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An aerial view of a coastal area with a lighthouse, beach, and surrounding greenery.

Orleans Vacation Rentals

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    Check prices for these dates

    Check prices for these dates, December 14–15, 2026

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    Our top choices for Orleans vacation homes

    1. Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

    A modern kitchen with white cabinets, a central island, and a dining area with a table set for four.

    2. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

    A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

    3. The Pet-Friendly Surf Shack Hideaway on the Cove

    A living room with a grey sofa, striped rug, and a lamp.

    4. Lovely House 5 Min to Beach with Deck, Grill, Garage

    A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

    5. 10 min walk to Beach - Home with Amazing View & Huge Deck

    A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

    6. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

    Living room with plenty of seating and beautiful coastal design

    7. National Seashore/Updated/Game Room~Blue Pearl

    A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

    8. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

    A patio with Adirondack chairs, a fire pit, and a wooden deck.

    9. The Brewster Pearl

    A beach with footprints, a large rock, and a clear sky.

    10. Sleeps 2-8/Soaking Tub/FirePit~Burrows

    An outdoor deck with a grill, dining table, chairs, and an umbrella.

    11. The Alpine/Walk to Beach for 2 or more!

    A beach with a wooden fence and a clear view of the ocean.

    12. Pond House~Waterfront Oasis on Minister's Pond

    A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

    13. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

    A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

    14. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

    A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

    15. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

    A wooden table set outdoors with plates, glasses, a bottle, and a metal container.

    16. Sand Bar~3 BR Dog Friendly Beachside Home

    A sandy beach with wooden posts and a clear view of the ocean.

    17. Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

    A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

    18. Spectacular Bayfront Cottage with Private Deck & Sunset Views

    A wooden deck with a table and chairs, an umbrella, and a view of the sea.

    19. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

    A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with bar stools.

    20. Beach Walks, Books & Bay Sunsets

    A sandy beach path leading to the ocean with a clear sky.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Orleans

    Stroll along Skaket Beach for breathtaking sunsets, then catch a show at the charming Academy Playhouse. Dive into local history at the French Cable Station Museum before savouring fresh seafood at one of the town's acclaimed restaurants.

    See all hotels in Orleans

    An aerial view of a coastal area with a lighthouse, beach, and surrounding greenery.

    Top reviews in Orleans

    Rodeway Inn Orleans - Cape Cod

    A garden area with a welcome sign, outdoor seating, and a blue umbrella.

    The Mansion at Ocean Edge

    A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

    Chatham Tides

    A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

    The Escape Inn

    A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

    Wequassett Resort and Golf Club

    A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

    Love Farms Lodge

    A modern hotel room with a kitchenette, a bed with a grey headboard, a grey sofa, and a view of the outdoors through a sliding door.

    Blue Rock Resort

    A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.

    Hyannis Travel Inn

    A man sitting at a table with a laptop, overlooking a pool area with chairs and tables.

    A Beach Breeze Inn

    A flagpole with an American flag, a circular flower bed with pink and white flowers, and white Adirondack chairs.

    Fairfield Inn & Suites by Marriott Cape Cod Hyannis

    A modern conference room with a long table, chairs, a flat-screen TV, and pendant lighting.

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