Orleans Vacation Rentals - HolidayHomes base64Hash Orleans Vacation Rentals - HolidayHomes

Orleans Vacation Rentals

Browse 499 available vacation homes and compared across 8 trusted partners

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Top-Rated Vacation rentals in Orleans

Book the highest-rated Orleans vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Orleans
House with yard, terrace & grill
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House Orleans
5 bedrooms ocean view estate overlooking cape cod bay
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House Orleans
10-Minute Walk to Skaket Beach - Orleans - Bikes Included - Close to Town
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House Orleans
Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches
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House Orleans
Child-friendly nice house with barbeque, garden & patio | Nature view
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House Orleans
Waterfront. Private beach. Pool. Estate has it all!
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House Orleans
Private, Recently Updated Home A Short Walk Down Private Path to Skaket Beach
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House Orleans
Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
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House Orleans
House with terrace, barbecue & garden | Nature view
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House Orleans
Vacation home with garden & barbecue | Nature view | Perfect for remote work
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House Orleans
Fully equipped lovely house with yard & BBQ | Beach nearby | Good for workation
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House Orleans
Family-oriented vacation home with patio, garden & barbeque | Nature view | Next to the beach
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House Orleans
Bike to Nauset Beach or Walk to Mill Pond!
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House Orleans
Waterfront on the Cove, NEW Kitchen and Central AC
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House Orleans
Walk to Beach, Home with Central A/C. Private Acre Lot
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Top 15 most Recommended Vacation Rentals in Orleans

Discover your ideal Orleans vacation rental with real-time comparisons of 499 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Orleans
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with garden, terrace & BBQ | Nature view

Orleans, Orleans Town, Massachusetts, United States
This house rental in Orleans accommodates 6 guests and features a spacious yard for outdoor activities.
from $413
per night
(8)
View deal
House Orleans
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with yard, BBQ & terrace | Nature view

Orleans, Orleans Town, Massachusetts, United States
This house rental in Orleans accommodates 10 guests and features a family-friendly kitchen and spacious yard for outdoor activities.
from $1,257
per night
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House Orleans
House ∙ 4 guests ∙ 1 bedroom

House with terrace, private pool & yard | Nature view

Orleans, Orleans Town, Massachusetts, United States
This house rental in Orleans accommodates 4 guests and features a private pool for a relaxing getaway.
from $366
per night
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House Orleans
House ∙ 8 guests ∙ 5 bedrooms

Vacation home with barbecue, yard & terrace | Nature view

Orleans, Orleans Town, Massachusetts, United States
Spacious house rental in Orleans for 8 guests featuring a fully equipped kitchen and a large yard for outdoor enjoyment.
from $444
per night
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House Orleans
House ∙ 10 guests ∙ 3 bedrooms

House with BBQ & yard | Suitable for remote work

Orleans, Orleans Town, Massachusetts, United States
Spacious house rental in Orleans for 10 guests featuring a cozy fireplace and ample outdoor yard space for relaxation.
from $610
per night
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House Orleans
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly pleasant house with patio, yard & grill | Nature view | Pets allowed

Orleans, Orleans Town, Massachusetts, United States
Charming house rental in Orleans for 6 with a cozy fireplace and spacious yard perfect for family gatherings.
from $321
per night
(93)
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Lodge Orleans
Lodge ∙ 16 guests ∙ 7 bedrooms

Lodge with patio, barbeque & garden

Orleans, Orleans Town, Massachusetts, United States
This Orleans lodge accommodates 16 guests and features a kitchen for convenient meal preparation.
from $2,268
per night
(5)
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House Orleans
House ∙ 20 guests ∙ 8 bedrooms

Vacation home with BBQ, private pool & hot tub | Good for workation

Orleans, Orleans Town, Massachusetts, United States
This house rental in East Orleans accommodates 20 guests and features a private pool for a perfect getaway experience.
from $1,816
per night
(81)
View deal
House Orleans
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented nice house with barbecue & yard | Good for workation

Orleans, Orleans Town, Massachusetts, United States
Charming house rental in Orleans for 6 guests featuring a cozy fireplace and a spacious yard for outdoor enjoyment.
from $330
per night
View deal

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