Luxury Vacation Rentals in Orleans

(18 rentals)
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Key Amenities

  • Rentals by owner

About this property

The perfect vacation home to escape to and kayak, swim, dine and unwind. Enjoy spectacular water views from almost every room of this 3 Bedroom waterfront home Wake up to the calm, crystal smooth waters with sightings of seals, wind down after a great day on the beach to cocktails on the deck and beautiful ...

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Property Type

Orleans House

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5 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 2 miles to Nauset Beach

$620

avg/night

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Key Amenities

  • Kid friendly

About this property

Meticulous, well appointed and beautifully decorated five bedroom home only minutes from Nauset Beach and East Orleans village! Ideal for larger gatherings and/or extended families offering two separate gathering spaces, two separate bedroom wings, air-conditioning, great comfort, privacy and a wonderful ...

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Property Type

Orleans House

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5 BR | 2 BA | Sleeps 10 | Quick View

Distance to beach: 0.0 miles to Atlantic Ocean

$611

avg/night

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Key Amenities

  • Kid friendly

About this property

Incredible spot! Expansive Cape cottage on a bluff in Nauset Heights overlooking Nauset Inlet and the Atlantic with a newer upper level deck and a private stairway down to the beach. Casual Olde Cape Cod with pine panelling throughout. The main floor bedrooms consist of a large bedroom with queen bed ...

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Property Type

Orleans House

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4 BR | 3 BA | Sleeps 11 | Quick View

Distance to beach: 3 miles to Nauset Beach

$565

avg/night

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Key Amenities

  • Kid friendly

About this property

Wonderful East Orleans property with newer furnishings and central A/C, perfect for family and friends of all ages. Enjoy this terrific 4 bedroom home that affords space for everyone. The main house has a spacious king bedroom on the 1st floor with a full bath and walk-in shower. The 2nd floor features ...

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Property Type

Orleans House

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4 BR | 2.5 BA | Sleeps 10 | Quick View

Distance to beach: 0.2 miles to Mill Pond

$528

avg/night

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Key Amenities

  • Kid friendly

About this property

Salt waterfront home located in the Ocean Harbor Association in East Orleans. This newly-furnished home is set on over an acre of beautiful multi-level grounds with frontage and views of Little Cove. Enjoy kayaking right from your backyard, access to the association tennis courts or deepwater boating ...

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Property Type

Orleans House

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Key Amenities

  • Kid friendly
  • Oceanfront

About this property

This beautiful, sunny farmhouse located near the heart of Orleans is an antique home that has modern updates inside and a gorgeous surrounding yard. Very private with ample parking. Walking path to Gould Pond for birdwatching and nature walks.The house is open, airy, very clean and well cared for. ...

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Property Type

Orleans House

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4 BR | 1.5 BA | Sleeps 8 | Quick View

$450

avg/night

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Key Amenities

  • Kid friendly

About this property

Wonderful one-level cottage 3/10 mile to Nauset Beach. This 4 bedroom 1.5 home is updated, immaculate and is the perfect place to make memories for years to come. Main level offers a spacious and sunny open floor plan with vaulted ceilings and a fully equipped kitchen, spacious dining area with room ...

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Property Type

Orleans House

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4 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 0.8 miles to Crystal Lake

$435

avg/night

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Key Amenities

  • Kid friendly

About this property

Crystal Lake-- Designed to look like an illustration from a children's fairytale, this gracious and comfortable vacation home promises a magical vacation any time of the year. Enter through lush gardens into a surprisingly spacious, fully air conditioned home designed with relaxation, convenience, and ...

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Property Type

Orleans House

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$421

avg/night

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Key Amenities

  • Kid friendly

About this property

Immaculate home with 2 bedrooms and a loft sleeps 6 in a private location with beautiful water views. Tastefully decorated and spotless, this home has one king and one queen bedroom on the main level and a loft space with a queen and a double bed. The main level includes a sunny fully equipped eat-in ...

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Property Type

Orleans House

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3 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to beach: 0.8 miles to Skaket Beach

$420

avg/night

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Key Amenities

  • Kid friendly

About this property

Light & bright 3-bedroom + den home with central A/C near Skaket Beach! Lovely 2900 sq. ft. Cape on a quiet lane 8/10 mile from the sandy shores of Cape Cod Bay. Main level features a spacious main bedroom with full bath and laundry area, a large living room, separate den (with queen pullout), an ...

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Property Type

Orleans House

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3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 0.0 miles to Pilgrim Lake

$385

avg/night

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Key Amenities

  • Kid friendly

About this property

At the end of a private lane lies your secluded vacation retreat on tranquil Pilgrim Lake. Just 60 feet from the decks and living room window is your private lakefront with swim float for boating, fishing or swimming. The main deck, overlooking the water with comfortable outdoor furniture and gas grill, ...

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Property Type

Orleans House

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4 BR | 2.5 BA | Sleeps 10 | Quick View

Distance to beach: 0.6 miles to Skaket

$367

avg/night

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Key Amenities

  • Kid friendly

About this property

Walk to Skaket Beach! Spacious home tucked away at the end of a quiet cul-de-sac only 6/10ths of a mile from the sandy shore of Cape Cod Bay. Offering great privacy on 1.3 acres, the highlights of this home are its wonderful family room with cathedral ceiling and wood stove, brand-new kitchen, expansive ...

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Property Type

Orleans House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Nauset

$325

avg/night

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Key Amenities

  • Kid friendly

About this property

Great privacy in East Orleans! Enjoy this lovely 3-bedroom, 2-bath contemporary home offering a bright and open floor plan and updated furnishings. Front-to-back living room with fireplace and a great screened porch open onto a spacious wraparound deck. This great vacation spot is gracefully tucked up ...

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Property Type

Orleans House

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3 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Skaket

$321

avg/night

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Key Amenities

  • Kid friendly

About this property

Location, Location! Sweet and cozy 2-bedroom Plus bunkhouse just 2/10ths of a mile from gorgeous Skaket Beach on Cape Cod Bay. Corner lot on a quiet road with 3 ductless A/C units, new stove & refrigerator, fresh bedding, outdoor shower. An ideal setting for the smaller gathering just steps to the ...

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Property Type

Orleans House

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2 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Snow Shore

$312

avg/night

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Key Amenities

  • Kid friendly

About this property

'Rose Cottage' is an absolutely lovely, light and bright expanded cottage located on almost an acre in the desirable Snow Shore area of East Orleans. Recently renovated with two bedroom suites and two sleeping alcoves (one of each on both levels), multiple decks and skylights to fill the spaces with natural ...

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Property Type

Orleans House

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3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Nauset

$307

avg/night

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Key Amenities

  • Kid friendly

About this property

Walk to Nauset Beach! Once part of the historic Mayo Duck Farm and a 2/10 mile from beautiful Nauset Beach and the Atlantic Ocean. This home has been "refreshed" including some new furniture, new rugs and curtains and new flat screen television. Steam up the lobster in the country kitchen. Have ...

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Property Type

Orleans House

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3 BR | 1 BA | Sleeps 6 | Quick View

$301

avg/night

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About this property

Immaculate and beautifully renovated three bedroom home perfectly located between Orleans Main Street and Rock Harbor. The home is set back from the road and offers privacy and the charm of Cape Cod. Main level with living room, dining room, fully equipped kitchen, two bedrooms (both with TVs) and one ...

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Property Type

Orleans House

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2 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 3 miles to Pleasant Bay Beach

$300

avg/night

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About this property

Launch your canoe or kayaks across the street at Town Landing/Quanset Pond! This two-level 2 bedroom 1.5 bath condo is located on three acres of private land offering a peaceful vacation retreat. This building once served as a stable but was converted into two separate condos with exceptional privacy ...

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Property Type

Orleans Condo

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Orleans Vacation Rentals