Find Vacation Rentals in Orleans

We have 781 properties to choose from
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Popular Orleans Vacation Rentals

Find the perfect Orleans vacation rental

Maisonette Orleans
from $213 per night
Maisonette ∙ 4 guests ∙ 2 bedrooms

102 m² Maisonette

4.4
Very good(79 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vacasa
Details
House Orleans
from $342 per night
House ∙ 6 guests ∙ 3 bedrooms

103 m² House

4.8
Outstanding(52 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
House Orleans
from $218 per night
House ∙ 4 guests ∙ 2 bedrooms

102 m² House

4.4
Very good(79 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
House Orleans
from $365 per night
House ∙ 10 guests ∙ 5 bedrooms

251 m² House

4.9
Outstanding(7 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
House Orleans
from $986 per night
House ∙ 12 guests ∙ 5 bedrooms

353 m² House

4.7
Excellent(64 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
House Orleans
from $335 per night
6 guests ∙ 3 bedrooms

House

4.5
Excellent(28 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
House Orleans
from $171 per night
House ∙ 6 guests ∙ 5 bedrooms

204 m² House

5.0
Outstanding(132 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
House Orleans
from $2,951 per night
House ∙ 24 guests ∙ 10 bedrooms

548 m² House

5.0
Outstanding(23 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
House Orleans
from $431 per night
House ∙ 12 guests ∙ 4 bedrooms

197 m² House

4.9
Outstanding(19 ratings)
Orleans, Orleans Town, Massachusetts, United States
Vrbo
Details
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Vacation rentals and apartments with air conditioning

House  Orleans
from $339 per night
House ∙ 9 guests ∙ 4 bedrooms

291 m² House

5.0
Outstanding(10 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
Vrbo
Details
House  Orleans
from $218 per night
House ∙ 4 guests ∙ 2 bedrooms

102 m² House

4.4
Very good(79 ratings)
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
Vrbo
Details
House  Orleans
from $210 per night
House ∙ 8 guests ∙ 4 bedrooms

151 m² House

5.0
Outstanding
Orleans, Orleans Town, Massachusetts, United States
Air conditioning
Vacasa
Details
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Vacation rentals with a balcony

House  Orleans
from $206 per night
House ∙ 2 guests ∙ 1 bedroom

44 m² House

Orleans, Orleans Town, Massachusetts, United States
Balcony
HomeToGo
Details
House  Orleans
from $376 per night
House ∙ 6 guests ∙ 3 bedrooms

93 m² House

5.0
Outstanding(34 ratings)
Orleans, Orleans Town, Massachusetts, United States
Balcony
Vrbo
Details
House  Orleans
from $552 per night
House ∙ 8 guests ∙ 4 bedrooms

325 m² House

5.0
Outstanding(42 ratings)
Orleans, Orleans Town, Massachusetts, United States
Balcony
Vrbo
Details
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Cabins and Homes With Fireplaces

House  Orleans
from $1,126 per night
House ∙ 14 guests ∙ 6 bedrooms

319 m² House

5.0
Outstanding(39 ratings)
Orleans, Orleans Town, Massachusetts, United States
Fireplace
Vrbo
Details
House  Orleans
from $798 per night
House ∙ 10 guests ∙ 4 bedrooms

307 m² House

4.7
Excellent(21 ratings)
Orleans, Orleans Town, Massachusetts, United States
Fireplace
Vrbo
Details
House  Orleans
from $268 per night
House ∙ 9 guests ∙ 3 bedrooms

264 m² House

4.5
Excellent(34 ratings)
Orleans, Orleans Town, Massachusetts, United States
Fireplace
Vrbo
Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Orleans?

In Orleans, vacation rentals start at $179 per night.

Are there many vacation rental options to choose from in Orleans?

Currently, there are 781 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Orleans

Find the best Orleans vacation rentals on Tripping.com. With over 101 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Orleans range from $66 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 87 homes in Orleans offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 15 rentals with pool or jacuzzi, or relax with the family in one of the 91 homes with cable TV. For all those pet owners with dogs or cats, Orleans offers 18 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 9 vacation rental sites in Orleans where the top providers in that area are TripAdvisor, HomeAway, and Booking.com. There are 37 TripAdvisor rentals, 34 HomeAway short term rentals and 8 Booking.com vacation rentals.

What are the trendiest neighborhoods in Orleans?

Popular Day Trips Near Orleans

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