Orleans Vacation Rentals - HolidayHomes base64Hash Orleans Vacation Rentals - HolidayHomes

Orleans Vacation Rentals

Browse 481 available vacation homes and compared across 7 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

We use AI to generate the short summary in each offer below, check full description before booking.
House Orleans

Live the Good Life! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms

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House Orleans

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

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House Orleans

House with yard, terrace & grill | City view | Suitable for remote work

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House Orleans

Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches

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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. Private beach. Pool. Estate has it all!

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House Orleans

Private Beach Access, Large House in the Woods

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House Orleans

Bike to Nauset Beach or Walk to Mill Pond!

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House Orleans

Fully equipped lovely house with yard & BBQ | Beach nearby | Good for workation

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House Orleans

100 Ft to Skaket Beach!

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House Orleans

Waterfront on the Cove, NEW Kitchen and Central AC

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House Orleans

House with terrace & grill | Lake view

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Cabin Orleans

Captain's Quarters by Nauset Beach

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House Orleans

Vacation home with grill & yard

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Cabin Orleans

Cottage with barbeque, terrace & yard | Nature view

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Top 15 most Recommended Vacation Rentals in Orleans

Discover your ideal Orleans vacation rental with real-time comparisons of 481 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
House Orleans
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly house with barbeque | Water view | Pets allowed

Orleans, Orleans Town, Massachusetts, United States
Charming house rental in Orleans for 6 with beach access, perfect for family getaways and pet-friendly vacations.
from $215
per night
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House Orleans
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with barbeque & yard | Beach nearby | Perfect for remote work

Orleans, Orleans Town, Massachusetts, United States
Spacious house rental in Orleans for 8 guests featuring a lovely yard perfect for outdoor gatherings.
from $425
per night
(12)
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House Orleans
House ∙ 4 guests ∙ 2 bedrooms

Family-oriented house with barbeque & patio | Perfect for remote work | Pets are welcome

Orleans, Orleans Town, Massachusetts, United States
Charming house rental in Orleans for 4 guests, featuring a family-friendly kitchen and easy beach access for a perfect getaway.
from $215
per night
(18)
View deal
House Orleans
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped vacation home with terrace & barbeque

Orleans, Orleans Town, Massachusetts, United States
This house rental in Orleans accommodates 8 guests and features a cozy fireplace for a comfortable stay.
from $338
per night
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House Orleans
House ∙ 7 guests ∙ 3 bedrooms

Children-friendly charming house with yard, patio & barbeque | Close to the beach | Dogs allowed

Orleans, Orleans Town, Massachusetts, United States
This house rental in Orleans accommodates 10 guests and features a family-friendly kitchen and a spacious yard.
from $302
per night
(1)
View deal
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 $432
per night
(11)
View deal
House Orleans
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with pool, barbecue & garden

Orleans, Orleans Town, Massachusetts, United States
This house rental in Orleans accommodates 8 guests and features a spacious yard for outdoor activities.
from $519
per night
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House Orleans
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly house with patio, garden & barbeque | Nature view

Orleans, Orleans Town, Massachusetts, United States
This house rental in Orleans accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $395
per night
(66)
View deal
House Orleans
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbeque, terrace & garden

Orleans, Orleans Town, Massachusetts, United States
This house rental in East Orleans accommodates 6 guests and features a family-friendly kitchen for enjoyable meals together.
from $391
per night
(47)
View deal

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