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Vacation Rentals in Orleans Massachusetts


Number of Guests
Bedrooms
Bathrooms
Price Range
Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible
Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Disney
  Family Vacations
  Fishing
  Deep Sea Fishing
  Fly Fishing
  For Sale
  Golfing
  Group and Reunion
  Hang Gliding
  Hiking
  Honeymoon
  Horseback Riding
  Hunting
  Kayaking
  Lake
  LegoLand
  Mountain Biking
  Nightclub and Disco
  Over 55 Community
  Rental Exchange
  Sailing
  Scuba Diving
  Skiing
  State National Parks
  Cross Country Skiing
  Snowmobiling
  Spa
  Specials
  Surfing
  Theatre
  Ultra Luxury
  Wedding
  White Water Rafting
  Wind Surfing
  Wineries and Vineyards
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Orleans Area Destinations


Southern Rentals and Real Estate


Find a Manager for Your Rental Property

The Vacation Rentals listed below are represented by Professional Property Management Companies who know the Orleans area and have access to several properties.

These property managers provide local hospitality, additional services, and the very best in rates and availability while managing properties that are safe for you and your family. They will assist you in finding the right vacation rental for your vacation.

Map of Orleans
Sorted by
DELORL-41
Cape Cod vacation rental with 4 bedrooms and a short walk to Nauset Beach or the village in East Orleans
$2,500/week
Home in Orleans Massachusetts
4 Beds • 3 Full Baths • Sleeps 8
Beach Road Properties
POSORL-154
$3,200/week
Home in Orleans Massachusetts
4 Beds • 2 Full Baths • Sleeps 8
Beach Road Properties
STAORL-171
$2,800/week
Home in Orleans Massachusetts
3 Beds • 3 Full Baths • Sleeps 10
Beach Road Properties
BUDORL-25
Cape Cod vacation home with 3 bedrooms and close to Nauset Beach
$1,200/week
Home in Orleans Massachusetts
3 Beds • 1 Full Bath • Sleeps 6
Beach Road Properties
BROORL-19
Perfect vacation home in Cape Cod with 2 bedrooms sleeps 8 close to private neighborhood beach
$1,500/week
Home in South Orleans Massachusetts
2 Beds • 1 Full Bath • Sleeps 8
Beach Road Properties
FIRORL-61
Cape Cod 4 bedroom vacation rental home in South Orleans steps to private beach
$1,800/week
Home in Orleans Massachusetts
4 Beds • 2 Full Baths • Sleeps 8
Beach Road Properties
HEWORL-97
$1,800/week
Home in Orleans Massachusetts
4 Beds • 1 Full Bath • Sleeps 7
Beach Road Properties
MINORL-131
$2,200/week
Home in Orleans Massachusetts
3 Beds • 2 Full Baths • Sleeps 7
Beach Road Properties
MILORL-127
$2,000/week
Home in Orleans Massachusetts
3 Beds • 2 Full Baths • Sleeps 8
Beach Road Properties
VENORL-191
$1,200/week
Home in Orleans Massachusetts
3 Beds • 1 Full Bath • Sleeps 6
Beach Road Properties
SULORL-181
$2,800/week
Home in Orleans Massachusetts
4 Beds • 2 Full Baths • Sleeps 10
Beach Road Properties
HIC2ORL-104
$1,500/week
Home in Orleans Massachusetts
3 Beds • 1 Full Bath • Sleeps 6
Beach Road Properties
TICORL-184
Cape Cod 3 bedroom vacation home rental on the ocean
$3,900/week
Home in Orleans Massachusetts
3 Beds • 2 Full Baths • Sleeps 6
Beach Road Properties
WAXORL-197
$1,000/week
Home in Orleans Massachusetts
3 Beds • 1 Full Bath • Sleeps 6
Beach Road Properties
BARORL-10
Namskaket 3 bedroom vacation home in Cape Cod, MA walk to the beach
$2,500/week
Home in Namskaket Massachusetts
3 Beds • 1 Full Bath • Sleeps 6
Beach Road Properties
HAUORL-91
$5,000/week
Home in Orleans Massachusetts
4 Beds • 3 Full Baths • Sleeps 8
Beach Road Properties
COMORL-37
Cape Cod 5 bedroom vacation home for rent that sleeps 10
$2,700/week
Home in Orleans Massachusetts
5 Beds • 4 Full Baths • Sleeps 10
Beach Road Properties
AIYORL-1
Cape Cod 2 bedroom condo rental on Crystal Lake in East Orleans, MA sleeps 6
$1,500/week
Condo in Orleans Massachusetts
2 Beds • 1 Full Bath • Sleeps 6
Beach Road Properties
BOGORL-15
Pet Friendly Cape Cod vacation home for rent close to Nauset Beach
$1,400/week
Home in Nauset Beach Massachusetts
3 Beds • 2 Full Baths • Sleeps 6
Beach Road Properties
POLORL-149
$3,800/week
Home in Orleans Massachusetts
5 Beds • 4 Full Baths • Sleeps 10
Beach Road Properties
PATORL-145
$1,200/week
Apartment in Orleans Massachusetts
2 Beds • 1 Full Bath • Sleeps 4
Beach Road Properties
HIC1ORL-101
$1,700/week
Home in Orleans Massachusetts
3 Beds • 2 Full Baths • Sleeps 6
Beach Road Properties
REVORL-157
$3,200/week
Home in Orleans Massachusetts
5 Beds • 3 Full Baths • Sleeps 8
Beach Road Properties
SMIORL-164
$3,000/week
Home in Orleans Massachusetts
5 Beds • 3 Full Baths • Sleeps 11
Beach Road Properties
BAUORL-13
Cape Cod 4 bedroom vacation home in private wooded area close to private community beach in Orleans
$2,950/week
Home in South Orleans Massachusetts
4 Beds • 2 Full Baths • Sleeps 10
Beach Road Properties
FORORL-65
$2,100/week
Home in Orleans Massachusetts
4 Beds • 3 Full Baths • Sleeps 10
Beach Road Properties
GAVORL-67
$2,500/week
Home in Orleans Massachusetts
4 Beds • 2 Full Baths • Sleeps 10
Beach Road Properties

Where to stay around Orleans Massachusetts

Our October 2019 property listings offer a selection of 38 vacation rentals near Orleans. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Orleans for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Orleans?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Orleans:

  • Cape Cod: 477 vacation rentals
  • North Shore Boston and Merrimack Valley: 47 vacation rentals
  • Marthas Vineyard: 39 vacation rentals

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Orleans.


What are some fun things to do in Orleans?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Orleans. Some of the most popular places to visit while you're traveling in Orleans while on vacation are:

  • Orleans Town Recreation Department
  • Finch Skateboard Park
  • Orleans Parks & Beaches
  • Best Dog Park - Cape Cod
  • Town Cove - Orleans

There are many other points of interest around Orleans listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Orleans Massachusetts?

  • Leighton Rentals: 8 vacation rental properties
  • Beach Road Properties: 62 vacation rental properties
  • Hopper Real Estate Cape Cod: 0 vacation rental properties

Can I rent homes in Orleans?

Yes. Find Rentals has 37 homes available for rent in Orleans. Our other popular types of vacation rentals in Orleans include:

  • Townhouses
  • Condos
  • Apartments

Can I rent fishing rentals in Orleans?

Absolutely, Find Rentals has 41 fishing rentals in Orleans. You have also many other possibilities in Orleans area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Orleans?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.


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