Orleans Vacation Rentals

132 Rentals

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Orleans Massachusetts Vacation Rentals - Home
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
Orleans Massachusetts Vacation Rentals - Home
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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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

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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

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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

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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

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

Orleans Massachusetts Vacation Rentals - Home

5BR / 4BA - Sleeps 10 - Orleans Home

Property ID: 114103 / Key #: 2222 / Property Name: 36 Collins LaneGorgeous 5 bedroom home with Central...

$750 / nt

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4BR / 3BA - Sleeps 8 - Orleans Home

Property ID: 18543 / Key #: 183 / Property Name: 26 Winslow DriveLocated in South Orleans and close to...

$350 - $408 / nt

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3BR / 3BA - Sleeps 7 - Orleans Home

130 Portanimicut Rd, Orleans MAKayakers heaven! Spacious 3 bedroom - 3 bath home steps from a landing...

$258 - $386 / nt

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3BR / 2BA - Sleeps 6 - Orleans Home

5 Blueberry Island Road, Orleans, MABright and spacious home just a short distance to Cape Cod Bay...

$215 - $254 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Orleans Home

15 Mill Pond Road, Orleans, MABeautifully decorated home in the desirable Mill Pond area and with central...

$479 - $515 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 2BA - Sleeps 8 - Orleans Home

Lovely dog friendly home in East OrleansFresh new listing in East Orleans with central A/C. Walk to restaurants...

$215 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Orleans Home

Wonderful custom home with all the amenities- - only a half- mile from Pah Wah Pond and its conservation...

$400 - $515 / nt

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3BR / 1BA - Sleeps 6 - Orleans Home

10 Daley TerraceThis quaint & cozy ranch is set on a hill in a residential neighborhood & within walking...

$115 - $172 / 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

Orleans Massachusetts Vacation Rentals - Cottage

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

2BR / 1BA - Sleeps 4 - Orleans Home

This small two bedroom home has all the quiet charm that you would expect for your cape cod vacation....

$93 / nt

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 4 - Orleans Home

WATERFRONT COTTAGE! Nestled on two acres in Mayflower Point is this absolutely lovely, newly renovated...

$158 - $250 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Orleans Home

Lovely home with small cottageCharming home near Town Cove and Asa s Landing. This beautifully decorated,...

$243 - $429 / 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

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

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 / 3BA - Sleeps 8 - Orleans Home

Located overlooking the sands of Nauset Beach, this spotless vacation home is as true a Cape Cod experience...

$458 - $600 / 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

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

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

4BR / 4BA - Sleeps 10 - Orleans Home

Wonderful vacation rental with frontage on Crystal Lake. Have the best of everything. Spend your summer...

$429 - $643 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Orleans Home

This is a newer three bedroom two and a half bath home with a large kitchen and open dining and living...

$179 - $229 / nt

Orleans Massachusetts Vacation Rentals - Apartment

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

Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 9 - Orleans Home

Charming Cape Cod Antique in the Weeset area of East Orleans. There are many unusual and exciting elements...

Orleans Massachusetts Vacation Rentals - Home

2BR / 2BA - Sleeps 4 - Orleans Home

Nice contemporary home with open floor plan located on a natural wooded lot in a pleasant and peaceful...

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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...

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Orleans Home

Experience the simpler days of Old Cape Cod in this charming and well- appointed home on the water. Salt...

Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Orleans Home

32 HINKLE LANE ORLEANSGreat Cape Escape home! Swimming, canoeing and boating on site. As one of our...

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

22 Uncle Vicks WayA charming Cape ranch located close to town and the East Orleans Village. This home...

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