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Vacation Rentals in Deerfield, MA and nearby

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    The following rentals are within 20 miles of Deerfield, Massachusetts.

    1 / 15
    Winchester, NH
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    1 / 37
    5 of 5 stars (141) Excellent
    Charlemont
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 11
    5 of 5 stars (9) Excellent
    Shelburne Falls
    7 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    1 / 7
    5 of 5 stars (1) Excellent
    West Halifax, VT
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
    • DVD Player
    • Satellite TV
    • Porch
    • Wi-Fi
    • Patio
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    • 19th Century Farmhouse with beautiful mature gardens<BR>• 24 Park like acres - woods and streams <BR>• Perfect location to attend Marlboro Music Festival<BR>• Close to Brattleboro (10 miles) located in the Village of West Halifax <BR>• House has 4 bedrooms - 2 master bedrooms with Queen Beds... View all property information
    Location Information
    West Halifax, Vermont 05358
    5 of 5 stars Reviewed January 16, 2015
    We rented this house to be close to Mount Snow so our boys could spend their vacation snowboarding. The house was as beautiful as described. The rooms were charming and...
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    1 / 24
    4.5 of 5 stars (16) Very good
    Plainfield
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is...
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Housekeeping...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Experience a Berkshire get-away in this huge secluded luxury modern house. It's the only house that is surrounded by 10,000 Acres of protected Hawley State forest. Escape from headaches and the rat race. No cell phone reception here! But we have WiFi and a house phone. We like to define our country... View all property information
    Location Information
    Plainfield, Hampshire County 01070
    3 of 5 stars Reviewed August 25, 2014
    The home and grounds were lovely but need some updating,and a good cleaning. Location was secluded with plenty of forest and hiking trails, and a scenic lake for fishing. The...
    5 of 5 stars Reviewed May 29, 2014
    We all thoroughly enjoyed our long weekend at this lovely house. It was spacious, well situated, and well equipped. We were sorry our stay was so short, and the time in the...
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    1 / 32
    5 of 5 stars (3) Excellent
    New Salem
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • Washer
    • Grill
    • Porch
    • Mountain Views
    • DVD Player
    • Central Heating
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Gorgeous, spacious, red-oak post and beam home on 11.25 acres abutting 2,700 acre Wildlife Preserve. 3-5 bedroom, 3 bath, 2600 sq ft, fully furnished and appointed, Stone 'n Sky Lodge offers extraordinary privacy and local convenience. Located on a paved, town-maintained, dead-end road surrounded... View all property information
    Location Information
    New Salem, Massachusetts 01355
    5 of 5 stars Reviewed October 17, 2014
    The house was clean, had three bedrooms with many beds, and had an amazing back yard with frog pond and patio with two barbeque grills. Coffee was left for us to drink in the...
    5 of 5 stars Reviewed July 26, 2014
    The Stone & Sky Lodge was perfect for our retreat getaway. New Salem is a peaceful area that's out of the way from the hustle and bustle of bigger Massachusetts cities. We...
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    1 / 11
    Conway
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Secure Parking
    • Mountain Views
    • Wi-Fi
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Charming one-bedroom apartment situated on 8 beautiful and peaceful acres in the rolling hills of Conway Massachusetts. The apartment has a large kitchen, a sitting room, study "nook", private bath with laundry facilities and a separate entrance. Guests are greeted every morning by two friendly... View all property information
    Location Information
    Conway, Massachusetts 01341
    1 / 22
    5 of 5 stars (6) Excellent
    Hawley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Mountain Views
    • DVD Player
    • Satellite TV
    • Central Heating
    • Internet Access
    • Grill
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    3 Bedroom house, know as Flight's End, is for rent by day, weekend, week or month. Great for romantic get away or a family outdoor vacation. Not a party house. Fifteen minutes to Charlemont, Ashfield and Shelburne Falls. House is located on a brook and across the road from a private pond (not... View all property information
    Location Information
    Hawley, Massachusetts 01339
    5 of 5 stars Reviewed August 26, 2015
    Very pleasant place to stay. Felt like staying at Grandma's house in the country. The owner is a very pleasant and easy going fellow and the price is reasonable. House and...
    5 of 5 stars Reviewed September 11, 2014
    The house was very clean and cozy. Everything was as shown in the pictures. As my friends and I are from the city, we love how quiet the area is. BBQ grill and bonfire were the...
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    1 / 7
    5 of 5 stars (5) Excellent
    Guilford, VT
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Washer
    • Parking
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Schoolhouse No. 10 is a fully renovated 18th century schoolhouse in scenic southern Vermont. Located on a country road in a very special neighborhood, the Schoolhouse offers a romantic private getaway for one or two couples, or a creative art spa for friends who want to come share an historic... View all property information
    Location Information
    Guilford, Vermont 05301
    5 of 5 stars Reviewed October 25, 2014
    A beautifully restored schoolhouse with abundant charm. The owners Susan and Gilbert are genuinely the nicest people you could meet. The refrigerator was stocked with farm fresh...
    5 of 5 stars Reviewed October 7, 2013
    My husband and I just returned from a glorious fall weekend in VT. Schoolhouse No. 10 is situated on a quiet country dirt road and far exceeded all expectations. The Schoolhouse...
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    1 / 18
    Colrain
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Waterfront
    • Central Heating
    • Shared Yard
    • Wi-Fi
    • Outdoor Dining Area
    • Mountain Views
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This eco-friendly, river front home in Colrain, Massachusetts is situated in a slice of rural paradise, yet close to the charming village of Shelburne Falls and year-round recreational activities. The house is situated on 2.9 acres of flatland and wooded path down to the beach edge of the North... View all property information
    Location Information
    Colrain, Massachusetts 01340
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    1 / 5
    5 of 5 stars (4) Excellent
    Guilford, VT
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    If you want to get away from the hustle and bustle of our technologically driven lives and slow down, breath and relax, our cabin is the perfect place for you. No phones, television or internet, just a nice comfortable and affordable country log cabin nestled in the foothills of the Green... View all property information
    Location Information
    Guilford, Vermont 05301
    5 of 5 stars Reviewed May 30, 2014
    The word "cabin" doesn't do this property justice. It is actually a comfortable two bedroom log home which is immaculate and well secluded. There is no internet service (who needs...
    5 of 5 stars Reviewed December 3, 2013
    When we first booked it we were not excepting anything that great for the price. Just wanted to get away for thanksgiving with the kids and try something different. The weather...
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    1 / 21
    Winchester, NH
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Patio
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    It is an apartment with: Private beach, dock, raft, rowboat, canoe, 4 Kayaks, or launch your boat. Cable TV, high speed internet, WIFI, 42' flat screen internet TV. Sleeps 6 - two bedrooms - One with Queen bed, one with two single beds, and a full size pullout couch in the family/living... View all property information
    Location Information
    Winchester, New Hampshire 03470
    1 / 4
    Conway
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Nice to rent Cape Cod, Massachusetts .Here is the address apartment : 660 Washington Street, Theatre District, Boston, MA 02111 .Theare are two flats on same floorand the two street-facing sunny suites share an inside chill-out garden that is warmly and exquisitely decorated to provide our guests... View all property information
    Location Information
    Conway, Massachusetts 02111
    1 / 15
    Colrain
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Mountain Views
    • Secure Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This is a NEW Place being offered. Come and delight in this laid back, serene spot and then write my 1st review! This is a lovely fragrance free, efficiency apartment off the back wing of my rural home and Studio/Gallery. Very private, quiet, light-filled, clean cozy and spacious with pastoral... View all property information
    Location Information
    Colrain, Massachusetts 01340
    1 / 8
    Charlemont
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
    • Internet Access
    • Parking
    • Grill
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Hawk Mountain Lodge offers a year-round New England vacation experience! Enjoy comfortable accommodations conveniently located in Charlemont in the northern Berkshires, just 2.5 hours from Boston and 3.5 to 4 hours from New York City. Overlooking the Deerfield River Valley and Berkshire East Ski... View all property information
    Location Information
    Charlemont, Berkshires 01339
    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 / 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 / 8
    Hinsdale, NH
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
    • Grill
    • Central Heating
    • Washer
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Owners present a newly renovated, private, mountaintop apartment tucked back in the wood. Conveniently located, come enjoy the wilderness, hikes, wildlife, bonfires, and waterfall all on the property! Feel free to get dirty, we have in-unit private washer/dryer and a private bath, or kickback... View all property information
    Location Information
    Hinsdale, New Hampshire 03451
    1 / 11
    Winchester, NH
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Satellite TV
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Inquire today for Spring and Summer Getaways!!<BR>A Stunning Lakefront home on crystal clear,sandy bottomed, 110 acre Forest Lake at the junction of NH,VT,& MA will be your long awaited retreat in the whispering pines, shimmering lakes, and beautiful foliage of New Hampshire. Bring the kids & dogs... View all property information
    Location Information
    Winchester, New Hampshire 03470
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    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