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Greenfield Rentals for Seniors

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    1 / 14
    Greenfield
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Greenfield
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    The following rentals are within 20 miles of Greenfield, Massachusetts.

    1 / 27
    4.5 of 5 bubbles (16) Very good
    Plainfield
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    1 / 32
    5 of 5 bubbles (3) Excellent
    New Salem
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
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    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 bubbles 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 bubbles 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 / 37
    5 of 5 bubbles (154) Excellent
    Charlemont
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Discover Cavalier Cottage B&B, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B’s. We warmly welcome visitors who come to this beautiful area of Western Massachusetts with or without their companion animals. Now in its sixth year,... View all property information
    Location Information
    Charlemont, Berkshires 01339
    5 of 5 bubbles Reviewed 2 weeks ago
    My husband and I needed pet-friendly accomodations near Shelburne Falls, MA because we had a morning appointment with Eddie's Wheels for Pets. The staff at Eddie's told us about...
    5 of 5 bubbles Reviewed 3 weeks ago
    We recently spent three nights at the Cavalier Cottage as it is close to our new home and we needed a place to stay before we moved in. The cottage was close to shopping...
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    1 / 5
    Jacksonville, VT
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Beautiful spacious 3200/sf. log home situated on ten acres very close to Mount Snow Resort. Private and secluded, this property features a wonderful outdoor fire-pit, babbling brook, many hiking, ATV and snowmobile trails. Quaint country living at its finest. Year-round weekly rentals... View all property information
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    Jacksonville, Vermont 05342
    1 / 5
    3.5 of 5 bubbles (2) Average
    Brattleboro, VT
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Welcome to the Culbertson House! This adorable studio apartment was completely refinished a few years ago. It features a gorgeous stone fireplace, tasteful furnishings and decoration, a comfortable king-size bed, fully equipped kitchen, full bath with shower, and exquisite hardwood walls and floor.... View all property information
    Location Information
    Brattleboro, Vermont 05301
    4 of 5 bubbles Reviewed July 9, 2016
    You can't beat the location just off I-91, 5 minutes (15 if you walk) from downtown Brattleboro. The hosts were very nice and helpful, and we loved their cats and dog, when we'd...
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    1 / 18
    Colrain
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    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
    1 / 14
    Hatfield
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    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 / 22
    5 of 5 bubbles (6) Excellent
    Hawley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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 bubbles 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 bubbles 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 / 11
    5 of 5 bubbles (9) Excellent
    Shelburne Falls
    7 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Balcony
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    About this property
    Our 7 bedroom, 3 bath, redone Federal House is the perfect place for family celebrations, school reunions, wellness, writing, quilting or other special interest gatherings. Your whole group can share our dining area and even enjoy the services of a gourmet chef should you desire. We have 8 quiet... View all property information
    Location Information
    Shelburne Falls, Massachusetts 01370
    5 of 5 bubbles Reviewed January 3, 2014
    I stayed in this house with a group of about 14 friends from college (we're a few years out) the weekend after Christmas, and we had a great time staying at Susan's place in...
    5 of 5 bubbles Reviewed July 3, 2012
    The home was so perfect. Just a short walk to the center of Shelburne Falls, 5 minute drive to rafting outfitters, swimming holes. Huge house with a great kitchen, but you'll...
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    1 / 35
    West Halifax, VT
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Beautiful house interior and out. Many rooms for privacy including TV room, pool table below, dining areas, living room with circular couch to sit around open glass wood stove and a small library, computer space. Dining room open to kitchen area and to living room. Upper balcony and outside... View all property information
    Location Information
    West Halifax, Vermont 05342
    1 / 21
    5 of 5 bubbles (3) Excellent
    Winchester, NH
    2 Bedrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • x
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    About this property
    2 Bedrooms, 1 bath, sleeps 6. Private beach, dock, raft, rowboat, canoe, 5 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 (can be made into Queen), and a full size pullout couch in... View all property information
    Location Information
    Winchester, New Hampshire 03470
    5 of 5 bubbles Reviewed September 30, 2014
    Great off the beaten track place to stay yet only 20 minutes from Keene. Bill and Sandie very gracious hosts both before and during your stay. Accommodations very modern. We will...
    5 of 5 bubbles Reviewed July 12, 2014
    My fiancé and another couple stayed here for a few days in May. It was absolutely beautiful and exactly what we were looking for! My fiancé and I are avid "outdoors people" and...
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    1 / 13
    Hatfield
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    new condo with open floor plan and first floor master with view across the Connecticut River to Mount Holyoke. Quartz countertops and high end appliances make it a dream kitchen. Master bedroom has steam shower and soaking tub. Second floor has one single bedroom (with room for inflatable bed or... View all property information
    Location Information
    Hatfield, Hampshire County 01038
    1 / 5
    Goshen
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Balcony
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    • x
    About this property
    We have shared the beauty of our lakefront property for many summers. We live on the property year round and rent three cottages from late June through September.We love our guests and honor their privacy. We are a family and pet (dog) friendly vacation spot,unique and enjoyable! The property is... View all property information
    Location Information
    Goshen, Hampshire County 01032
    1 / 16
    Guilford, VT
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    House is inset from a 1/2 mile driveway off the main road. Set up on a hill with a beautiful view across the mountain over to another mountain. Very large 1000 sq ft deck to relax and enjoy the view from. 3 open acres of yard with large fire pit and gas grill for barbecuing. Inside has a full... View all property information
    Location Information
    Guilford, Vermont 05301
    1 / 38
    Whitingham, VT
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Discounts and seasonal specials may be available - call Evolve at 877 818-1013 for more info! Please go to youtube and search "JohnsFarmDrone+Music1" to view aerial footage of the property! Mount Snow Farm is a secluded haven nestled in the Green Mountains near Whitingham, Vermont. This rustic,... View all property information
    Location Information
    Whitingham, Vermont 05361
    1 / 8
    Hawley
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
    About this property
    Valley View is a charming one-bedroom house looking out over a large meadow from the top of a hill. The house features a wraparound deck which extends the living space into the outdoors, and large picture windows and sliding glass doors bring light and views inside. A woodstove in the living room... View all property information
    Location Information
    Hawley, Massachusetts 01339
    1 / 4
    Hawley
    1 Bedroom, 50 Bathrooms, Sleeps 50 | Quick View
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    About this property
    Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test listing. Test... View all property information
    Location Information
    Hawley, Massachusetts 01339
    4 of 5 bubbles Reviewed 2 days ago
    What an experience-great expanse inside with lots of room to explore. All of our guests enjoyed the plethora of bathrooms the place had to offer. Minus one star for only having 1...
    4 of 5 bubbles Reviewed 2 days ago
    It is a pretend cave, but it is a nice pretend cave. I have never stayed in a cave with so many bathrooms. The best part is the location, though - there is a gold course o site...
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    1 / 5
    5 of 5 bubbles (5) Excellent
    Guilford, VT
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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 bubbles Reviewed 1 week ago
    Beautiful mountain retreat! Has all of the comforts of home minus wifi and cell service. A perfect way to unwind and disconnect. Pictures do not do this quaint log cabin justice...
    5 of 5 bubbles 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...
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    1 / 7
    5 of 5 bubbles (1) Excellent
    West Halifax, VT
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    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 bubbles 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 / 15
    Winchester, NH
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Hot Tub
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    About this property
    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 or just enjoy by yourselves. <BR>The Great room... View all property information
    Location Information
    Winchester, New Hampshire 03470
    1 / 28
    5 of 5 bubbles (2) Excellent
    Charlemont
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    BREAKING NEWS: Cavalier Cottage has received, for the 2nd consecutive year, two distinguished awards as 'Top Vacation Rental' and 'Rated Excellence' by FlipKey, a division of TripAdvisor. In their own words... 'Congratulations! Based on exceptional guest reviews and an impressive listing, you... View all property information
    Location Information
    Charlemont, Berkshires 01370
    1 / 21
    5 of 5 bubbles (1) Excellent
    Winchester, NH
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    • x
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    • x
    About this property
    It is an apartment with: Private beach, dock, raft, rowboat, canoe, 5 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 (Can be made into Queen bed), and a full size pullout couch... View all property information
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    Winchester, New Hampshire 03470
    1 / 22
    5 of 5 bubbles (5) Excellent
    Whitingham, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
    About this property
    This very private 3 bedroom home sits on 10 acres. Three levels. Enjoy the rustic charm and tranquility of this great Vermont Vacation Home. No other houses in sight. 3 miles from boat launch on Harriman Reservoir. -Fully stocked kitchen! Coffee maker, toaster oven, dish washer, everything... View all property information
    Location Information
    Whitingham, Vermont 05361
    4 of 5 bubbles Reviewed December 17, 2015
    Hobbit Hollow is an ideal great-away for a large group of friends. The house is quirky and characterful. The kitchen and general amenities were perfect -- the former is very...
    5 of 5 bubbles Reviewed November 17, 2015
    We were like 7 people stayed in cabin, and the cabin is so spacious with extra beds. It is very near to the green mountains. The cabin is well maintained and lots of fire wood...
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    1 / 11
    Conway
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    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 / 11
    Winchester, NH
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
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    About this property
    Inquire today for Spring and Summer Getaways!! 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 or... View all property information
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    Winchester, New Hampshire 03470
    1 / 31
    Jacksonville, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Plan a relaxing escape to this three-bedroom Jacksonville cabin, a lakefront home with a private deck, lovely lily pond views, and a wonderful location close to outdoor adventures in every season. This three-level home sits atop a small hill on the eastern shores of Gates Pond, where you'll enjoy... View all property information
    Location Information
    Jacksonville, Vermont 05342
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