Luxury Vacation Rentals in Orleans

(19 rentals)
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5 BR | 3.5 BA | Sleeps 11 | Quick View

Distance to beach: 1 miles to Nauset

$742

avg/night

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Key Amenities

  • Kid friendly

About this property

Cape Cod elegance describes this expansive, fully air-conditioned home sitting peacefully on 2.4 acres in the desirable Pochet area of East Orleans. Beautifully renovated in 2022 with new furnishings throughout makes this 5 bedroom, 3.5 bath home ideal for the larger gathering. The open kitchen/dining/living ...

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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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5 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 2 miles to Nauset Beach

$694

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautiful FIVE-bedroom home with A/C and full amenities only minutes from Nauset Beach and East Orleans village! Ideal for larger gatherings and/or extended families, this meticulous, well-appointed, and beautifully decorated home offers two separate gathering spaces, two separate bedroom wings, air-conditioning, ...

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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

$559

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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$503

avg/night

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Key Amenities

  • Kid friendly

About this property

Fabulous 3 bedroom 2 bathroom custom log cabin beautifully remodeled with high end finishes throughout. Your Lieutenant Island vacation begins once you arrive at the bridge and crossover to a very special part of Cape Cod. The Island Cabin is tucked away in a private part of the pines on the island. ...

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Property Type

Orleans Cabin

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4 BR | 1.5 BA | Sleeps 8 | Quick View

$468

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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3 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to beach: 0.8 miles to Skaket Beach

$444

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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4 BR | 2 BA | Sleeps 8 | Quick View

$442

avg/night

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Key Amenities

  • Kid friendly

About this property

New Rental for Summer 2023! Overlooking Orleans Town Cove and with direct access to the water, this beautifully remodeled home is your perfect Cape Cod vacation retreat! Light and bright, with beautiful hardwood floors and an open floor plan, the main level has a large, fully equipped kitchen with granite ...

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Orleans House

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4 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 0.8 miles to Crystal Lake

$421

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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3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 0.0 miles to Pilgrim Lake

$392

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

$390

avg/night

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Key Amenities

  • Kid friendly

About this property

Walk to Skaket Beach! Spacious home with A/C, tucked away at the end of a quiet cul-de-sac. Only .6 miles to the sandy shore of Cape Cod Bay via a neighborhood path. Offering great privacy on 1.3 acres, the highlights of this home are its wonderful family room with cathedral ceiling and wood stove, new ...

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Property Type

Orleans House

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$379

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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Orleans House

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2 BR | 1 BA | Sleeps 4 | Quick View

$343

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Rentals by owner

About this property

Enjoy breathtaking sunsets over Cape Cod Bay from this private, direct beachfront rental on kid-friendly, Skaket Beach in Orleans. Charming 2nd floor apartment with stunning views. Living area, 2 bedrooms, 1 bath and kitchenette. Very clean, cozy & simple. Max 4 people. Sorry no pets allowed.

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Property Type

Orleans Apartment

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Nauset

$338

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

$329

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, and outdoor shower. An ideal setting for the smaller gathering just steps to the sand! Separate ...

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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

$321

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 BA | Sleeps 6 | Quick View

$317

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 duplex 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