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Holiday Rentals and Homes in Florida, MA

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    The following rentals are within 25 kilometers of Florida, Massachusetts.

    1 / 6
    5 of 5 bubbles (4) Excellent
    Savoy
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 22
    5 of 5 bubbles (6) Excellent
    Hawley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 11
    Hinsdale
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 27
    4.5 of 5 bubbles (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 bubbles Reviewed 25 August 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 bubbles Reviewed 29 May 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 / 37
    5 of 5 bubbles (150) Excellent
    Charlemont
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Outdoor Dining Area
    • Air Conditioning
    • Shared Garden
    • Satellite TV
    • Washer
    • Secure Parking
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 and diverse area of Western Massachusetts with or without their companion animals. Since opening the... View all property information
    Location Information
    Charlemont, Berkshires 01339
    5 of 5 bubbles Reviewed 4 weeks ago
    Its a lovely B & B that was extremely welcoming to me and my 100 pound pup. The cottage is beautifully decorated, clean and offers large living area with plenty of seating and a...
    5 of 5 bubbles Reviewed 23 December 2016
    My husband and I had a three-day, out-of-this-world-relaxing stay at Cavalier Cottage. Not only were we able to bring our two rescue companions, but the inside of this adorable...
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    1 / 23
    5 of 5 bubbles (2) Excellent
    North Adams
    2 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Patio
    • Skiing: Property Is...
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    I have a 2 to 3 bedroom first floor apartment located in a dead end street. This spacious 8 room apartment is surrounded by woods and minutes from downtown North Adams or Williamstown!! It is also walking distance to Mass MoCa (about a 10 minute walk)!!! Animals are welcome if needed. The master... View all property information
    Location Information
    North Adams, Berkshires 01247
    5 of 5 bubbles Reviewed 11 September 2015
    Owners were very friendly and helpful. We enjoyed our stay very much. this is the place for a quiet vacation.
    5 of 5 bubbles Reviewed 6 July 2014
    Stephanie was helpful and accommodating of us and our last minute request . Sheafs it easy to stay, come and go and we found the location convenient yet private and remote from...
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    1 / 22
    5 of 5 bubbles (5) Excellent
    Whitingham, VT
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Central Heating
    • Washer
    • Parking
    • Porch
    • Outdoor Dining Area
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 17 December 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 17 November 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 / 31
    North Adams
    3 Bedrooms, 1 Bathroom, Sleeps 15 | Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Central Heating
    • Mountain Views
    • Skiing: Property Is...
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    The house is located at the end of a dead end street. It has a huge, private backyard with 2 firepits, hammock, portable bar, grill and ample seating. Under one mile to downtown North Adams and about a 5 minute drive to Williamstown. This is a 3 bedroom, upstairs apartment (one bedroom has a... View all property information
    Location Information
    North Adams, Berkshires 01247
    1 / 7
    5 of 5 bubbles (8) Excellent
    North Adams
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Housekeeping...
    • Parking
    • Outdoor Dining Area
    • Grill
    • Porch
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Cozy cottage with complete privacy on 142 acres and borders Monroe State Forest. Cottage offers 2 bedrooms, 1 bathroom, large living room, eat in kitchen, deck with grill, TV and DVD. Hiking and biking is available right outside your door. The Dunbar Brook Trail boasts great hiking and a grove of... View all property information
    Location Information
    North Adams, Berkshires 01247
    5 of 5 bubbles Reviewed 25 August 2015
    Descriptions are accurate. The house and grounds are very well kept. Extremely clean especially bathroom and kitchen. It is located at the end of a hard pack dirt road with no...
    5 of 5 bubbles Reviewed 24 August 2015
    The minute we entered the cottage we felt at home. A perfect secluded, warm and cosy getaway. Our only sorrow was that we could only stay for one night. We prepared dinner in the...
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    1 / 5
    Jacksonville, VT
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Private Garden
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Jacksonville, Vermont 05342
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    1 / 19
    Cheshire
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Mountain Views
    • Waterfront
    • Air Conditioning
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Comfortable house situated on the shore of Hoosac Lake with beautiful, long views stretching across the large lake. It's fully furnished, with cable TV, stereo, and high-speed Internet. There's a big kitchen, with a central island for dining. The expansive living/dining room and attached study,... View all property information
    Location Information
    Cheshire, Berkshires 01225
    1 / 17
    Williamstown
    4 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Washer
    • Patio
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Lots of space, great yard, walk to everything: restaurants, museums, Williams College, theater, night life, etc. Plus, nearby ski and tubing areas. This beautifully maintained historic House On Main Street was known as the Victorian Tourist & Antique House in a by-gone era. It was originally... View all property information
    Location Information
    Williamstown, Berkshires 01267
    1 / 7
    North Adams
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Housekeeping...
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    • Patio
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    I have a two bedroom downstairs apartment and a three bedroom upstairs apartment. I rent out the full apartments but I also rent out rooms (please ask for information). The house is located on a dead end street with a huge wooded backyard that includes a grill, picnic table and two fire pits.... View all property information
    Location Information
    North Adams, Berkshires 01247
    1 / 6
    Williamstown
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Washer
    • Shared Indoor Pool
    • Terrace
    • Air Conditioning
    • Internet Access
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Thanksgiving week Berkshire Luxury condo/4 1Bedroom, 1Bath, Living Room with fireplace & Kitchen Available November 20-27 Thanksgiving week Between Mt. Greylock, Pittsfield, Great Barrington, Stockbridge, Krupalu, Tanglewood, Jacob's Pillow, The Mount, NOrman Rockwell Museum, Daniel Chester French... View all property information
    Location Information
    Williamstown, Berkshires 01267
    1 / 28
    5 of 5 bubbles (2) Excellent
    Charlemont
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 / 31
    Jacksonville, VT
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Parking
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 16
    5 of 5 bubbles (1) Excellent
    North Adams
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Waterfront
    • Porch
    • Mountain Views
    • Central Heating
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Windsor Cottage is a beautiful, newly renovated lakeside retreat located on Windsor Lake in North Adams, MA. where you can enjoy your own private water access from your front lawn. You will feel like you are in the middle of the forest, yet you are in walking distance to the town, Mass MoCA and... View all property information
    Location Information
    North Adams, Berkshires 01247
    1 / 38
    Whitingham, VT
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Parking
    • Satellite TV
    • Washer
    • Mountain Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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