Orleans Vacation Rentals

127 Rentals

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Tchc

4BR / 2BA - Sleeps 8 - Orleans Home

This gorgeous home is located in the perfect spot for you to enjoy Cape Cod. At this lovely home you...

$343 - $543 / nt

1 Review
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Julie

3BR / 2BA - Sleeps 8 - Orleans Home

Nauset beach is just down the road from this East Orleans Village, sun filled home. The quiet private...

$150 / nt

13 Reviews
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3BR / 2BA - Sleeps 6 - Orleans Home

74 Keziahs Lane, Orleans, MAWaterfront home overlooking Meetinghouse River. This unique single level...

$200 - $279 / nt

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1BR / 1BA - Sleeps 3 - Orleans Cottage

Cozy Orleans bungalow with quintessential Cape Cod charm Close to the Sea at Rock Harbor Beach. Immaculately...

$171 / nt

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4BR / 2BA - Sleeps 8 - Orleans Home

Pleasant Bay beach. (Private) is only a 3 minute walk away. Located on a private road, our unique,...

$286 - $558 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Orleans Home

28 Kings Way, Orleans MAAdorable 3 Bedroom, 2 Bath Cape style home close to Skaket Beach. Convenient...

$172 - $258 / nt

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3BR / 2BA - Sleeps 7 - Orleans Home

Property ID: 18402 / Key #: 722 / Property Name: 10 Shorewood DriveBright and spacious home located just...

$129 - $215 / nt

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5BR / 2BA - Sleeps 12 - Orleans Home

96 Skaket Beach Road, Orleans, MALarge, rambling saltbox home 6/10 mile to Skaket Beach and very close...

$500 / nt

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Studio / 1BA - Sleeps 3 - Orleans Apartment

East Orleans Studio has it all. Take one of the deeded private paths to Nauset Beach from this couples...

$115 - $143 / nt

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4BR / 2BA - Sleeps 8 - Orleans Home

ID #2010 Enjoy Cape Cod in this Beautifully Decorated Orleans Vacation Home located One Mile from Nauset...

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2BR / 1BA - Sleeps 6 - Orleans Home

ID ROCKH205 Enchanting Orleans Vacation Cottage a short distance of 0. 9 miles to picturesque Rock Harbor...

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2BR / 1BA - Sleeps 6 - Orleans Apartment

ID# POND7 Enjoy this Lake Front condo on Crystal Lake and near the heart of Orleans close to dining and...

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3BR / 2BA - Sleeps 6 - Orleans Home

ID #NUTHA7 This beautifully decorated three bedroom, two bathroom East Orleans home with bright, open...

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3BR / 1BA - Sleeps 6 - Orleans Cottage

ID #ROCKH64 Lovely Cape Cod Vacation Bungalow located in Orleans. The Perfect Cape Retreat near Skaket...

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Orleans Home

Wonderful spacious home with central A/C near Skaket BeachWonderful, bright and spacious home just 0....

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Orleans Home

123 Areys Lane, Orleans - Property ID: 18226Surrounded by serene woods, this inviting Cape has much...

Orleans Massachusetts Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Orleans Home

32 Pond Road, Orleans - Property ID: 18315This charming Cape has an open floor plan that leads to a...

Orleans Massachusetts Vacation Rentals - Home

3BR / 1BA - Sleeps 7 - Orleans Home

ID #SEABR4 This bright single level beach cottage just . 2 miles to Skaket beach features a beautifully...

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

A picturesque Orleans Farmhouse (circa 1860) in exceptional condition but still retaining much of its...

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Orleans Home

27 Pond Road, OrleansNestled on a private 1. 5- acre wooded lot, this charming and newly constructed...

$286 - $486 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 2BA - Sleeps 8 - Orleans Home

41 Chestnut Drive - Waterfont on Pleasant Bay! Spend your vacation on a bluff overlooking Pleasant...

$193 - $286 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 5 - Orleans Home

Property ID: 18392 / Key #: 419 / Property Name: 8 Hofe RoadSpacious ranch minutes away from Skaket Beach...

$108 - $143 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Orleans Home

Under 1 mile to Skaket BeachJust under 1 mile to Skaket Beach from this beautiful 3 bedroom, 3 bath...

$400 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Orleans Home

JUST LISTED! ! ! Highest point on Nauset Heights with distant ocean views and choice of public or private...

$286 - $428 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Orleans Home

Designed to look like an illustration from a children’s fairytale, this gracious and comfortable vacation...

$243 - $486 / nt

Orleans Massachusetts Vacation Rentals - Home

5BR / 4BA - Sleeps 10 - Orleans Home

Crystal Lake Waterfront! Enjoy fresh water swimming right outside your door! This wonderful, private...

$515 - $572 / nt

Orleans Massachusetts Vacation Rentals - Home

7BR / 4BA - Sleeps 10 - Orleans Home

Charming Antique home with 6 bedrooms plus a den providing accommodations for up to 10 guests. Two kitchens,...

$358 - $472 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Orleans Home

Recently renovated home tucked up on a knoll located in a very pleasant East Orleans neighborhood. The...

$229 - $343 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Orleans Home

NEW LISTING! This lovely new Contemporary Cape sits on almost an acre of land only 2/10ths of a mile...

$229 - $286 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Orleans Home

Brand new renovation! Light and bright expansive ranch that has been beautifully and thoughtfully upgraded...

$372 - $415 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

Enjoy the views overlooking Reuben’s Pond from this 3 bedroom, 2 bath contemporary saltbox offering...

$258 - $315 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 3BA - Sleeps 6 - Orleans Home

'Rose Cottage' is an absolutely lovely, light and bright expanded cottage located on almost an acre...

$215 - $272 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 1BA - Sleeps 6 - Orleans Home

Location, Location! Popular duplex cottage very close to Skaket Beach on Cape Cod Bay. Simple and beachy,...

$165 - $200 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Orleans Home

Salt waterfront home located in the Ocean Harbor Association in East Orleans. This newly- furnished home...

$393 - $486 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

Charming period home located only 2/10ths of a mile from gorgeous Nauset Beach on The Atlantic. Enjoy...

$193 - $258 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 1BA - Sleeps 6 - Orleans Home

Step back in time in this classic turn of the century cottage with views of Cape Cod Bay. Located on...

$172 - $272 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

Clean, comfortable and cozy cottage overlooking Rock Harbor Marsh. Wonderful screened in porch for your...

$115 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

Located in the desirable Tonset area of East Orleans, this light and bright cottage is a great Cape...

$129 - $186 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

Adorable updated two bedroom cottage with a bright screened in porch, outdoor shower and A/C units....

$129 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

Located right on the shore of beautiful Town Cove in Orleans. This family home has 3 bedrooms 2 baths...

$429 - $500 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

NEW LISTING! Newly renovated sprawling ranch home located in the beautiful Briar Springs area of East...

$286 - $400 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

Freshwater Lakefront! Wonderful, newly renovated cottage set on 1. 5 acres on Pilgrim Lake! Bright...

$158 - $250 / nt

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