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Vacation Rentals in Westfield, MA and nearby

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    The following rentals are within 25 miles of Westfield, Massachusetts.

    1 / 18
    5 of 5 stars (11) Excellent
    Becket
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 13
    5 of 5 stars (8) Excellent
    Becket
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 22
    Otis
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 32
    5 of 5 stars (4) Excellent
    Becket
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Come to the Berkshires and stay in one of the most beloved areas of Massachusetts. We are located close to Lenox, Stockbridge, Lee, Great Barrington and more. Our 3400 square foot ranch home is located in the heart of the Berkshires awaiting memorable times with your family and friends. Our... View all property information
    Location Information
    Becket, Berkshires 01223
    5 of 5 stars Reviewed 6 days ago
    My family and friends - group of 8 just spent an amazing week at this home. The house was a perfect size, clean and fully stocked. We made gourmet breakfasts, lunches & dinners...
    5 of 5 stars Reviewed May 14, 2016
    The Levy's home was perfect for our intergenerational family, including a 7month old grandaughter. We were pleasantly surprised by how well the home was supplied and organized...
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    1 / 21
    Belchertown
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful turn-of-the-century Victorian is the former rectory to a beautiful old church that is now an artist studio (The Artist Common - available for rent separately). It is secluded a top a hill on 4 1/2 acres and has soaring ceilings, period details, modern kitchen and 2 1/2 bathrooms. You... View all property information
    Location Information
    Belchertown, Hampshire County 01007
    1 / 16
    Becket
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Internet Access
    • Grill
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Charming 3 bedroom home nestled on 5 acres of secluded woods in the beautiful Berkshire Mountains. Located in the lovely town of Becket on a private road. Completely updated home with a large, open floor plan. Master bedroom with attached private full bathroom on first floor, two additional... View all property information
    Location Information
    Becket, Berkshires 01223
    1 / 10
    Hartford, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    About this property
    Ref # 370334 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property with Compass Furnished Apartments gives you luxury high-rise living in... View all property information
    Location Information
    Hartford, Connecticut 06103
    1 / 10
    Hartford, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 370341 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This property with Compass Furnished Apartments gives you luxury high-rise living in... View all property information
    Location Information
    Hartford, Connecticut 06103
    1 / 13
    Granville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Grill
    • Central Heating
    • Washer
    • Satellite TV
    • DVD Player
    • Housekeeping...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Would you like to spend some time in our cozy retreat in the Berkshires? Our three-bedrooms, two bathrooms house is located in a private community, in the middle of the Tolland state forest , surrounded by the woods and lakes, but at the same time close to major attractions. Fully renovated, the... View all property information
    Location Information
    Granville, Berkshires 01034
    1 / 6
    Becket
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
    • Wi-Fi
    • Washer
    • Satellite TV
    • Private Yard
    • DVD Player
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Lovely house on pond, Beautiful views of pond from every room, except one. Lounge on the deck with a glass of wine watch the Great Blue Heron has he stalks his fish, see the beavers swim lazily across the pond, flapping their tails to let you know they are there. Every room but one has a water... View all property information
    Location Information
    Becket, Berkshires 01223
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    1 / 25
    Becket
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • DVD Player
    • Balcony
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautifully appointed and immaculate 5,000 sq. ft. Becket Woods Contemporary sleeps 12 and is the perfect retreat for family and friends. The magnificent main level open floor plan is flooded with natural light and includes: • Romantic master bedroom suite, with its own deck, king bed, large... View all property information
    Location Information
    Becket, Berkshires 01223
    1 / 10
    Bloomfield, CT
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
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    • x
    About this property
    BEAUTIFUL 100% NEWLY renovated Victorian Mansion, on 3.5 acre private ESTATE., directly alongside the ELEGANT greens and fairways of the prestigious private TUMBLE BROOK COUNTRY CLUB. LARGE INGROUND SWIMMING POOL. Great GOLF COURSE views from every window. PRIVATE- AWAY FROM THE ROADS- Large,... View all property information
    Location Information
    Bloomfield, Connecticut
    1 / 15
    Barkhamsted, CT
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Waterfront
    • Patio
    • Porch
    • Satellite TV
    • Skiing: Property Is...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Nestled on the banks of the Farmington River, Legends offers comfortable rooms in a lodge setting with river views, breakfast Thursday -Sunday, healthy afternoon snacks and a special homemade juice of the day. All rooms offer AC, private bath, TV and internet. Fly-fishing,hunting kayaking, hiking,... View all property information
    Location Information
    Barkhamsted, Connecticut 06063
    1 / 14
    Hatfield
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Porch
    • Satellite TV
    • Parking
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Very unique apartments in beautifully restored 19th-century grist mill with private dam and waterfall, available for daily, weekly or monthly stays. As little as $76/night for longer stays, and additional days are prorated based on weekly/monthly rate. All utilities, WiFi and cable included, and... View all property information
    Location Information
    Hatfield, Hampshire County 01038
    1 / 12
    Hatfield
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Porch
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Very unique apartments in beautifully restored 19th-century grist mill with private dam and waterfall, available for daily, weekly or monthly stays. As little as $76/night for longer stays, and additional days are prorated based on weekly/monthly rate. All utilities, WiFi and cable included, and... View all property information
    Location Information
    Hatfield, Hampshire County 01038
    1 / 16
    Becket
    4 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Central Heating
    • Terrace
    • Balcony
    • Private Yard
    • Grill
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Large home in wooded area of the Berkshires. Ideal for all the summer events such as visiting Great Barrington, Lenox, Lee, Stockbridge. Many mountain areas for picnics, biking, hiking in the summer and winter events such as skiing and snowboarding.<BR>Near Center pond where there are many boating... View all property information
    Location Information
    Becket, Berkshires 01223
    1 / 11
    Easthampton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
    • Patio
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    NEW 4 FOOT WALK-IN SHOWER, WASHER AND DRYER. LOCATED IN THE CENTER OF EASTHAMPTON. WALKING DISTANCE TO MANY BARS, RESTAURANTS, AND THE BOARDWALK AROUND THE NASHAWANNUCK POND. HBO, CINEMAX, WIFI INCLUDED. LOCATED 1 BLOCK FROM WILLISTON SCHOOL AND 4 MILES FROM DOWNTOWN NORTHAMPTON AND SMITH COLLEGE.... View all property information
    Location Information
    Easthampton, Hampshire County 01027
    1 / 28
    Northampton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Light, airy, tasteful, contemporary and comfortable 5 room apartment with kitchen, dining room, living room with fireplace, den/study, bedroom with queen size platform bed. Bathroom has claw foot tub for showers or bath. Private garage bay. Keyless apartment entry. Ten minute walk to downtown... View all property information
    Location Information
    Northampton, Hampshire County 01060
    1 / 24
    Barkhamsted, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Washer
    • Internet Access
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This turn-of-the-century, family. year round lake lodge is in the township of Barkhamsted, Connecticut. It is in the foothills of the Berkshires, nestled at the northwest bank of Connecticut's clearest lake, West Hill Lake. The owner retained the nostalgic feel of a comfortable antique lake home... View all property information
    Location Information
    Barkhamsted, Connecticut 06063
    1 / 4
    Bloomfield, CT
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Porch
    • Parking
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Nice get away. Come see our hard wood floors in the living rm, bedrooms (2), with bath & Eat- in kitchen and enjoy your own washer & dryer Hook-Up and storage areas in your own basement. These units are equipped with OIL Heat, Electric hot water and stove. A must see with All Utilities are... View all property information
    Location Information
    Bloomfield, Connecticut 06002
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    1 / 4
    East Longmeadow
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    • x
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    Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street... View all property information
    Location Information
    East Longmeadow, Massachusetts 01028
    1 / 11
    Becket
    6 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Grill
    • Porch
    • Patio
    • Internet Access
    • Parking
    • Central Heating
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy the Fall in our New England farmhouse! Cross country ski at Canterbury Farms, only 5 minutes away! Beautifully restored Colonial historical farmhouse (1790) with almost 2 acres of lawn for playing croquet and hanging out in the sun. There is a small pond (unfenced) for frogs and birds.... View all property information
    Location Information
    Becket, Berkshires 01223