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Holiday Lettings
> North America
> United States
> Massachusetts
> Cape Cod
> Houses and Cottages in Orleans

Houses in Orleans and Cottages – Holiday Lettings - Holiday Rentals Orleans

Price per night

£1 £750 -

Bedrooms

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  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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264 Holiday homes

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Orleans ski home to rent.

Orleans house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from £175 / night

£1,226 / week

1 / 28

Home rental in Orleans

Orleans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £305 / night

£2,135 / week

1 / 29

Home rental in Orleans

Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £337 / night

£2,353 / week

1 / 30

Ski home to rent in Orleans

Orleans house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £302 / night

£2,112 / week

1 / 30

Holiday home in Orleans

Orleans house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 26

from £2,579 / night

£18,047 / week

1 / 30

Holiday home in Orleans

Orleans house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £251 / night

£1,755 / week

1 / 24

Orleans holiday home rental

Orleans house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

from £1,395 / night

£9,763 / week

1 / 30

Orleans ski home to rent.

Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £551 / night

£3,855 / week

1 / 15

Home rental in Orleans

Orleans house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £922 / night

£6,449 / week

1 / 30

Orleans holiday cottage rental

Orleans cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £554 / night

£3,878 / week

1 / 30

Orleans ski home to rent.

Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £264 / night

£1,847 / week

1 / 20

Holiday home in Orleans

Orleans house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £254 / night

£1,772 / week

1 / 15

Orleans ski home to rent.

Orleans house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £812 / night

£5,684 / week

1 / 30

Holiday cottage in Orleans

Orleans cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £235 / night

£1,646 / week

1 / 27

Orleans ski cottage to rent.

Orleans cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £235 / night

£1,640 / week

1 / 30

Orleans ski apartment to rent.

Orleans apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £194 / night

£1,358 / week

1 / 25

Home rental in Orleans

Orleans house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £291 / night

£2,037 / week

1 / 26

Holiday home in Orleans

Orleans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £242 / night

£1,692 / week

1 / 30

Orleans holiday home rental

Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £242 / night

£1,692 / week

1 / 16

Orleans holiday apartment rental

Orleans apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £378 / night

£2,641 / week

1 / 12

Holiday apartment rental

Orleans apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £375 / night

£2,624 / week

1 / 12

Holiday home in Orleans

Orleans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £244 / night

£1,709 / week

1 / 29

Home rental in Orleans

Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £408 / night

£2,854 / week

1 / 13

Holiday home in Orleans

Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £616 / night

£4,309 / week

1 / 30

Holiday home in Orleans

Orleans house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £309 / night

£2,164 / week

1 / 13

Holiday home in Orleans

Orleans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £340 / night

£2,376 / week

1 / 24

Orleans holiday cottage rental

Orleans cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £239 / night

£1,669 / week

1 / 13

Ski home to rent in Orleans

Orleans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £349 / night

£2,440 / week

1 / 26

Holiday home in Orleans

Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £372 / night

£2,601 / week

1 / 30

Ski home to rent in Orleans

Orleans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £211 / night

£1,473 / week

1 / 9

Holiday home in Orleans

Orleans house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £379 / night

£2,653 / week

1 / 30

Holiday condo letting

Orleans condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £367 / night

£2,566 / week

1 / 20

Orleans holiday cottage rental

Orleans cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £722 / night

£5,052 / week

1 / 30

Holiday home in Orleans

Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £542 / night

£3,792 / week

1 / 30

Holiday cottage in Orleans

Orleans cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £341 / night

£2,382 / week

1 / 19

Orleans holiday home rental

Orleans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £180 / night

£1,255 / week

1 / 30

Orleans holiday home rental

Orleans house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from £229 / night

£1,600 / week

1 / 30

Orleans ski home to rent.

Orleans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £294 / night

£2,054 / week

1 / 25

Holiday home in Orleans

Orleans house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £300 / night

£2,094 / week

1 / 26

Holiday home in Orleans

Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £376 / night

£2,630 / week

1 / 30

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Orleans holidays

Known for its whaling and fishing heritage, Cape Cod is a beautiful coastal stretch of grassy dunes, marshland, quaint villages, rocky promontories, and refuge areas for migratory birds, seals, and other wildlife. The area around Orleans offers many attractions for visitors, even during the heart of the New England winter. The romance and history of this place rival its appeal as a beachy family holiday destination. With its museums, historical sites, world-class seafood restaurants, and charming shopping districts, Cape Cod offers everything you're looking for in a holiday. While you are here, tour the restored lighthouses, explore the bird refuges and national parks, relax in a spa, go tidepooling, build a sandcastle, and read a paperback on the beach.

Here are a few additional suggestions of things to do in the area:

  • Take a whale watching tour: Experience a close encounter with marine animals in their natural habitat. Many of the best dolphin and whale watching excursions leave from the Harbor in Provincetown.
  • Visit Young's Fish Market: Located in the heart of Orleans, Young's Fish Market offers some of the best and freshest seafood you'll find anywhere in the country.
  • Explore the Cape Cod Rail Trail: Hike, bike, and stop to enjoy the delicious restaurants along the 25 mile Cape Cod railroad turned hiking trail between Dennis and Wellfleet.
  • Take an evening boat tour: Watch the sunset from the deck of the Schooner Bay Lady II, or rent a boat from Provincetown Harbor and be your own tour guide.
  • Explore the museums and gardens of Sandwich: Visit the art and history museums or stroll the 70 acres of beautiful gardens at the Heritage Park in Sandwich.
  • See a live music performance at the Cape Cod Melody Tent in Hyannis: This venue is a wonderfully intimate way to experience live music during the summer.

Plan your family reunion in Orleans or come here for a secluded romantic getaway. No matter what time of year you intend to arrive in Orleans, you'll easily be able to find a holiday rental that meets your needs. Reserve a beach house on the coast with views of the Atlantic Ocean, or find a stylish condo or apartment close to Cape Cod Bay.

Also consider