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Orleans Vacation Rentals

Find 648 available home rentals from 12 partners
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Top 15 Recommended vacation rentals in Orleans

Find your perfect vacation rental in Orleans from just $291 per night!

House Orleans
House ∙ 9 guests ∙ 4 bedrooms

291 m² House

Orleans, Orleans Town, Massachusetts, United States
from $459
per night
Outstanding(12 ratings)
from $459
per night
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House Orleans
House ∙ 6 guests ∙ 3 bedrooms

232 m² House

Orleans, Orleans Town, Massachusetts, United States
from $560
per night
Outstanding(27 ratings)
from $560
per night
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House Orleans
House ∙ 8 guests ∙ 4 bedrooms

House

Orleans, Orleans Town, Massachusetts, United States
from $741
per night
Excellent(29 ratings)
from $741
per night
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House Orleans
House ∙ 8 guests ∙ 3 bedrooms

House

Orleans, Orleans Town, Massachusetts, United States
from $674
per night
Outstanding(44 ratings)
from $674
per night
View deal
House Orleans
House ∙ 10 guests ∙ 5 bedrooms

House

Orleans, Orleans Town, Massachusetts, United States
from $583
per night
Outstanding(6 ratings)
from $583
per night
View deal
House Orleans
House ∙ 6 guests ∙ 3 bedrooms

204 m² House

Orleans, Orleans Town, Massachusetts, United States
from $206
per night
Outstanding(135 ratings)
from $206
per night
View deal
House Orleans
House ∙ 8 guests ∙ 3 bedrooms

112 m² House

Orleans, Orleans Town, Massachusetts, United States
from $504
per night
Outstanding(52 ratings)
from $504
per night
View deal
House Orleans
House ∙ 9 guests ∙ 4 bedrooms

151 m² House

Orleans, Orleans Town, Massachusetts, United States
from $496
per night
Outstanding(17 ratings)
from $496
per night
View deal
House Orleans
House ∙ 6 guests ∙ 3 bedrooms

214 m² House

Orleans, Orleans Town, Massachusetts, United States
from $661
per night
Outstanding(38 ratings)
from $661
per night
View deal
House Orleans
House ∙ 12 guests ∙ 5 bedrooms

279 m² House

Orleans, Orleans Town, Massachusetts, United States
from $1,456
per night
Outstanding(55 ratings)
from $1,456
per night
View deal
House Orleans
House ∙ 12 guests ∙ 4 bedrooms

197 m² House

Orleans, Orleans Town, Massachusetts, United States
from $569
per night
Outstanding(20 ratings)
from $569
per night
View deal
House Orleans
House ∙ 20 guests ∙ 8 bedrooms

650 m² House

Orleans, Orleans Town, Massachusetts, United States
from $2,307
per night
Outstanding(73 ratings)
from $2,307
per night
View deal
House Orleans
House ∙ 10 guests ∙ 4 bedrooms

House

Orleans, Orleans Town, Massachusetts, United States
from $454
per night
Outstanding(58 ratings)
from $454
per night
View deal
House Orleans
House ∙ 10 guests ∙ 5 bedrooms

251 m² House

Orleans, Orleans Town, Massachusetts, United States
from $631
per night
Outstanding(11 ratings)
from $631
per night
View deal
House Orleans
House ∙ 10 guests ∙ 4 bedrooms

279 m² House

Orleans, Orleans Town, Massachusetts, United States
from $776
per night
Outstanding(48 ratings)
from $776
per night
View deal

Vacation rentals and apartments with air conditioning

House  Orleans
from $294 per night
House ∙ 4 guests ∙ 2 bedrooms

102 m² House

5.0
Outstanding(2 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
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House  Orleans
from $2,405 per night
House ∙ 20 guests ∙ 11 bedrooms

House

5.0
Outstanding(27 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
View deal
House  Orleans
from $474 per night
House ∙ 6 guests ∙ 2 bedrooms

93 m² House

5.0
Outstanding(37 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
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Best vacation rentals with a balcony

House  Orleans
from $606 per night
House ∙ 10 guests ∙ 4 bedrooms

316 m² House

4.7
Excellent(24 ratings)
Orleans, Orleans Town, Massachusetts, United States
Balcony
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House  Orleans
from $317 per night
House ∙ 6 guests ∙ 3 bedrooms

53 m² House

4.7
Excellent(25 ratings)
Orleans, Orleans Town, Massachusetts, United States
Balcony
View deal
House  Orleans
from $477 per night
House ∙ 6 guests ∙ 3 bedrooms

97 m² House

4.8
Outstanding(22 ratings)
Orleans, Orleans Town, Massachusetts, United States
Balcony
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Vacation rentals with a fireplace

House  Orleans
from $518 per night
House ∙ 9 guests ∙ 5 bedrooms

204 m² House

Orleans, Orleans Town, Massachusetts, United States
Fireplace
View deal
House  Orleans
from $673 per night
House ∙ 9 guests ∙ 3 bedrooms

264 m² House

4.5
Excellent(34 ratings)
Orleans, Orleans Town, Massachusetts, United States
Fireplace
View deal
House  Orleans
from $462 per night
House ∙ 10 guests ∙ 4 bedrooms

172 m² House

5.0
Outstanding(21 ratings)
Orleans, Orleans Town, Massachusetts, United States
Fireplace
View deal
See all offers

Budget-friendly Rentals in Orleans

Find Fantastic yet Inexpensive Rentals

House Orleans
from $759 per night
House ∙ 8 guests ∙ 4 bedrooms

128 m² House

4.5
Excellent(32 ratings)
Orleans, Orleans Town, Massachusetts, United States
View deal
House Orleans
from $579 per night
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

4.9
Outstanding(20 ratings)
Orleans, Orleans Town, Massachusetts, United States
View deal
House Orleans
from $1,507 per night
House ∙ 6 guests ∙ 3 bedrooms

200 m² House

4.9
Outstanding(78 ratings)
Orleans, Orleans Town, Massachusetts, United States
View deal

Top-Rated Offers and Accommodations in Orleans

Book Vacation Rentals with the Highest User Rating

House Orleans
from $410 per night
House ∙ 6 guests ∙ 3 bedrooms

121 m² House

4.9
Outstanding(85 ratings)
Orleans, Orleans Town, Massachusetts, United States
View deal
House Orleans
from $429 per night
House ∙ 6 guests ∙ 3 bedrooms

167 m² House

5.0
Outstanding(56 ratings)
Orleans, Orleans Town, Massachusetts, United States
View deal
House Orleans
from $775 per night
House ∙ 8 guests ∙ 3 bedrooms

214 m² House

5.0
Outstanding(41 ratings)
Orleans, Orleans Town, Massachusetts, United States
View deal

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Popular Rental Amenities in Orleans

  • Pool (134)
  • Pet-friendly (191)
  • WiFi (624)
  • Air conditioning (627)
  • Kitchen (549)
  • Washing machine (501)
  • TV (619)
  • Parking (40)
  • Balcony/patio (306)
  • Dishwasher (445)
  • Grill (500)
  • No smoking (635)

Finding a vacation home with a pool shouldn't be too difficult in Orleans. More than a fifth of the rentals offer one. Interestingly, HomeToGo's data shows that more motel have a pool than hotel room. Additionally, they can welcome 4 vacationers, on average, while hotel room with pools can welcome an average of 4 people. two-thirds of Orleans's vacation homes offering a pool are within two kilometres of water, spend your days lounging by the pool or the waterfront.

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.

What are the best activities for families in 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 in 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.

Information about vacation rentals in Orleans

🏡 Vacation rentals available 648 rentals
🌙 Nightly prices starting at $291
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 192 homes
🏊 Vacation rentals with pools 135 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Orleans?

At the moment, there are 648 vacation homes from 12 different providers in Orleans.

What are the most popular vacation home amenities in Orleans?

The most popular amenities for rentals in Orleans include vacation homes with Pool, Pets allowed, or Internet.

Are there pet-friendly vacation rentals in Orleans?

Finding a vacation rental in Orleans that allows dogs is definitely possible, with 192 pet-friendly homes on offfer.

What's the best month to visit Orleans?

The warmest time of year in Orleans is July and August, with the nightly price of a vacation home starting at $291.

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