Massachusetts Holiday Rentals
367 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.
Select a location to narrow your vacation rental search or browse listings below:
Massachusetts Top Cities
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1150.00 Ranch home with screened sunporch just 7/10 miles to Dennisport beaches. Eat in Kitchen with new pergo flooring.... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1150.00 Ranch home with screened sunporch just 7/10 miles to Dennisport beaches. Eat in Kitchen with new pergo flooring.... Learn More
Rates
$650 - $1150 week
$650 - $1150 week
Featured
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Manchester, Massachusetts, United States
Description: In Town by the Sea is a quaint getaway right in the heart of downtown Manchester by the Sea. This one bedroom hidden gem is tucked back off of Unio... Learn More
Location: Manchester, Massachusetts, United States
Description: In Town by the Sea is a quaint getaway right in the heart of downtown Manchester by the Sea. This one bedroom hidden gem is tucked back off of Unio... Learn More
Rates
$1000 - $1000 week
$1000 - $1000 week
Featured
Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE IS $1495. This well maintained home sits on the end of a quiet dead end street and has a large private rear yard. The inte... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE IS $1495. This well maintained home sits on the end of a quiet dead end street and has a large private rear yard. The inte... Learn More
Rates
$800 - $1495 week
$800 - $1495 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Rockport, Massachusetts, United States
Description: This 3 bed/two bath historically significant home is just outside of the village of Rockport and a short walk to Old Garden Beach, the Atlantic Pat... Learn More
Location: Rockport, Massachusetts, United States
Description: This 3 bed/two bath historically significant home is just outside of the village of Rockport and a short walk to Old Garden Beach, the Atlantic Pat... Learn More
Rates
$1200 - $1800 week
$1200 - $1800 week
Featured
Home:
5 Bedroom, 3 Bathroom, Sleeps 10
Location: Chatham, Massachusetts, United States
Description: Only a few prime summer weeks remain. Hurry! Like new Chatham vacation home. 5 bedrooms. Only 2 blocks to Cape Cod bike path. Walk to large, clean... Learn More
Location: Chatham, Massachusetts, United States
Description: Only a few prime summer weeks remain. Hurry! Like new Chatham vacation home. 5 bedrooms. Only 2 blocks to Cape Cod bike path. Walk to large, clean... Learn More
Rates
$225 - $375 night
$1200 - $3200 week
$225 - $375 night
$1200 - $3200 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 7
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $3300.00. Classic, charming and spacious Cape Cod home with large living room, dining room and 2 great porches - one from wh... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $3300.00. Classic, charming and spacious Cape Cod home with large living room, dining room and 2 great porches - one from wh... Learn More
Rates
$3300 - $3300 week
$3300 - $3300 week
Cottage:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $740.00 Cozy cottage one half mile to Haigis beach in Dennisport. House is located on a quiet street and sits on a shaded l... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $740.00 Cozy cottage one half mile to Haigis beach in Dennisport. House is located on a quiet street and sits on a shaded l... Learn More
Rates
$500 - $740 week
$500 - $740 week
Cottage:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Provincetown, Massachusetts, United States
Description: 1 Bedroom, Living Room, Kitchen, Bathroom, Deck, loft for storage..a few hundred yards to the beach Cape Cod Bay...Dunes.. Minutes to downtown. Shu... Learn More
Location: Provincetown, Massachusetts, United States
Description: 1 Bedroom, Living Room, Kitchen, Bathroom, Deck, loft for storage..a few hundred yards to the beach Cape Cod Bay...Dunes.. Minutes to downtown. Shu... Learn More
Rates
$450 - $900 week
$450 - $900 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $4500.00. Oceanfront contemporary split level home with a shared private ocean beach maintained daily by owner. Lower leve... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $4500.00. Oceanfront contemporary split level home with a shared private ocean beach maintained daily by owner. Lower leve... Learn More
Rates
$2300 - $4500 week
$2300 - $4500 week
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
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 - $2900 week
$2200 - $2900 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Marshfield, Massachusetts, United States
Description: Walk out the rear slider of this 2 story house and onto the sand ! 3 bedrooms plus a loft and 2 bathrooms make this place nice; the EXTRA kitchen... Learn More
Location: Marshfield, Massachusetts, United States
Description: Walk out the rear slider of this 2 story house and onto the sand ! 3 bedrooms plus a loft and 2 bathrooms make this place nice; the EXTRA kitchen... Learn More
Rates
$249 - $389 night
$400 - $2700 week
$249 - $389 night
$400 - $2700 week
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
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
$700 - $3500 week
Cottage:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $925.00 Cute and tidy cottage with wrap around deck Just .5 mile to Haigis beach. No oven. Stovetop and microwave only. ... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $925.00 Cute and tidy cottage with wrap around deck Just .5 mile to Haigis beach. No oven. Stovetop and microwave only. ... Learn More
Rates
$500 - $925 week
$500 - $925 week
Cottage:
3 Bedroom, 1 Bathroom, Sleeps 5
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $1200.00. Charming well maintained cottage close to Sea Street beach. Rencently updated living room. Sunny, small front de... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $1200.00. Charming well maintained cottage close to Sea Street beach. Rencently updated living room. Sunny, small front de... Learn More
Rates
$1200 - $1200 week
$1200 - $1200 week
Villa:
5 Bedroom, 2 Bathroom, Sleeps 10
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $2200.00. Large 5 bedroom antique home with 2 decks, WIFI, TV, DVD, cable, washer, dryer , clothesline, dishwasher, microwa... Learn More
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $2200.00. Large 5 bedroom antique home with 2 decks, WIFI, TV, DVD, cable, washer, dryer , clothesline, dishwasher, microwa... Learn More
Rates
$1100 - $2200 week
$1100 - $2200 week
Villa:
4 Bedroom, 3 Bathroom, Sleeps 11
Location: Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $2850. Unwind on this beautiful 1.4 acre Scargo Lake water front property. Swim, canoe and fish in the wonderful fresh water... Learn More
Location: Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $2850. Unwind on this beautiful 1.4 acre Scargo Lake water front property. Swim, canoe and fish in the wonderful fresh water... Learn More
Rates
$2250 - $2850 week
$2250 - $2850 week
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1250.00 Incredibly clean, well maintained, and affordable three bedroom property with fantastic outdoor patio. This home ... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1250.00 Incredibly clean, well maintained, and affordable three bedroom property with fantastic outdoor patio. This home ... Learn More
Rates
$650 - $1250 week
$650 - $1250 week
Home:
2 Bedroom, 1 Bathroom, Sleeps 5
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1000.00. Ranch home with an eat in kitchen, patio and a screened porch. Just .5 mile to Glendon Rd Beach on Nantucket S... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1000.00. Ranch home with an eat in kitchen, patio and a screened porch. Just .5 mile to Glendon Rd Beach on Nantucket S... Learn More
Rates
$500 - $1000 week
$500 - $1000 week
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1300. Pleasant three bedroom home near Haigis Beach. Nice sun porch and a 14’x24’ rear deck with gas grill. Window A/Cs ... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1300. Pleasant three bedroom home near Haigis Beach. Nice sun porch and a 14’x24’ rear deck with gas grill. Window A/Cs ... Learn More
Rates
$800 - $1300 week
$800 - $1300 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $1300.00. Sit by a river and find peace in the rhythm of the Earth. Come enjoy Cape Cod in this 3 bedroom, 2 bath home on a ... Learn More
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $1300.00. Sit by a river and find peace in the rhythm of the Earth. Come enjoy Cape Cod in this 3 bedroom, 2 bath home on a ... Learn More
Rates
$650 - $1300 week
$650 - $1300 week
Home:
5 Bedroom, 3 Bathroom, Sleeps 10
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE IS $3600 PER WEEK. Spacious two story home just one tenth mile to Glendon beach in Dennisport. Home has a large all season... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE IS $3600 PER WEEK. Spacious two story home just one tenth mile to Glendon beach in Dennisport. Home has a large all season... Learn More
Rates
$2000 - $3600 week
$2000 - $3600 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $2500. NEW TO OUR INVENTORY! Amazing pond views and unforgettable sunsets from all levels of this beautiful home. Expansi... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $2500. NEW TO OUR INVENTORY! Amazing pond views and unforgettable sunsets from all levels of this beautiful home. Expansi... Learn More
Rates
$1200 - $2500 week
$1200 - $2500 week
Cottage:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $1850. 3 bedroom cottage just .2 mile to Raycroft Beach. Large 3 season screened porch on front of the house. New blue sla... Learn More
Location: Dennis Port, Massachusetts, United States
Description: 2013 PRIME SEASON RATE $1850. 3 bedroom cottage just .2 mile to Raycroft Beach. Large 3 season screened porch on front of the house. New blue sla... Learn More
Rates
$700 - $1850 week
$700 - $1850 week
Home:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $975.00 Three bedroom ranch home with eat-in-kitchen and an enclosed porch. Includes cable, TV, broadband internet, washer... Learn More
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $975.00 Three bedroom ranch home with eat-in-kitchen and an enclosed porch. Includes cable, TV, broadband internet, washer... Learn More
Rates
$650 - $975 week
$650 - $975 week
Villa:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1000.00 Clean and cute home less than 1 mile to popular South Village and West Dennis beaches. Located on a quiet street, ... Learn More
Location: West Dennis, Massachusetts, United States
Description: 2013 PRIME SEASON RATE: $1000.00 Clean and cute home less than 1 mile to popular South Village and West Dennis beaches. Located on a quiet street, ... Learn More
Rates
$600 - $1000 week
$600 - $1000 week
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