you'll find the getaway you crave while staying at this 3-bed, 2.5-bath house in Lenox! This welcoming vacation rental features room for 6, numerous amenities, and an incredible location just minutes from the Tanglewood Music Center. In addition, enjoy easy access to the...
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    Lenox, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Lenox
    4.0 kilometres from October Mountain State Forest
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    About this property
    Smart New first time rental of 4 BR, 4.5 BA, Ranch style, sleeps 10-12+. New fully equipped kitchen w/breakfast bar, outdoor barbecue, fireplace, large deck with 8 person hot tub and super seating for beautiful sunsets, . Fabulous great room with 65' HD Smart TV and 4 additional TV's for you...
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    Lenox, Berkshires
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
    Lenox
    4.9 kilometres from October Mountain State Forest
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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
    Lenox
    4.0 kilometres from October Mountain State Forest
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Fabulous great room with pool table, 65' HD Smart TV for you sports fans. Great indoor / outdoor sound system and don't worry about the neighbors. Summer weeks include 2 rounds of golf at nearby Cranwell Country club or Spa treatments for two at the Cranwell Spa or trade them for show tickets,...
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    Lenox, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Lenox
    5.8 kilometres from October Mountain State Forest
    5 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 BR, 5 Full Bath's (Jetted tub), Newly Expanded open floor plan, 3 fireplaces, firepit, grill, large outdoor patio, screened porch, sleeps 15+. Large backyard with volleyball, football, badminton, bocce, croquet, ping pong and hammock. About 600 feet to Tanglewood Music Center. Across the street...
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    Lenox, Berkshires
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 15
    Lenox
    6.7 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Enjoy leisurely lakeside days just a walk away as you stay at this 3-bed, 1.5-bath vacation rental house that sleeps 6 in Stockbridge! With mossy grounds below and age-old oaks towering above, this cozy cottage is a dreamy retreat, perfect for those looking for a bit of the great outdoors without...
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    Lenox, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lenox
    6.5 kilometres from October Mountain State Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Situated in the heart of the Berkshires, this 3-bed, 2-bath vacation rental offers a modern living space, a large yard and an ideal location near many attractions. Adventure seekers will enjoy easy access to the Appalachian Trail and Catamount Ski Resort, music fans can catch the Boston Symphony...
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    Lenox, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Luxury Fox Hollow Laurel Lake Ranch1 / 16
    (1)Very good
    Lenox
    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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    Location Information
    Lenox, Berkshires
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
    LUXURY FOX HOLLOW ESTATE HOME ON LAUREL LAKE1 / 19
    (1)Excellent
    Lenox
    4.0 kilometres from October Mountain State Forest
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Private Indoor Pool
    • Hot Tub
    • Air Conditioning
    • Sauna
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Lenox, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    $AUD
    Australia
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