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Massachusetts Holiday Rentals

338 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 338
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3 bedroom Vacation Rental Apartment in Gloucester
Apartment: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Gloucester, Massachusetts, United States
Description: 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 the pic... Learn More
Rates
$300 - $450 night
$1550 - $2000 week


Non Smoking


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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: $800.00. This two-bedroom cottage is bright, clean, and cute as a button! Perfect getaway for a small family. Over 1/2 mil... Learn More
Rates
$650 - $800 week


Non Smoking


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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 $1700. This one level home offers an eat in kitchen and hardwood floors throughout. Roomy bedrooms with good closet space a... Learn More
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2 bedroom Vacation Rental Condo in Boston
Condo: 2 Bedroom, 3 Bathroom, Sleeps 6
Location: Boston, Massachusetts, United States
Description: SAWYER ON JONES HILL Savin Hill - UMass Boston - Minutes from South End The Sawyer is what most travelers wish to find and rarely do. The Sawyer ... Learn More
Rates
$150 - $667 night
$950 - $1875 week


Non Smoking   High-Speed Internet


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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 ... Learn More
Rates
$120 - $600 night
$800 - $1500 week


Pet Friendly   Non Smoking   High-Speed Internet


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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... Learn More
Rates
$1000 - $3200 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: 2014 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 ... Learn More
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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 $7000.00. Enjoy the breathtaking beauty of Oceanfront living from this lovely tri level home. Awaken to the sound of waves... Learn More
Rates
$7000 - $7000 week


Non Smoking


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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... Learn More
Rates
$225 - $350 night


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4 bedroom Vacation Rental Home in Dennis Port
Home: 4 Bedroom, 2 Bathroom, Sleeps 11
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $2450.00. Wonderful home with oversized deck. Last house on a dead end street with a shared private beach. Home offers 3 ... Learn More
Rates
$1600 - $2450 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 ... Learn More
Rates
$2200 - $2950 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in Truro
Home: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: Truro, Massachusetts, United States
Description: Our Cape Cod vacation rental homes are located near the beach—about 2 miles from Cape Cod Bay and 2.5 miles from ocean beaches—on a secluded, two-a... Learn More
Rates
$700 - $3500 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: 2014 PRIME SEASON RATE: $2795 RENOVATED OCEANFRONT HOME! If you are looking for a bright and cheerful oceanfront location, look no further! This ... Learn More
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4 bedroom Vacation Rental Home in West Dennis
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE IS $2000.00 Inviting, well appointed home with large fenced yard complete with bocce court and basketball hoop. Ample room ... Learn More
Rates
$1000 - $2000 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 $1300.00 Nicely maintained 2 story home with side patio. Home offers 3 TV's, cable, WiFi, VCR, DVD, washer dryer, dishwashe... Learn More
Rates
$1300 - $1300 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:$1075. Charming well-maintained home with deck & patio less than .5 mile to Glendon beach. Owner has done a makeover of the... Learn More
Rates
$600 - $1075 week


Non Smoking


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3 bedroom Vacation Rental Home in South Dennis
Home: 3 Bedroom, 1 Bathroom, Sleeps 5
Location: South Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1075.00 Adorable home centrally located between the north and south side beaches. Drop your fishing line in at Kelly's ... Learn More
Rates
$750 - $1075 week


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2 bedroom Vacation Rental Home in Dennis Port
Home: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $1650. Start your Cape Cod vacation in this immaculate home just a 5 minute walk to popular Hagis Beach. With its bright a... Learn More
Rates
$1450 - $1650 week


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5 bedroom Vacation Rental Villa in West Dennis
Villa: 5 Bedroom, 3 Bathroom, Sleeps 10
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $2495. Well maintained split level home in a great location. 1/2 mile walk to South Village Beach. Home has a great yard ... Learn More
Rates
$1795 - $2495 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in Dennis Port
Home: 3 Bedroom, 1 Bathroom, Sleeps 7
Location: Dennis Port, Massachusetts, United States
Description: 2015 PRIME SEASON RATE: $1400.00 Comfortable home less than 1/2 mile to Glendon Beach. Home offers an eat-in kitchen with dishwasher, stack washer... Learn More
Rates
$775 - $1400 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: 2014 PRIME SEASON RATE: $930. Renovated charming cottage on a quiet dead end street with 4x10 patio, ceiling fans, cable, TV, VCR, DVD, microwave,... Learn More
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Non Smoking


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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 $1600. This charming, well cared for cottage is a short 3/10's of a mile to Sea Street beach. Beautiful wood panelled walls... Learn More
Rates
$1000 - $1600 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in West Dennis
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: West Dennis, Massachusetts, United States
Description: 2015 PRIME SEASON RATE $2300.00. Modern two story colonial saltbox .4 miles to West Dennis Beach. Enclosed screened porch and deck with gas grill, ... Learn More
Rates
$1800 - $2300 week


Non Smoking   High-Speed Internet


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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: $3395.00 This oceanfront property has incredible views from the roof top deck, some excellent and some partially obstruct... Learn More
Rates
$1000 - $3395 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in Yarmouth Port
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: Yarmouth Port, Massachusetts, United States
Description: 2014 PRIME SEASON RATE $2100.00. Pond front home in quiet residential area with spectacular views of pond and beautiful sunsets from oversized deck... Learn More
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Listings 1 - 25 of 338
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