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Orleans Vacation Rentals

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Finding Your Ideal Vacation Home in Picturesque Orleans, MA

With a scenic location tucked between the Atlantic Ocean and Cape Cod Bay, Orleans, MA, is situated at the convergence of three main highways, making it easy to arrive at this popular Cape Cod destination. Orleans boasts 2 pristine beaches, Skaket Beach along the bay, and Nauset Beach, flanking the ocean, as well as great fishing, fantastic surfing, and boogie boarding. You’ll find everything from hostels and cozy Airstream trailers, to condo rentals and beachfront house rentals in Orleans.

Save up to 43%

Best Vacation Home Deals Orleans

Apr. 29 - May 6

-21%

~~$926~~

$732 per night

House ∙ 14 guests ∙ 6 bedrooms

Charming Vacation Home in Orleans with Yard & Grill

Orleans, Orleans Town, Massachusetts, United States

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Jun. 10 - Jun. 17

-25%

~~$489~~

$365 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Orleans with Grill

4.9

"Excellent" (21 ratings)

Orleans, Orleans Town, Massachusetts, United States

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Mar. 18 - Mar. 25

-43%

~~$814~~

$462 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Orleans with Grill

4.6

"Outstanding" (14 ratings)

Orleans, Orleans Town, Massachusetts, United States

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611 amazing accommodations from 7 vacation rental websites can be compared in Orleans, from $147 per night. All of the accommodations from the different providers are immediately compared by the search engine so you can save up to 43%.

Book Vacation Rentals with the Highest User Rating

Top-Rated Offers and Accommodations Orleans

Feb. 11 - Feb. 18

$362 per night

House ∙ 6 guests ∙ 3 bedrooms

Nice Vacation Home in Eastham with Comfortable Patio

5.0

"Excellent" (71 ratings)

Orleans, Orleans Town, Massachusetts, United States

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Jul. 15 - Jul. 22

$760 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Orleans with Grill

5.0

"Excellent" (6 ratings)

Orleans, Orleans Town, Massachusetts, United States

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Feb. 11 - Feb. 18

-67%

~~$1,026~~

$341 per night

House ∙ 6 guests ∙ 2 bedrooms

House in Harwich Port with Private Patio

5.0

"Excellent" (1 rating)

Orleans, Orleans Town, Massachusetts, United States

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Recommended Vacation Rentals Orleans

Find your perfect vacation rental Orleans: from $147 per night

$317 per night

House ∙ 12 guests ∙ 4 bedrooms

House in Orleans with Automatic Pool

5.0

"Excellent" (44 ratings)

Orleans, Orleans Town, Massachusetts, United States

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$869 per night

House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Orleans with Grill

Orleans, Orleans Town, Massachusetts, United States

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$1,032 per night

House ∙ 12 guests ∙ 4 bedrooms

House in Orleans with Private Sauna + Partial Views

5.0

"Excellent" (60 ratings)

Orleans, Orleans Town, Massachusetts, United States

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$585 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Orleans with Yard & Grill + Unobstructed Views

5.0

"Excellent" (11 ratings)

Orleans, Orleans Town, Massachusetts, United States

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$646 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Orleans with Yard & Grill

Orleans, Orleans Town, Massachusetts, United States

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$358 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Orleans with Yard & Grill

4.5

"Outstanding" (16 ratings)

Orleans, Orleans Town, Massachusetts, United States

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$626 per night

House ∙ 8 guests ∙ 4 bedrooms

House in Orleans with Front Garden

Orleans, Orleans Town, Massachusetts, United States

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$611 per night

House ∙ 4 guests ∙ 3 bedrooms

Wonderful House in Orleans

Orleans, Orleans Town, Massachusetts, United States

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$351 per night

House ∙ 4 guests ∙ 2 bedrooms

Charming Vacation Home in Orleans with Grill + Scenic Views + Beach Nearby

5.0

"Excellent" (27 ratings)

Orleans, Orleans Town, Massachusetts, United States

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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Orleans

Aug. 5 - Aug. 12

$764 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Orleans with Grill & Yard

5.0

"Excellent" (89 ratings)

Orleans, Orleans Town, Massachusetts, United States

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Jul. 15 - Jul. 22

$1,671 per night

House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Orleans with Yard & Grill

5.0

"Excellent" (2 ratings)

Orleans, Orleans Town, Massachusetts, United States

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Feb. 11 - Feb. 18

$290 per night

House ∙ 3 guests ∙ 2 bedrooms

Beautiful House in Brewster with Original Fireplace

5.0

"Excellent" (68 ratings)

Orleans, Orleans Town, Massachusetts, United States

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Orleans and book a vacation rental with air conditioning.

$198 per night

House ∙ 8 guests ∙ 4 bedrooms

House in East Harwich with Grill + Beach Nearby

5.0

"Excellent" (6 ratings)

Orleans, Orleans Town, Massachusetts, United States

Aircondition

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$147 per night

House ∙ 3 guests ∙ 2 bedrooms

Beautiful House in Brewster with Original Fireplace

5.0

"Excellent" (68 ratings)

Orleans, Orleans Town, Massachusetts, United States

Aircondition

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$557 per night

Condo ∙ 7 guests ∙ 3 bedrooms

Condo in Brewster with Grill, Pool & Yard

5.0

"Excellent" (56 ratings)

Orleans, Orleans Town, Massachusetts, United States

Aircondition

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Orleans rental with full kitchen.

$264 per night

House ∙ 6 guests ∙ 2 bedrooms

Lovely Vacation Home in Wellfleet with Grill + Panoramic Views + Close to Beach

4.9

"Excellent" (59 ratings)

Orleans, Orleans Town, Massachusetts, United States

Kitchen

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$473 per night

House ∙ 6 guests ∙ 3 bedrooms

Pleasant House in Harwich Port with Grill & Yard

4.7

"Outstanding" (6 ratings)

Orleans, Orleans Town, Massachusetts, United States

Kitchen

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$710 per night

House ∙ 8 guests ∙ 3 bedrooms

House in Chatham with Grill & Yard

4.9

"Excellent" (26 ratings)

Orleans, Orleans Town, Massachusetts, United States

Kitchen

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Vacation homes and cottages with a garden

Looking for vacation homes with a little extra outdoor space? Check out these accommodations Orleans with private yards.

$315 per night

House ∙ 4 guests ∙ 2 bedrooms

Lovely House in Orleans with Ample Parking + Ocean View

5.0

"Excellent" (61 ratings)

Orleans, Orleans Town, Massachusetts, United States

Yard

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$242 per night

Cottage ∙ 4 guests ∙ 1 bedroom

Spacious Cottage in Eastham with Grill & Yard

4.9

"Excellent" (104 ratings)

Orleans, Orleans Town, Massachusetts, United States

Yard

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$1,025 per night

House ∙ 12 guests ∙ 4 bedrooms

House in Orleans with Private Sauna + Partial Views

5.0

"Excellent" (60 ratings)

Orleans, Orleans Town, Massachusetts, United States

Yard

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Popular Rental Amenities Orleans

Internet (575)
TV (543)
Air conditioning (528)
No smoking (494)
Microwave (463)
Grill (462)
Kitchen (456)
Washer (417)
Dishwasher (392)
No pets (368)
Yard (363)
Fishing (316)

Nearly a quarter of the vacation rentals Orleans allow pets, which makes it a great vacation destination for pet owners. Also, pet-friendly vacation rentals Orleans cost, on average, $1,151 a night. If you want a central location, Nearly a quarter of the pet-friendly accommodations are less than 2 kilometres away from the city centre.

The Weather Orleans

max. Min. 4° -3° 17 days 17	max. Min. 4° -3° 16 days 16	max. Min. 6° -1° 16 days 16	max. Min. 12° 5° 12 days 12	max. Min. 17° 10° 13 days 13	max. Min. 22° 14° 11 days 11	max. Min. 26° 19° 10 days 10	max. Min. 26° 18° 8 days 8	max. Min. 22° 15° 8 days 8	max. Min. 17° 10° 14 days 14	max. Min. 11° 4° 11 days 11	max. Min. 8° 1° 18 days 18
Jan.	Feb.	Mar.	Apr.	May	June	July	Aug.	Sep.	Oct.	Nov.	Dec.

- Rainy days

This is the climate diagram Orleans. On average, the warmest month is July. Conversely, January is the coolest month Orleans, with temperatures going under -3° It may rain 18 days in December while it typically rains only 8 days in August.

7-Day Weather Forecast Orleans

Wed., 8 Feb.

6°

3°

Thu., 9 Feb.

7°

2°

Fri., 10 Feb.

10°

5°

Sat., 11 Feb.

3°

2°

Sun., 12 Feb.

2°

1°

Mon., 13 Feb.

5°

3°

Tue., 14 Feb.

8°

3°

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Where to find the best food Orleans?

Checking out the Culinary Scene in Orleans

Captain Linnell House is a top-rated seafood restaurant in Orleans, where specialities include fresh yellowfin tuna and pan roasted Atlantic cod. Rock Harbor Grill is known for refreshing cocktails, including its pineapple-based jungle juice, as well as for menu items such as its wood-fired pizza, smoked haddock chowder, and lobster mac and cheese. Hog Island Beer Co. serves up seasonal brews throughout the year, while also offering light bites like their lobster roll with lemon aioli.

What are the best activities for families Orleans?

Have Family Fun in Orleans

Learn about the area’s involvement in three wars by visiting the Orleans Historical Society Meeting House Museum. Cape Escape Adventure Golf, meanwhile, is a popular attraction for families, as is the jam-packed Birdwatcher’s General Store with its amazing selection of goods and toys.

You’re sure to enjoy visiting the Three Sisters Lighthouses or biking along the picturesque, nearly 26-mile-long Cape Cod Rail Trail. You can also go kayaking in Nickerson State Park or explore the tidal pools and breakwater at Rock Harbor Marsh. See the whales during their annual migration, occurring from mid-April to October.

Where are the unique attractions Orleans?

Exploring In & Around Orleans

If the 2 beaches flanking Orleans aren’t enough, you can venture to the seemingly endless Nauset Beach along the Cape Cod National Seashore. This area is well-known for its shipwrecks, as well as opportunities for wreck diving. The Jonathan Young Windmill dates back to the early 1700s, while the Church of the Transfiguration displays its landmark bell tower. The French Cable Station Museum houses a fascinating collection of artifacts including telegraphic equipment.

Nantucket is only 49 miles away by car and ferry, and 26 miles south of Provincetown. And just 10 miles to the south, you'll find the charming coastal town of Chatham, home to the 1808 Chatham Lighthouse. If you'd like to venture a bit further, the city of Boston is 89 miles to the north west, where top attractions include visiting the historic Freedom Trail, shopping indoors and outdoors at Faneuil Hall Marketplace, Boston Common and iconic Fenway Park, home of the Major League Baseball's Boston Red Sox team.