Old-Fashioned Fun in Orleans

Orleans Vacation Rentals, Orleans Apartments, Condos, Cottages, Studios, Townhomes, Houses & Estates

Orleans, Massachusetts, once a quaint fishing and whaling village, has evolved into one of the most welcoming resort towns on the East Coast. It’s no wonder Northeasterners flock to vacation there, year after year. For your next vacation, why not experience Orleans, Cape Cod like a local and stay in an Orleans vacation rental with your group? Homes range from slick apartments to waterfront estates and complement most itineraries. Travel alone or bring the family – either way you’re sure to have a relaxing time in an easy-paced setting.

Plan a fishing vacation on the Cape during the warmer months. Reserve a waterfront cottage on Pilgrim Lake with its own dock and boat slip. Grill what you catch at home and have plenty of money left over to spend at the local antique stores and crafts shops in town. Or consider a golfing vacation in Orleans. Round up your most swingin’ buddies and chip in on a modern townhome located on the green of an executive golf course. Practice your line drive during the day, then at night, watch the pros do it better on your rental’s 50" TV screen.

Orleans is a great place to soak up some New England culture. Catch the Pops in the Park during the summer, a free annual show that locals look forward to all year. Or take the kids to the French Cable Museum for an educational experience they’ll think is fun. Ride bicycles on the famous Cape Cod Rail Trail for another perspective of beautiful Cape Cod, the settle back at your vacation home for a relaxing night in front of a cozy fire. You’ll soon discover that those in the know prefer staying in Orleans vacation homes, so book now!

There are additional vacation properties that the Cape Cod peninsula has to offer. To increase your search selection of Cape Cod vacation rentals consider checking out following rental options: Dennis MA vacation rentals, Bourne area vacation homes, Chatham homes, Eastham beach rentals, lodging in Falmouth MA, Harwich rentals, Provincetown condo rental, vacation lodging in Truro MA, Wellfleet cottages, or vacation beach rentals in Yarmouth.



Orleans Massachusetts Beach Rentals

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Orleans - Nauset Beach is only one mile away - Large Deck and Yard-Winter Rental — Property 163899

  • House
  • 2 bedrooms, sleeps 6
  • 1 bathroom
  • beach, village
  • air-conditioning
Rates per property (USD)
$1,000 - $1,200/week
$1,000/month

Spacious, Elegant Home with Gorgeous Water Views — Property 130214

  • House
  • 4 bedrooms, sleeps 9
  • 3 bathrooms
  • beach, near the ocean
  • washing machine
Rates per property (USD)
$3,500 - $4,500/week

Brand new 2+ bedroom townhome in East Orleans — Property 179760

  • Townhome
  • 2 bedrooms, sleeps 6
  • 2 bathrooms, 1 half bath
  • near the ocean, village
  • air-conditioning
Rates per property (USD)
$2,000 - $2,400/week

Stunning and New and Perfect For Two.....Families — Property 185670

  • House
  • 5 bedrooms, sleeps 11
  • 3 bathrooms, 1 half bath
  • beach, village
  • air-conditioning
Rates per property (USD)
$4,800/week

PRICE REDUCED! 500 yds from Nauset Beach, Beautiful Contemporary Cape — Property 143453

  • House
  • 3 bedrooms, sleeps 10
  • 1 bathroom, 2 half baths
  • beach, near the ocean
  • air-conditioning
Rates per property (USD)
$2,300/week
SPECIAL OFFER! Weekly rental rate reduced 10% August 30 - September 13

Traditional Cape on Beautiful Pleasant Bay — Property 105219

  • House
  • 3 bedrooms, sleeps 6
  • 2 bathrooms
  • beach, near the ocean
  • washing machine
Rates per property (USD)
$2,500 - $2,800/week

Romantic Pool-side Cottage on 5 Acre Estate Setting — Property 152047

  • Cottage
  • 1 bedroom, sleeps 3
  • 1 bathroom
  • near the ocean, rural
  • swimming pool
Rates per property (USD)
$175/night
$900 - $1,400/week
SPECIAL OFFER! First Summer Season Special August 16 - August 23

Executive 11 room Luxury boat home on the water. Handicap access, Heated pool — Property 164691

  • House
  • 7 bedrooms, sleeps 18
  • 6 bathrooms, 1 half bath
  • near the ocean, waterfront
  • swimming pool
Rates per property (USD)
$1,250 - $1,750/night
$9,000 - $15,000/week

Ocean Front! Luxury Home! on Nauset Heights — Property 105227

  • House
  • 4 bedrooms, sleeps 10
  • 3 bathrooms, 1 half bath
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$700/night
$4,000 - $8,000/week
$17,000/month

Cottage Near Nauset Beach — Property 112771

  • House
  • 2 bedrooms, sleeps 5
  • 1 bathroom
  • beach, near the ocean
  • washing machine
Rates per property (USD)
$500 - $1,100/week

Skaket Beach — Property 135804

  • House
  • 3 bedrooms, sleeps 7
  • 2 bathrooms
  • beach, near the ocean
  • washing machine
Rates per property (USD)
$1,600 - $2,200/week

Nauset Beachfront Private Residence — Property 116582

  • House
  • 4 bedrooms, sleeps 9
  • 3 bathrooms
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$2,950/week

On Breathtaking Nauset Beach Waterfront Home — Property 183934

  • House
  • 6 bedrooms, sleeps 12
  • 3 bathrooms
  • beach, waterfront
  • air-conditioning
Rates per property (USD)
$4,000 - $6,500/week
$22,000/month

East Orleans Arts & Crafts Style Home — Property 147652

  • House
  • 5 bedrooms, sleeps 10
  • 2 bathrooms
  • beach, near the ocean
  • washing machine
Rates per property (USD)
$300/night
$1,900 - $2,400/week

Cape Cod Private Home, Nausett Beach Nearby — Property 165010

  • House
  • 3 bedrooms, sleeps 8
  • 1 bathroom
  • beach, near the ocean
  • tennis
Rates per property (USD)
$995 - $1,495/week
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