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Massachusetts Holiday Rentals

339 Massachusetts Holiday Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Massachusetts, United States.
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Listings 1 - 25 of 339
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3 bedroom Vacation Rental Apartment in Gloucester
Apartment: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States
Description: Harbor Watch the boats glide past your windows! Walk to town and two beaches. This well appointed 3 bedroom/ 2 bath pied a'terre is perched above ...
Rates
$350 - $450 night
$1650 - $2420 week


Non Smoking


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3 bedroom Vacation Rental Home in Dennis Port
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1250.00 Ranch home with screened sunporch just 7/10 miles to Dennisport beaches. Eat in Kitchen with new pergo flooring....
Rates
$725 - $1250 week


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2 bedroom Vacation Rental Condo in Boston
Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Boston, Massachusetts, United States
Description: The Bay State is an incredible hotel-style corporate condo in a prime Back Bay location! This is an incredibly quiet living space inside a secure b...
Rates
$299 - $1833 night
$1995 - $2899 week


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3 bedroom Vacation Rental Home in Dennis Port
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $950. Country decorated home with hardwood floors. Includes a screened porch, window Acs, cable, 2TV’s, VCR, microwave, to...
Rates
$500 - $950 week


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3 bedroom Vacation Rental Condo in Boston
Condo: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: Boston, Massachusetts, United States
Description: Charming Central Boston apartment close to attractions and transport! THE DORSET AT UPHAM'S CORNER _ - Minutes to the South End - Walk to Castle ...
Rates
$99 - $750 night
$699 - $1500 week


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3 bedroom Vacation Rental Home in Harwich
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Harwich, Massachusetts, United States
Description: Ideally located near Historic Harwich Center and 1.5 miles to the Harwichport beaches, 'ARGONAUTA' is a one of a kind designed home on a quiet cul ...
Rates
$2500 - $2990 week


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5 bedroom Vacation Rental Home in Monterey
Home: 5 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Monterey, Massachusetts, United States
Description: This is a beautiful Berkshire, post and beam private house nestled in the woods just off the Appalachian trail. Set on one of the Berkshires most c...
Rates
$225 - $350 night


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2 bedroom Vacation Rental Cottage in Dennis Port
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 5
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $895. Cheerfully decorated cottage on a quiet dirt lane offering access to Swan River for kayaking and canoeing. Amenities ...
Rates
$600 - $895 week


Non Smoking


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3 bedroom Vacation Rental Cottage in Sandwich - Beach Front
Cottage: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Sandwich, Massachusetts, United States
Description: This nicely decorated peaceful and quiet direct Beachfront Cottage on Phillips Road (a private road)in Sagamore Beach (a private beach), near Scuss...
Rates
$1000 - $3200 week


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4 bedroom Vacation Rental Home in Dennis Port
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $2200.00. Well maintained 2 story home just .5 mile to Haigis beach in Dennis Port. Prepare fabulous meals in the large, we...
Rates
$2100 - $2200 week


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3 bedroom Vacation Rental Villa in West Dennis
Villa: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $975.00 Three bedroom ranch home with eat in kitchen. Amenities includes, microwave, toaster, coffeemaker, washer, dryer, ...
Rates
$750 - $975 week


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2 bedroom Vacation Rental Cottage in Dennis Port
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1395. Beautifully renovated cottage less than 1/2 mile to shared association beach at end of lightly travelled dirt stree...
Rates
$750 - $1395 week


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3 bedroom Vacation Rental Home in Dennis Port
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1125. Bright and airy, totally renovated 3 bedroom duplex close to beaches, Sundae School ice cream, shops and restaurants....
Rates
$650 - $1125 week


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2 bedroom Vacation Rental Home in West Dennis
Home: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1545. Sparkling clean and totally renovated home on an oversized corner West Dennis lot. Hardwood floors and ceiling fans t...
Rates
$1350 - $1545 week


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3 bedroom Vacation Rental Villa in West Dennis
Villa: 3 Bedroom, 1 Bathroom, Sleeps 8
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $2100. Light, bright and airy ranch home with hardwood floors throughout. Catch a peek of the ocean and South Village Beac...
Rates
$1500 - $2100 week


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3 bedroom Vacation Rental Home in Dennis Port
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $2500.00. Warm, welcoming, and clean home! Upstairs sleeps six with a full bathroom. Each bedroom has a window AC unit. Ta...
Rates
$1900 - $2500 week


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2 bedroom Vacation Rental Cottage in Dennis Port
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1025.00. Charming 2 bedroom cottage, sleeps 6. Set on a quiet street just half mile walk to popular Glendon beach, Short wa...
Rates
$600 - $1050 week


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2 bedroom Vacation Rental Condo in Boston
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Boston, Massachusetts, United States
Description: New Luxury 2 Bed, 2 Bath Duplex with Central A/C, Free Wi-Fi & Parking The Duplex is on the top two floors of a modern building with ample windows...
Rates
$1000 - $1000 week


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3 bedroom Vacation Rental Home in Dennis port
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Dennis port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1500. NEW TO OUR 2015 SEASON. One of our most updated baker ranches, this walk to the beach home is newly renovated! This ...
Rates
$700 - $1500 week


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4 bedroom Vacation Rental Home in Dennis Port
Home: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: Prime Season Rate: $5000. New to our 2015 inventory! Pristine condition! Beautifully decorated, fully renovated four bedroom home with central air....
Rates
$2995 - $5000 week


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2 bedroom Vacation Rental Cottage in Dennis Port
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $900.00 Cozy cottage on large corner lot with screened porch just 1/4 mile to Sea St beach. No indoor shower, tub only. En...
Rates
$500 - $900 week


Non Smoking


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4 bedroom Vacation Rental Home in West Dennis - Ocean View
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $3700.00 Two story home just 300 yards to shared private beach (Fiddlers Green) in West Dennis. Home has a wrap around, la...
Rates
$1500 - $3700 week


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3 bedroom Vacation Rental Villa in West Dennis
Villa: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $2100. Spectacular views of Swan River and Nantucket Sound await you from this pleasantly decorated and bright, half duplex...
Rates
$1500 - $2100 week


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4 bedroom Vacation Rental Home in Dennis Port
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $2400.00 Newly renovated master bedroom and bath. Updated kitchen with pergo flooring. This 4 bedroom house offers a front ...
Rates
$1250 - $2400 week


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4 bedroom Vacation Rental Villa in West Dennis
Villa: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $2995.00 Fantastic views of Swan River & Nantucket Sound from this vacation home 100 yards from South Village beach. Perfec...
Rates
$1450 - $2995 week


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