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Massachusetts Holiday Rentals

393 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 393
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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 $1350.00. This home sits on a large lot with a wooded side and back yard. Large rear deck with benched seating. Home is l...
Rates
$900 - $1350 week


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3 bedroom Vacation Rental Cottage in Dennis Port
Cottage: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1250. This cottage is located less than 1/4 mile to Raycroft beach in Dennisport. House includes Wifi, cable TV, VCR, DVD,...
Rates
$750 - $1250 week


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3 bedroom Vacation Rental Home in Rockport
Home: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Rockport, Massachusetts, United States
Description: Caleb's Beach House, a 3 bedroom/3 bath home is a 3 minute walk to Old Garden Beach and only 3/10 of a mile to the picturesque village of Rockport ...
Rates
$450 - $600 night
$2250 - $3570 week


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4 bedroom Vacation Rental Home in Rockport
Home: 4 Bedroom, 2 Bathroom, Sleeps 7
Location: Rockport, Massachusetts, United States
Description: Popples Cove House: Direct waterfornt and only 1 mile to the beach with A/C Rockport oceanfront! This sunny and immaculate 4 bedroom/2 bath home c...
Rates
$600 - $660 night
$2850 - $4550 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! Walk to subway! Free Parking! AMENITIES Minutes to the South End - Walk to Castle Beach - Easy & Free Parking F...
Rates
$179 - $179 night
$1113 - $1323 week


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2 bedroom Vacation Rental Condo in Boston
Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 3
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
$1645 - $1645 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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3 bedroom Vacation Rental Villa in West dennis
Villa: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: West dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1400.00 Clean and cute home less than 1 mile to popular South Village and West Dennis beaches. Located on a quiet street, ...
Rates
$700 - $1400 week


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5 bedroom Vacation Rental Home in Harwich Port
Home: 5 Bedroom, 3 Bathroom, Sleeps 10
Location: Harwich Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $5500. Highly sought after Harwich Port neighborhood, just minutes from Allen Harbor Yatch Club. This 5 bedroom, 3 bathroom ...
Rates
$3900 - $5500 week


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1 bedroom Vacation Rental Condo in Dennis Port
Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1125. NEW HARDWOOD FLOORS AND FRESH PAINT. This is the largest condo end unit at the Del Ray Beach Club! Interior featu...
Rates
$625 - $1125 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: $1395.00 Lovely ranch home that is well maintained by owners. Warm and charming decor throughout. Hardwood floors in livi...
Rates
$1300 - $1395 week


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2 bedroom Vacation Rental Cottage in Dennis Port
Cottage: 2 Bedroom, .5 Bathroom, Sleeps 4
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1000 Renovated charming cottage on a quiet dead end street with 4x10 patio, ceiling fans, cable, TV, VCR, DVD, microwave,...
Rates
$700 - $1000 week


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3 bedroom Vacation Rental Home in West Dennis
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1250.00. One half of a duplex home with TV, Wifi, VCR/DVD, microwave, toaster,2 fans, ceiling fan, drip coffee pot, iron,...
Rates
$625 - $1250 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 $795. New to our 2015 inventory. Affordable, cozy 2 bedroom cottage with seperate dining area, wood floors, open floor plan...
Rates
$500 - $795 week


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4 bedroom Vacation Rental Home in West Harwich
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: West Harwich, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $3300.00. Gracious riverside home with spectacular views of Herring River and Nantucket Sound across the salt water marsh ...
Rates
$2800 - $3300 week


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3 bedroom Vacation Rental Home in South Yarmouth
Home: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: South Yarmouth, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1900. ANOTHER SUNDAY TO SUNDAY RENTAL. PONDFRONT! Spacious 3 bedroom 2.5 bathroom home backing up to Long Pond.. Updated ki...
Rates
$1300 - $1900 week


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4 bedroom Vacation Rental Home in West Dennis
Home: 4 Bedroom, 3 Bathroom, Sleeps 10
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $5000. NEW TO OUR 2015 INVENTORY!!! RIGHT ACROSS FROM WEST DENNIS BEACH and West Dennis Yacht Club!!! GORGEOUS PANORAMIC V...
Rates
$1995 - $5000 week


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1 bedroom Vacation Rental Apartment in Gloucester
Apartment: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Gloucester, Massachusetts, United States
Description: Good Harbor Beach! Friday to Friday rental! Step out the door, walk over the Good Harbor Beach footbridge and you are on one of Gloucester?s most h...
Rates
$1275 - $1403 week


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2 bedroom Vacation Rental Home in West Dennis
Home: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1350.00. Lovely professionally landscaped 2 bedroom home on quiet street. About one mile to West Dennis Public beach. Ame...
Rates
$1350 - $1350 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 $1495. Replacement wood floors and new living room furniture along with recently painted bedrooms and new bedding. Less tha...
Rates
$1350 - $1495 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 $825. Cozy 2 bedroom cottage. Features include lofted ceiling w/skylight in living room, cable TV, DVD, Wifi, ceiling fan a...
Rates
$600 - $825 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 $1050. Lovely ranch home with screened in porch. 8/10 mile to Haigis Beach in Dennisport. Cable TV, DVD, VCR, Wifi, window...
Rates
$850 - $1050 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 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $900.00. This pleasant two bedroom cottage is nestled on a lightly travelled dirt lane just a short walk to Swan River for c...
Rates
$500 - $900 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 $2700. Amazing pond views and unforgettable sunsets from all levels of this beautiful home. Expansive decks for outdoor ent...
Rates
$1200 - $2700 week


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