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Orleans Vacation Rentals

Find 708 available offers from 14 partners
Orleans
Anytime
Guests
Orleans
Anytime
Guests

Popular Filters to find the Perfect Rental in Orleans

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

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.

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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.

House  Orleans
Jun 15 - Jun 22
$426 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Orleans with Yard, Patio & Grill

4.3
Very good (26 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
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House  Orleans
Jun 15 - Jun 22
-16%
$1,262
$1,066 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely House in Orleans with Yard & Grill

5.0
Outstanding (22 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
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House  Orleans
Jun 15 - Jun 22
$702 per night
House ∙ 8 guests ∙ 3 bedrooms

Nice House in Orleans with Grill, Yard & Patio

4.9
Outstanding (54 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Orleans accommodation with high-speed internet.

House  Orleans
Jun 15 - Jun 22
-28%
$1,103
$796 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Orleans with Outdoor Fireplace + Beautiful Views

4.6
Excellent (32 ratings)
Orleans, Orleans Town, Massachusetts, United States
Internet
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House  Orleans
Jun 15 - Jun 22
-18%
$556
$455 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Orleans with Yard, Grill & Patio

4.4
Very good (23 ratings)
Orleans, Orleans Town, Massachusetts, United States
Internet
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House  Orleans
Jun 22 - Jun 29
$700 per night
House ∙ 6 guests ∙ 3 bedrooms

Pleasant House in Orleans with Double Garage

4.9
Outstanding (87 ratings)
Orleans, Orleans Town, Massachusetts, United States
Internet
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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.

House  Orleans
Aug 24 - Aug 31
$860 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Orleans with Grill, Patio & Yard

4.7
Excellent (31 ratings)
Orleans, Orleans Town, Massachusetts, United States
Kitchen
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House  Orleans
Aug 24 - Aug 31
$836 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Orleans with Yard, Patio & Grill

4.9
Outstanding (33 ratings)
Orleans, Orleans Town, Massachusetts, United States
Kitchen
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House  Orleans
Jun 22 - Jun 29
$785 per night
House ∙ 8 guests ∙ 3 bedrooms

House in East Orleans with Grill & Yard

4.8
Outstanding (35 ratings)
Orleans, Orleans Town, Massachusetts, United States
Kitchen
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Best Vacation Home Deals in Orleans

Save up to 24%

Cottage Orleans
Aug 24 - Aug 31
-8%
$1,719
$1,584 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage in Orleans with Grill & Patio

4.7
Excellent (41 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Jun 15 - Jun 22
-24%
$941
$714 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in North Eastham with Yard, Grill & Patio

5.0
Outstanding (4 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Jun 22 - Jun 29
-8%
$609
$561 per night
House ∙ 10 guests ∙ 4 bedrooms

Whole Vacation Home in Harwich Port with Patio, Grill & Yard

Orleans, Orleans Town, Massachusetts, United States
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Find a vacation rental that meets your expectations among the 708 welcoming properties from several providers in Orleans. Using HomeToGo's search feature you can directly search and compare the offers of each listed property to discover the best deal and save up to 55%.

Recommended Vacation Rentals in Orleans

Find your perfect vacation rental in Orleans: from $230 per night

House Orleans
Jun 22 - Jun 29
$1,208 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Orleans with Yard & Grill

4.7
Excellent (23 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Jun 15 - Jun 22
$1,762 per night
House ∙ 14 guests ∙ 5 bedrooms

House in Orleans with Patio, Yard & Pool

5.0
Outstanding (18 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Aug 24 - Aug 31
$1,159 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Orleans with Grill & Yard

5.0
Outstanding (12 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Jun 22 - Jun 29
$1,323 per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Orleans with Large Patio

5.0
Outstanding (8 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Jun 15 - Jun 22
$648 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Orleans with Grill & Yard

5.0
Outstanding (6 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Aug 24 - Aug 31
$525 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Orleans with Yard & Grill

4.9
Outstanding (32 ratings)
Orleans, Orleans Town, Massachusetts, United States
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Cottage Orleans
Jun 22 - Jun 29
$427 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Orleans with Adjacent Patio

4.5
Excellent (14 ratings)
Orleans, Orleans Town, Massachusetts, United States
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Cottage Orleans
Aug 24 - Aug 31
$474 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Family Friendly Beautiful Cottage in Orleans with Patio, Grill & Yard

4.3
Very good (21 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Aug 24 - Aug 31
$950 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Orleans with Yard, Grill & Patio

4.9
Outstanding (42 ratings)
Orleans, Orleans Town, Massachusetts, United States
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Budget-friendly Rentals in Orleans

Find Fantastic yet Inexpensive Rentals

House Orleans
Jun 22 - Jun 29
$1,457 per night
House ∙ 12 guests ∙ 5 bedrooms

House in Orleans with Yard, Grill & Patio + Exquisite Views

4.7
Excellent (61 ratings)
Orleans, Orleans Town, Massachusetts, United States
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Cottage Orleans
Jun 15 - Jun 22
$476 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Orleans with Yard & Grill

4.9
Outstanding (18 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Aug 24 - Aug 31
$938 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Orleans with Yard, Jacuzzi & Grill

5.0
Outstanding (45 ratings)
Orleans, Orleans Town, Massachusetts, United States
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Top-Rated Offers and Accommodations in Orleans

Book Vacation Rentals with the Highest User Rating

House Orleans
Aug 24 - Aug 31
$1,345 per night
House ∙ 6 guests ∙ 3 bedrooms

Lovely House in Orleans with Grill + Distant View + Close to Beach

5.0
Outstanding (36 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Jun 22 - Jun 29
$586 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Orleans with Grill, Yard & Patio

4.8
Outstanding (24 ratings)
Orleans, Orleans Town, Massachusetts, United States
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House Orleans
Aug 24 - Aug 31
$5,329 per night
House ∙ 14 guests ∙ 5 bedrooms

Vacation Home in Orleans with Patio, Pool & Grill + Panoramic Views + Beach Nearby

5.0
Outstanding (8 ratings)
Orleans, Orleans Town, Massachusetts, United States
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Popular Rental Amenities in Orleans

  • Pool (145)
  • Pet-friendly (175)
  • WiFi (705)
  • Air conditioning (685)
  • Kitchen (593)
  • Washing machine (559)
  • TV (666)
  • Parking (37)
  • Balcony/patio (316)
  • Dishwasher (496)
  • Grill (573)
  • No smoking (691)

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 apartment rental. Additionally, they can welcome 4 vacationers, on average, while apartment rental with pools can welcome an average of 9 people. more than 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.

The Weather in Orleans

max.
Min.

-3°
17 days 17
max.
Min.

-3°
16 days 16
max.
Min.

-1°
16 days 16
max.
Min.
12°
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°
11 days 11
max.
Min.

18 days 18
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out the climate diagram for Orleans. In the next 6 months, July will have higher average temperatures. On the contrary, the coolest month is January. Bring your umbrella in December, the rainiest month of the year!

7-Day Weather Forecast in Orleans

Mon., 15 Apr.
15°
12°

0%

4 h

6 km/h

Tue., 16 Apr.
14°
12°

0%

5 h

9 km/h

Wed., 17 Apr.

15%

4 h

14 km/h

Thu., 18 Apr.

10%

5 h

23 km/h

Fri., 19 Apr.

15%

0 h

17 km/h

Sat., 20 Apr.
13°
10°

15%

0 h

6 km/h

Sun., 21 Apr.

0%

1 h

15 km/h

Where to find the best food in 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 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 708 rentals
💳 Possible discounts up to 55%
🌙 Nightly prices starting at $230
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 175 homes
🏊 Vacation rentals with pools 145 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Orleans?

At the moment, there are 708 vacation homes from 14 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 175 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 $230.

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