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Massachusetts Vacation Rentals

340 Massachusetts Vacation 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 340
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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 $1600 This gently used and well maintained home offers beautiful, shining hardwood floors. Galley kitchen with breakfast b...
Rates
$700 - $1600 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 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 West Dennis
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1495.00 Duplex home with front & rear decks just 200 yards to shared private beach at end of road. If you take both sides ...
Rates
$750 - $1495 week


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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


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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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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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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 Home in West Dennis
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $2800 RENOVATED OCEANFRONT HOME! If you are looking for a bright and cheerful oceanfront location, look no further! This ...
Rates
$2400 - $2800 week


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4 bedroom Vacation Rental Home in Dennis Port - Ocean View
Home: 4 Bedroom, 2 Bathroom, Sleeps 10
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $4550. This large Cape is a barefoot stroll from a shared private beach. Enjoy ocean views on the three season sun room or ...
Rates
$2000 - $4550 week


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2 bedroom Vacation Rental Condo in Dennis Port
Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1050.00 Light and bright end unit condo with newer furnishings just .3 mile to Depot Street beach in Dennis Port. TV, cab...
Rates
$1050 - $1050 week


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3 bedroom Vacation Rental Home in Dennis Port
Home: 3 Bedroom, 4 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2014 PRIME SEASON RATE $2250. This pristine rental property located less than 1 mile to Sea Street beach features a designer kitchen with corian c...
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4 bedroom Vacation Rental Home in West Dennis
Home: 4 Bedroom, 1 Bathroom, Sleeps 8
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $2100.00 Four bedroom waterfront home directly on Kelley’s Pond! Enjoy beautiful views from the large private deck or at...
Rates
$1400 - $2100 week


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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


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2 bedroom Vacation Rental Villa in West Dennis
Villa: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1300. Lovely well maintained two bedroom house on a quiet street. Less than 1 mile to popular South Village beach. Nicely ...
Rates
$800 - $1300 week


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2 bedroom Vacation Rental Home in Dennis Port
Home: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $950. This 2 bedroom duplex is available to rent on its own or rent both sides and invite the whole family! Only 1/2 mile t...
Rates
$650 - $950 week


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3 bedroom Vacation Rental Villa in West Dennis
Villa: 3 Bedroom, 2.5 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $3000. This lovely, charming upside down beach house (bedrooms down/living up) duplex is only 150 feet from popular South V...
Rates
$2000 - $3000 week


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3 bedroom Vacation Rental Home in West Dennis
Home: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1500. Just 1/2 mile walk to West Dennis Public Beach. Some views of Kelly's Pond from the porch. A second porch area acts...
Rates
$1200 - $1500 week


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4 bedroom Vacation Rental Home in South Dennis
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: South Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $3500. PRIVATE POOL AND WATER VIEWS! This 4 bedroom, 2 bath home is what you have been waiting for! Updated furnishings,...
Rates
$2000 - $3500 week


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4 bedroom Vacation Rental Home in Dennis Port
Home: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $3000. Newly built contemporary cape, meticulously maintained inside and out. Enjoy relaxing summer moments on the front fa...
Rates
$2000 - $3000 week


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2 bedroom Vacation Rental Cottage in West Dennis
Cottage: 2 Bedroom, 1 Bathroom, Sleeps 5
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $995. Cute and cozy describes this two bedroom well maintained West Dennis cottage located on an unpaved lane. Nice screene...
Rates
$600 - $995 week


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2 bedroom Vacation Rental Home in Dennis Port
Home: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1250. GEORGEOUS VIEWS OF THE SWAN RIVER. This home is situated right off of the Swan River. Choose to enjoy the river vie...
Rates
$800 - $1250 week


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3 bedroom Vacation Rental Home in South Dennis
Home: 3 Bedroom, 1 Bathroom, Sleeps 6
Location: South Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1300. Another new north side location wtih central AC. This three bedroom, one bathroom home is a quick drive to Mayflowe...
Rates
$800 - $1300 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: 2014 PRIME SEASON RATE $1225.00. Ranch style home conveniently located to Dennis Port Center. Home features deck, wifi, one portable a/c, TV, cable...
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1 bedroom Vacation Rental Cottage in Dennis Port
Cottage: 1 Bedroom, 1 Bathroom, Sleeps 3
Location: Dennis Port, Massachusetts, United States
Description: 2015 Prime Season Rate $925. Adorable, cozy and well maintained one bedroom cottage just steps to Sea Street Beach. Updated kitchen and bathroom...
Rates
$650 - $925 week


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