Orleans Vacation Rentals

202 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

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

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

Orleans Massachusetts Vacation Rentals - Home

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

Orleans Massachusetts Vacation Rentals - Home

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

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

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

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

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

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

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 - 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

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

Orleans Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 6 - Orleans Home

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

Orleans Massachusetts Vacation Rentals - Apartment

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

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...

Orleans Massachusetts Vacation Rentals - Cottage

2BR / 0BA - Sleeps 4 - Orleans Cottage

199 Rock Harbor Rd #1 (Front Cottage)Views of Rock Harbor Marsh from this 2 bedroom cottage. Enjoy the...

Orleans Massachusetts Vacation Rentals - Cottage

2BR / 1BA - Sleeps 4 - Orleans Cottage

Rustic cottage overlooking the Rock Harbor Marsh. Wonderful screened in porch for your evening pleasure....

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

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

Orleans Massachusetts Vacation Rentals - Home

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 - Cottage

2BR / 0BA - Sleeps 4 - Orleans Cottage

199 Rock Harbor Road #2 (Back Cottage)Great cottage with expansive views of the salt marsh and only 1/2...

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

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

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

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

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

4BR / 4BA - Sleeps 14 - Orleans Home

This exceptional compound is one- of- a- kind with a Main House, Carriage House and private pool. The...

$572 - $1,358 / nt

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