Orleans Vacation Rentals

211 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
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
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

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

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 / 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

Orleans Massachusetts Vacation Rentals - Home

4BR / 2BA - Sleeps 7 - Orleans Home

This quintessential Cape Cod home was built in 1775 and has been in the same family for almost 200 years....

$258 - $286 / 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 / 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

4BR / 3BA - Sleeps 10 - Orleans Home

Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater beach...

$358 - $429 / nt

Orleans Massachusetts Vacation Rentals - Home

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

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

5BR / 4BA - Sleeps 10 - Orleans Home

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

$750 / 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 / 2BA - Sleeps 8 - Orleans Home

61 Captain Linnell Road, Orleans, MASpacious, beautifully updated, dog friendly home near Skaket...

$358 - $408 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 2BA - Sleeps 8 - Orleans Home

Property ID: 107082 / Key #: 1128 / Property Name: 13 Longview DrOnly minutes to Bakers Pond for the...

$172 - $243 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Orleans Home

12 Heritage DriveLovely, spacious colonial home near Pah Wah Pond and equidistant to Nauset Beach or...

$315 / 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 9 - Orleans Home

Property ID: 114251 / Key #: 2324 / Property Name: 21 Manito RoadLovely waterfront home on Meetinghouse...

$215 - $498 / 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

3BR / 2BA - Sleeps 6 - Orleans Home

Property ID: 106059 / Key #: 7039 / Property Name: 49 Brick Hill RoadWonderful vacation home just 1 mile...

$315 / nt

Orleans Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Orleans Home

30 HARBOR HILL ORLEANSClose to the bike path and just a short drive to Rock Harbor and Skaket Beaches....

$186 / 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

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

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 - Home

3BR / 2BA - Sleeps 6 - Orleans Home

Charming ranch on a quiet lane offering a idyllic setting right on Henson's Cove. There are many ways...

$200 - $279 / 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

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

4BR / 2BA - Sleeps 8 - Orleans Home

This wonderful 4- bedroom, dog- friendly, vacation home is located only 200 yards from Skaket Beach....

$172 - $429 / 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

4BR / 2BA - Sleeps 8 - Orleans Home

Comfortable 4 bedroom home located on a quiet dead end road just a short distance from Rock Harbor and...

$143 - $215 / nt

Orleans Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Orleans Home

Bright, open and very spacious Cape centrally located on a cul- de- sac not far from Skaket Beach,...

$286 - $315 / nt

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