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
Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Orleans Home

WATERFRONT on Bakers Pond! Contemporary home on 3 levels, all with water views! Bright and open throughout,...

$372 - $429 / nt

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3BR / 2BA - Sleeps 6 - Orleans Home

Adorable cottage located in a wonderful East Orleans neighborhood near Mill Pond and Snow Shore Landing....

$140 - $186 / nt

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3BR / 2BA - Sleeps 6 - Orleans Home

Waterfront on Nauset Harbor! Classic Cape located on an incredible property overlooking the water and...

$300 - $429 / nt

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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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3BR / 2BA - Sleeps 6 - Orleans Home

Antique home with Cape Cod charm. This cozy home offers great character throughout yet enjoys the desirable...

$229 - $258 / 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

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Orleans Home

JUST LISTED! Classic Cape Cod beach cottage on a bluff overlooking Nauset Inlet and the Atlantic. This...

$458 - $572 / nt

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2BR / 2BA - Sleeps 6 - Orleans Home

NEW LISTING! Very spacious AIR- CONDITIONED two bedroom home sleeping six tucked up on a quiet wooded...

$200 - $229 / nt

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4BR / 5BA - Sleeps 10 - Orleans Home

Gorgeous views of Pochet Inlet, Pochet Island and Nauset Beach from practically every room! With a...

$786 - $929 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

Lovely sunlit 2nd floor apartment (1 of 2) in quiet location above a 2- person law office. Located in...

$136 / 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

Renovated ranch with lower level walkout tucked up on a hill in the lovely Brick Hill area of East Orleans....

$236 - $250 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

This rustic cottage is on a peninsula surrounded by salt water with views of Mill Pond. It is clearly...

$129 - $143 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 1BA - Sleeps 6 - Orleans Home

Newly renovated beach house located on a sandy dead end road just a short distance from Skaket Beach...

$229 - $358 / nt

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3BR / 3BA - Sleeps 7 - Orleans Home

With its great views of Cape Cod Bay across Namskaket Marsh from upper and lower decks, this charming...

$272 - $343 / 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

Orleans Massachusetts Vacation Rentals - Home

5BR / 2BA - Sleeps 10 - Orleans Home

Incredible spot! Expansive Cape cottage on a bluff in Nauset Heights overlooking Nauset Inlet and the...

$258 - $686 / 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

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

Chill out and relax at this wonderful waterfront retreat located in Mayflower Point. This charming cottage...

$143 - $300 / nt

Orleans Massachusetts Vacation Rentals - Home

5BR / 4BA - Sleeps 11 - Orleans Home

You will find that all your expectation are exceeded in this custom built Cape vacation dream home. The...

$643 / nt

Orleans Massachusetts Vacation Rentals - Home

5BR / 4BA - Sleeps 10 - Orleans Home

Enjoy easy access to a gorgeous private association beach and dock on Pleasant Bay from this well maintained...

$829 - $929 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 4BA - Sleeps 10 - Orleans Home

Classic Cape with bright, modern, free- flowing interior and central air conditioning in a tiny neighborhood...

$279 - $515 / nt

Orleans Massachusetts Vacation Rentals - Home

6BR / 5BA - Sleeps 12 - Orleans Home

Lovely expansive home with pool and privacy near Crystal Lake and Kents Point. 58 Keziahs Lane . "Fields...

$1,129 / 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

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

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

$115 - $143 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Orleans Home

Bright and newly remodeled beach house located at the end of a sandy lane only 2/10ths of a mile from...

$286 - $400 / nt

Orleans Massachusetts Vacation Rentals - Home

5BR / 4BA - Sleeps 10 - Orleans Home

Cape Cod elegance describes this beautiful, expansive home which sits peacefully at the end of the cul-...

$472 - $672 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Orleans Home

Walk to Skaket Beach! Spacious home tucked away at the end of a quiet cul- de- sac only 6/10ths of a...

$186 - $358 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

AT SKAKET BEACH! This charming renovated 1927 Cape has ample room for 6, a master bedroom with a vaulted...

$186 - $286 / 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 - Apartment

1BR / 1BA - Sleeps 2 - Orleans Apartment

Quaint second floor apartment in South Orleans. This bright and cheerful, freshly renovated home offers...

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

Make yourself at home in this comfortable three bedroom Cape style home tucked away in a superb location,...

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