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Latest Vacation Rentals in Orleans MA (25)

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15540 - Afterdune Delight: Waterfront on Orleans Cove!The Space:Relax and unwind this summer at our waterfront home on Orleans Cove that accommodates up to seven people. Start your day with...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15519 - Bayview Outpost: Private beach access Wrap around porch!The Space:Imagine watching the ocean waves break onto the shore while sipping your morning coffee from your private porch!...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In East Orleans, Massachusetts

This property is professionally managed by Pretty Picky PropertiesModern Coastal Cottage in East OrleansNEW Listing for 2024!Sleeps 6Linens Provided, Beds MadePets ConsideredSteps from the tranquil...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15542 - Nauset Bound: 4-5 Min to Mill Pond or Nauset Beach!The Space:An incredible home awaits in the heart of Orleans. With easy access to countless beaches, beautiful outdoor space and...

Created Apr 21, 2024

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5 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Welcome to Mallard View Estate. Perched at the edge of a pristine salt marsh, this 3000 square foot, ocean-view estate is 3/4 mile to town center, Skaket Beach, and bike path. Fabulous secluded...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Prime location;Nauset Beach 2.6 Miles Skaket Beach 2.9 Miles Downtown Orleans 1 MileBike Path 1 Mile***15 night maximum. *****This three bedroom one and a half baths, plus outdoor shower is perfect...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15553 - Modern Serenity: Gorgeous Renovation Walk to Water!The Space:Vacation on the Cape in style! Abutting conservation land, and just a few steps from Paw Wah Point, this three-bedroom,...

Created Apr 21, 2024

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Apartment Vacation Rental In Orleans, Massachusetts

SeaWind Guest StudioOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the hustle and bustle of the city...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

The Friendly FinchOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fantastic indoor and outdoor space abound...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15517 - Endless Summer: Private pool 3 mins to Skaket Beach!The Space:Imagine days and nights at the pool with family and friends, cocktails at a combined bar and game room, and lawn games...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

This home is represented by Nauset Rental, a local vacation rental management company.Classic Nauset Heights! Walk to Nauset Beach & Views of Atlantic Ocean! Unique extras like rain shower, summer...

Created Apr 21, 2024

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3 Br Cottage Vacation Rental In Orleans, Massachusetts

This quintessential 3 bedroom Cape Cod cottage is walking distance from the calm waters of Nauset Inlet (Priscilla's Landing) and famous Nauset Beach on the oceanside. Captain's Quarters cottage is...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Stunning cape contemporary style waterfront home with walls of glass and panoramic salt water views from most every room. This home was completely renovated with designer high-end kitchen, gleaming...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Listen to the waves from this historic home or walk to Nauset Beach! Home was once part of the Mayo Duck Farm and at one point a restaurant with a huge local following. Now divided into 2 separate...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15568 - Salty Sandcastle: 1 Mile to Beach & Dogs Welcome!The Space:Heading to the Mid Cape means world class beaches, salt air and sunshine. Orleans will put you right in the heart of it...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15565 - Meeting House Meditation : Stunning Home with In-Ground Pool!The Space:Welcome to the wonders of Orleans, Cape Cod, where the sun shines and salt air laps up against the stunning...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Beautifully redone Cape Cod house in Orleans. Open floor plan, expansive living room including gas fire place. Open fully stocked kitchen and comfortable dining room. Master bedroom with floor-to-...

Created Apr 21, 2024

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11 Br Private Vacation Home Vacation Rental In East Orleans, Massachusetts

This property is owned and managed by Brianna Seppala Broker/owner of BEACHSIDE PROPERTIES-Family vacation with comfort: How many times have you been away with friends or family and say that you...

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

This property is professionally managed by Pretty Picky Properties.Exquisite in East Orleans, Walk to Nauset BeachNew Listing for 2024!Sleeps 84 Bedrooms, 2.5 BathsRents Friday to Friday in peak...

Created Apr 21, 2024

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2 Br Condo Vacation Rental In Orleans, Massachusetts

Summary:15523 - The Spyglass: Beachfront on Skaket Beach!The Space:Our small but sweet Orleans condo, located directly on famous Skaket Beach is the perfect choice for a true beachside getaway....

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15572 - Mayflower Point: Perfectly private location w/deeded beach access!The Space:Hidden in the heart of Mayflower Point, Orleans, this private destination offers an unparalleled...

Created Apr 21, 2024

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6 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

This property is professionally managed by Pretty Picky PropertiesExtraordinary Waterfront Orleans Compound, Sleeps 16, Heated Pool, Tennis/Pickle BallSleeps 16Rents Friday to Friday in Peak...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Namskaket RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy quiet privacy and quick access to the...

Created Apr 21, 2024

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3 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

Summary:15506 - Shipmates Beach House: Private Beach and Roof Top Deck!The Space:Discover coastal living at Shipmates Beach House, nestled in the pristine beauty of Orleans, Cape Cod's hidden gem....

Created Apr 21, 2024

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4 Br Private Vacation Home Vacation Rental In Orleans, Massachusetts

4 Bedroom - 3 Baths - Sleeps 8A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season -...

Created Apr 21, 2024

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