Orleans Vacation Rentals

190 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

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

Property 95117

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

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

Property 92638

3BR / 2BA - Sleeps 6 - Orleans Home

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

$200 - $279 / nt

Property 18432

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 / 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

5BR / 4BA - Sleeps 14 - Orleans Home

ID #BONN10 Located in the Rock Harbor area of Orleans, is this fresh and colorfully furnished comfortable...

$358 / nt

205 ROCK HARBOR RD., ORLEANS

2BR / 1BA - Sleeps 6 - Orleans Home

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

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 / 2BA - Sleeps 8 - Orleans Home

Completely renovated four bedroom, two bath beach house approximately 300 yards from popular Orleans...

7 NUTHATCH CIR., ORLEANS

3BR / 2BA - Sleeps 6 - Orleans Home

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

54 CEDAR LAND RD., ORLEANS

4BR / 2BA - Sleeps 8 - Orleans Home

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

Orleans Massachusetts Vacation Rentals - Cottage

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 - Cottage

2BR / 1BA - Sleeps 4 - Orleans Cottage

17 Center Place, Orleans MACharming waterfront cottage on scenic Boland Pond. A good location, only...

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 pleasant 3BR/2BA ranch style home in Orleans close to quaint East Orleans Village and famous Nauset...

Orleans Massachusetts Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Orleans Home

Steps to Skaket Beach this large 4BR/3BA home sits on a quiet sandy lane. Fully refurbished throughout...

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 7 - Orleans Home

This pretty ranch style home is a short walk to Skaket Beach. Nicely furnished three bedroom two bath...

Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Orleans Home

Pretty three bedroom home overlooking a marsh in Orleans and only a short drive to Skaket Bay Beach....

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

Nice three bedroom , one full bath- two half bath ranch style home on quiet road. Cozy livingroom and...

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

5BR / 4BA - Sleeps 10 - Orleans Home

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

$515 - $572 / nt

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

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

4BR / 4BA - Sleeps 8 - Orleans Home

NEW CONSTRUCTION! Gorgeous 3- level contemporary home overlooking conservation land and beautiful 28-...

$572 / 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

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

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

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

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

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

$140 - $186 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

Waterfront Beach Cottage, just bring your boat! You will love the deep water access right in your back...

$658 - $700 / nt

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 / 3BA - Sleeps 8 - Orleans Home

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

$350 - $408 / 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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