Orleans Vacation Rentals

Compare 3,537 available properties from 16 providers
Orleans
Save up to 26%

Best vacation home deals in Orleans

$246
from $193
-22%
500 ft² House
2 1
Orleans, Orleans Town, Massachusetts, United States
Found on
HomeAway
$261
from $193
-26%
800 ft² House
6 2
Orleans, Orleans Town, Massachusetts, United States
Found on
HomeAway
$764
from $643
-16%
1800 ft² House
8 4
Orleans, Orleans Town, Massachusetts, United States
Found on
HomeAway

Compare and find a vacation rental that matches your needs among the 3,537 welcoming accommodations from 16 partner websites in Orleans. HomeToGo instantaneously shows the best offers by comparing all of the available vacation homes in Orleans from 16 different providers.

Recommended vacation rentals in Orleans

Rent a vacation accommodation in Orleans: from $85 per night

from $103
Apartment
4 1
Brewster, Brewster Town, Massachusetts, United States
4.9
"Excellent" 21 reviews
Found on HomeAway
$220
from $86
-61%
House
6 2
Brewster, Brewster Town, Massachusetts, United States
5.0
"Excellent" 6 reviews
Found on HomeAway
$375
from $94
-75%
House
4 2
Orleans, Orleans Town, Massachusetts, United States
4.4
"Outstanding" 30 reviews
Found on HomeAway
from $279
1000 ft² House
6 2
Orleans, Orleans Town, Massachusetts, United States
4.8
"Excellent" 4 reviews
Found on HomeAway
$314
from $143
-55%
House
6 3
Orleans, Orleans Town, Massachusetts, United States
4.7
"Excellent" 12 reviews
Found on HomeAway
$323
from $140
-57%
1190 ft² House
6 3
Orleans, Orleans Town, Massachusetts, United States
4.0
"Very good" 6 reviews
Found on HomeAway
from $294
1190 ft² House
6 3
Orleans, Orleans Town, Massachusetts, United States
4.8
"Excellent" 8 reviews
Found on HomeAway
$259
from $147
-44%
House
4 2
Orleans, Orleans Town, Massachusetts, United States
4.4
"Outstanding"
Found on Booking.com
See all offers

  Vacation homes with fishing spots nearby

$246
from $193
-22%
500 ft² House
2 1
Orleans, Orleans Town, Massachusetts, United States
4.8
"Excellent" 10 reviews
Found on HomeAway
$261
from $193
-26%
800 ft² House
6 2
Orleans, Orleans Town, Massachusetts, United States
4.8
"Excellent" 11 reviews
Found on HomeAway
from $279
1290 ft² House
5 3
Orleans, Orleans Town, Massachusetts, United States
5.0
"Excellent" 25 reviews
Found on HomeAway
from $238
House
6 3
Orleans, Orleans Town, Massachusetts, United States
5.0
"Excellent" 3 reviews
Found on HomeAway
See all offers

  Vacation rentals with a fireplace

$454
from $326
-28%
2570 ft² House
7 4
Orleans, Orleans Town, Massachusetts, United States
4.4
"Outstanding" 8 reviews
Found on HomeAway
$155
from $84
-46%
590 ft² House
4 2
Orleans, Orleans Town, Massachusetts, United States
4.9
"Excellent" 11 reviews
Found on HomeAway
$311
from $233
-25%
1590 ft² House
6 3
Orleans, Orleans Town, Massachusetts, United States
5.0
"Excellent" 1 review
Found on HomeAway
See all offers

  Apartments with a balcony or patio

from $215
2290 ft² House
7 3
Orleans, Orleans Town, Massachusetts, United States
5.0
"Excellent" 29 reviews
Found on HomeAway
$373
from $243
-35%
1800 ft² House
6 3
Orleans, Orleans Town, Massachusetts, United States
4.0
"Very good"
Found on Booking.com
$600
from $460
-23%
2400 ft² House
8 4
Orleans, Orleans Town, Massachusetts, United States
5.0
"Excellent"
Found on Booking.com
See all offers

Popular rental amenities in Orleans

  • Kitchen (3,316)
  • No smoking (3,164)
  • TV (2,975)
  • Internet (2,967)
  • Microwave (2,889)
  • Grill (2,854)
  • Washer (2,582)
  • No pets (2,567)
  • Dishwasher (2,556)
  • AC (2,549)
  • Parking (2,132)
  • Fishing (1,285)
Use filters to look for an accommodation matching your requirements among all of the properties in Orleans. Most of the accommodations in Orleans provide "internet" or "TVs," which makes it a fantastic vacation spot if you can't imagine a vacation without internet or you never miss an episode of your favorite show. It is also possible to find a vacation rental in Orleans if you want a rental with a jacuzzi as 81 of the rentals there provide "Jacuzzis."

Price and Availability Index Orleans

Vacation Rental Price Information in Orleans

This graph displays average prices of the vacation rentals and holiday apartments located in Orleans. $396 is the highest price average in the next six months. On the other hand, in October you will find the cheapest prices (10/20 - 10/27). Prices this week are on average $284 a night.

Rental Availability Information in Orleans

Our availability graph helps you identify the busiest months in Orleans. The busiest time to book a rental in Orleans so far is in August (8/4 - 8/11), where only 13% rentals are available. It is easier to find a rental in a week of September (9/22 - 9/29), as only 25% of the accommodations are booked.

The weather in Orleans

39°
27°
39°
27°
43°
30°
54°
41°
63°
50°
72°
57°
79°
66°
79°
64°
72°
59°
63°
50°
52°
39°
46°
34°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Orleans climate diagram. July is the warmest month in Orleans with average maximum temperatures of 78°. However, temperatures can go lower than 26° in Orleans in January. The rainiest month is December while the driest month is August.

In Orleans, house rentals are the most prevalent accommodation option. In addition, the median size of house rentals in Orleans is 1,980 ft² and they cost, on average, $406 per night. Furthermore, the majority of house rentals in Orleans can host groups of 8, which makes it a great vacation spot for large groups. You can also consider other types of accommodation in Orleans. Apartment rentals are, for example, another popular type of accommodation there with 295 offers to compare. Our data reveals that the average price of apartment rentals is $245 per night for an area of 1,320 ft².

Seaside delights galore with a vacation home in Orleans

The atmospheric seaside town of Orleans boasts a history steeped in whaling, fishing, and salt. Today, it attracts vacationers who come to explore the bounteous Cape Cod region. Waterfront vacation homes and villas serve as the perfect base while you discover Orleans.

Show all 3,537 properties
Food & Drinks

Orleans cooking

When it comes to dining, Orleans pulls out all the stops with its waterfront cafés, local pubs, and bright delis. For a romantic fine dining experience, Captain Linnell House impresses with its gourmet menu, classy cocktails, and wine. Chinese and Polynesian dishes, along with breezy waterfront vistas, await at the Double Dragon Inn.

Orleans's ubiquitous lobster rolls and fresh fried seafood are a must, as is the homemade ice cream sold at local parlors.

Nightlife

The nights are young

The Lost Dog Pub hosts weekend live music sessions and serves typical tavern specials such as wings and Philly cheese steaks. Stop by Orleans Bowling Center for its choice beers on tap, high-definition TVs, and arcade games. For "chowdah" with locals, the homey Yardarm Restaurant is the go-to place.

Night time theater is a favorite Orleans pastime, so make sure to catch a local production at the Academy of Performing Arts Playhouse or the Chatham Orpheum Theater, which has an on-site bistro that serves terrific appetizers and soups.

Local Attractions

Outdoor fun

One of the town's top-rated attractions is Nauset Beach, acclaimed for its golden dunes, bass fishing, and seals. Skaket Beach is perfect for families thanks to its low tidal pools and fine sand. Orleans's many freshwater lakes and ponds let you cool off, canoe, sunbathe, or angle away – Crystal Lake and Bakers Pond are recommended.

Biker-friendly Cape Cod Rail Trail traverses several towns, glacial ponds, dunes, and forests. Birdwatchers should make a stop at Nauset Marsh and Beach, Pochet Island, and Skaket Beach. Meanwhile, Wellfleet Bay Wildlife Sanctuary is home to beautiful salt marshes, sandy barrier beaches, and raptors.

We compare more than 250 providers, including:

Booking.com Vacation Rentals in Orleans VRBO Vacation Rentals in Orleans HomeAway Vacation Rentals in Orleans TripAdvisor Vacation Rentals in Orleans VacationRentals.com Vacation Rentals in Orleans HouseTrip Vacation Rentals in Orleans FlipKey Vacation Rentals in Orleans Wimdu Vacation Rentals in Orleans 9flats.com Vacation Rentals in Orleans VaycayHero Vacation Rentals in Orleans PerfectPlaces.com Vacation Rentals in Orleans Homestay.com Vacation Rentals in Orleans only-apartments Vacation Rentals in Orleans Interhome Vacation Rentals in Orleans Bedycasa Vacation Rentals in Orleans Novasol Vacation Rentals in Orleans HomeEscape Vacation Rentals in Orleans

Vacation destinations near Orleans