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$350

4 BR / 3 BA / Sleeps 8

South Orleans Vacation Rental (18543) - Orleans vacation rentals
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$350

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South Orleans Vacation Rental (18543)

Orleans house
4 BR / 3 BA / Sleeps 8 | Quick view

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Property ID: 18543 / Key #: 183 / Property Name: 26 Winslow Drive Located in South Orleans and close to Chatham for shopping and dining! This home is less than ½ mile to the beaches on Pleasant Bay and overlooks scenic Uncle Seth’s Pond. This contemporary home with an abundance of glass offers lovely views over the…
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$450

4 BR / 4 BA / Sleeps 9

006-O Upgraded & upscale near Nauset Beach - Orleans vacation rentals
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$450

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006-O Upgraded & upscale near Nauset Beach

Orleans house
4 BR / 4 BA / Sleeps 9 | Quick view

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Upgraded & upscale near Nauset Beach $4,900 PRIME SUMMER WEEKLY RATE (Linens included) Book July 4th Week -- Stay an Extra Night at 50% Off! Please ask for details: 508 896-3241 This spacious East Orleans home is located just off Nauset Beach in the desirable Grand View neighborhood. This neighborhood is characterized…
  • Ocean or water views
  • Wireless Internet
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$229

2 BR / 1 BA / Sleeps 4

KASORL 78786 - Orleans vacation rentals
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$229

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KASORL 78786

Orleans house
2 BR / 1 BA / Sleeps 4 | Quick view

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Waterfront on Cape Cod Bay! This 2 bedroom, 1 bath condo Sits on the Dunes of Skaket Beach. The private stairway takes you to the fabulous deck and entrance of the top floor of condominium with views from Dennis to Provincetown! Enjoy watching the sunset from the deck after a long day playing in the sand and child …
  • Waterfront
  • Deck
  • Parking
  • Grill
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$125

4 BR / 3 BA / Sleeps 9

21 Manito Road 114251 - Orleans vacation rentals
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$125

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21 Manito Road 114251

Orleans house
4 BR / 3 BA / Sleeps 9 | Quick view

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Property ID: 114251 / Key #: 2324 / Property Name: 21 Manito Road Lovely waterfront home on Meetinghouse River. First floor includes open living / dining area, eat- in kitchen with stainless steel applainces, 3 bedrooms and 2 baths. Lower level has one bedroom with a queen bed, half bath, and TV area. Enjoy the views …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$658

3 BR / 2 BA / Sleeps 6

1 Reviews

$658

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DOYORL 78632

Orleans house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Waterfront Beach Cottage, just bring your boat! You will love the deep water access right in your back yard. Enjoy Cape Cod at its best! Swim, kayak, fish and clam at your doorstep. This professionally decorated beachfront cottage is sure to please. Home offers gorgeous Kitchen, 2 full baths, 3 bedrooms, high-end …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Amazing on the beach location

Left on Sep 27, 2012 for a stay in June 2012

Lovely refinished beach cottage right smack on the water behind Nauset Beach. Fantastic views, short walk over the dunes to the ocean. Beautifully refurbished. Very helpful landlords. I give this my top ratind. A+++

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$565

3 BR / 2 BA / Sleeps 6

1 Reviews

$565

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TICORL 77662

Orleans house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Rare opportunity to vacation in Nauset Heights right on the waterfront! Perfect Beach House for the beach loving family or couple. Walk out the door to one of Cape Cods most beautiful beaches. Swim, fish, sunbath or take gorgeous walks for miles along the National Seashore. This 3 bedroom home has recently been …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(1)

Peace and Quiet By the Sea

Left on Aug 08, 2013 for a stay in July 2013

The house was beautifully furnished and very clean. It was spacious yet cosy and very well located. The beach was a direct walk of 50m over the sand making the house at a very convinient location. There were many things to do in nearby towns including a few excellent restaurts suitable for the entire family. My children loved the animal wildlife they spotted not only in the garden but also in the…

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$86

2 BR / 1 BA / Sleeps 4

3 Reviews

$86

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Orleans Vacation Rental (18374)

Orleans cottage
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Property ID: 18374 / Key #: 1582 / Property Name: 17 Center Place Charming waterfront cottage on scenic Boland Pond. A good location, only a short distance to the center of Orleans, not far from the bike trails and to Skaket and Nauset Beaches! 2 Bedrooms, 1 Bath. Sleeps a maximum of four. NO PETS ALLOWED. $850 per …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(3)

Cozy Cottage

Left on Oct 22, 2009 for a stay in July 2009

The Kew's cottage is great cozy option for a small family. It is somehow secluded while still being within walking distance to shops, restraunts, and baseball. The cottage is bright, clean and fully appointed with a lovely deck right on Bolland pond. We love this cottage.

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$207

3 BR / 2 BA / Sleeps 7

3 Reviews

$207

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3 BR condo on Cape Cod Bay Skaket Beach Orleans MA

Orleans condo
3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

My Cape Cod waterfront vacation rental is located on the very popular Skaket Beach in the town of Orleans and has been enjoyed by thousands of vacationers for over 5 decades. I have been blessed to be the owner for over 30 years. You’ll enjoy 250 feet of private Skaket Beach with only 7 other condos in three …
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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(3)

Right on the Beach Beautiful Peaceful and Great Sightseeing on C

Left on Aug 22, 2013 for a stay in October 2010

We stayed for a wonderful week with my parents. Such a perfect cozy getaway with plenty of space for 4 people right on the Beach and roaring fireplace with large views out picture windows.
We all loved the Falmouth Jazz Festival, great seafood restaurants and toured all the art galleries and fabulous scenic drives all over the island all the way to Provincetown. So much to see and do here and so …

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$500

3 BR / 3 BA / Sleeps 10

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$500

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Spacious home with water views and water access 108991

Orleans house
3 BR / 3 BA / Sleeps 10 | Quick view

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20 Hayward Lane, East Orleans Enjoy this lovely, large, sun-filled home in charming East Orleans on a spacious, 1.5 acre private property with saltwater views of Frostfish Cove (leading to Little Pleasant Bay) from almost every room. Relax and watch the boats go by from the large main-level deck, expansive patio on …
  • Waterfront
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$900

7 BR / 7 BA / Sleeps 16

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$900

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039-O Main + guest house, pool, on Cove, up to 16.

Orleans house
7 BR / 7 BA / Sleeps 16 | Quick view

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Main + Guest House, Pool, on Cove, Sleeps up to 16$12,800 PRIME SUMMER WEEKLY RATE (linens included) Please note: This property rents Sunday to Sunday in summer for full-week or multiple week terms only, but is available off-season for weekends and special events. This Orleans Estate is located in the heart of Orleans…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$358

4 BR / 2 BA / Sleeps 8

1 Reviews

$358

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BRUORL 78635

Orleans house
4 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

Breathtaking views of Nauset Harbor and tucked away at the end of a private drive. With cathedral ceilings and lots of windows, this cottage offers spectacular waterviews from almost every room. The sun rises over the dunes and harbor right into both sitting rooms and dining area...sunset is even more incredible! …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Location, location, location!

Left on Jul 06, 2013 for a stay in June 2013

Location, location, location - it sums it up! Our family: 4 adults, 2 teenagers, and an infant, enjoyed staying at this beautiful home.
The guys enjoyed fishing right in front of the house and caught several nice striped bass. We would highly recommend renting kayaks, it is a perfect location for the experienced, or novice, to kayak. Wildlife is all around this house. Town center was a nice …

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$200

3 BR / 2 BA / Sleeps 6

1 Reviews

$200

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Orleans Vacation Rental (92638)

Orleans house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Average ” 1 Reviews

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Reviews

(1)

74 Keziahs Lane, Orleans, MA Waterfront home overlooking Meetinghouse River. This unique single level home offers 3 bedroom and 2 bathrooms, fully equipped kitchen, spacious living area, and picturesque grounds with waterviews of The River. Just a short distance to Kents Point and convenient to East Orleans Village …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Nice Home, But Cat Hair Everywhere

Left on Oct 01, 2010 for a stay in June 2010

This was is a beautiful home and the view was breath taking, but the furniture was covered in cat hair. I had to vacuum and buy sheets to cover the furniture and wash all the bedding.

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$272

3 BR / 1 BA / Sleeps 6

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$272

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061-O Secluded Cape Cottage, 3-5 min Walk to Beach

Orleans house
3 BR / 1 BA / Sleeps 6 | Quick view

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Secluded Cape Cottage, 3-5 Minute Walk to Beach$1,900 PRIME SUMMER WEEKLY RATE Book July 4th Week -- Stay an Extra Night at 50% Off! Please ask for details: 508 896-3241​ It's possibly one of the best values in Orleans. Located on the Bayside of Orleans, this well-maintained cottage is one of 4 homes on a 25 acre …
  • Private Beach
  • Ocean or water views
  • Wireless Internet
  • A/C or climate control
  • Deck
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,139

4 BR / 7 BA / Sleeps 14

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$1,139

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40 ORIE LANE 121386

Orleans house
4 BR / 7 BA / Sleeps 14 | Quick view

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40 ORIE LANE Mesmerizing views of Pochet Inlet, Nauset Beach and the Atlantic this 6000 square foot home is a gracious oasis of tranquility. This luxurious estate has every amenity you can think of. This home will make your vacation a relaxing and memorable escape. Sit by the heated pool, kayak or sail from your …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$654

4 BR / 2 BA / Sleeps 8

1 / 33

$654

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071-O Sweeping Bay Views with Privacy in Orleans

Orleans house
4 BR / 2 BA / Sleeps 8 | Quick view

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Book July 4th Week -- Stay an Extra Night at 50% Off! Please ask for details: 508 896-3241 $4,000 PRIME SUMMER WEEKLY RATE This unique vacation home is nestled between Rock Harbor to the east and Skaket beach to the west. The home has its own private boardwalk across the tidal areas. You'll have your feet in the sand …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Deck
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

4 BR / 4 BA / Sleeps 8

1 / 20

$500

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OOSTRM

Orleans house
4 BR / 4 BA / Sleeps 8 | Quick view

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This is the perfect home for your vacation get away. Beautiful, private, spacious, light-filled home seconds to spectacular Skaket Beach. Main floor opens into a sun-filled kitchen and dining area, and comfortable living room. Four bedrooms - private master suite on main floor includes king bed with private bath. …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

5 BR / 3 BA / Sleeps 10

1 / 31

$643

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029-O Large 5 Bedroom with AC on Skaket Beach

Orleans house
5 BR / 3 BA / Sleeps 10 | Quick view

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Large 5 Bedroom with AC on Skaket BeachOFF-SEASON WEEKS AVAILABLE FROM $3,800! Please note: This property rents Sunday to Sunday with some exceptions in May-June Here's a great find: a top quality vacation home, located directly on the beach that can comfortably accommodate a guest group up to 10, and is thoroughly …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Deck
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$779

5 BR / 7 BA / Sleeps 10

1 / 41

$779

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018-O Pleasant Bay Views, Big, Upscale, Secluded

Orleans house
5 BR / 7 BA / Sleeps 10 | Quick view

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Pleasant Bay Views, Big, Upscale, Secluded$5,450 PRIME SUMMER WEEKLY RATE Nestled in the woods of South Orleans on Pleasant Bay on 6.5 acres, this gorgeous home is a luxurious way to vacation on the lower Cape. The home has over 5000 square feet of living space,5 bedrooms, 6 full baths, and 1 half bath. Three of the …
  • Ocean or water views
  • Wireless Internet
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

4 BR / 3 BA / Sleeps 8

1 / 32

$1,000

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065-O Big & Beautiful on the Bay in Orleans

Orleans house
4 BR / 3 BA / Sleeps 8 | Quick view

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Big & Beautiful on the Bay in Orleans $7000 PEAK SUMMER WEEKLY RATE Situated between Skaket Beach and Rock Harbor, this magnificent home leaves nothing to be desired. Commanding views and direct access to private beach land compliment the seclusion and privacy at this bayside property. The home is one of 4 on a 25 …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Deck
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

4 BR / 2 BA / Sleeps 8

2 Reviews

$200

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East Orleans Vacation Rental (18583)

Orleans house
4 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

41 Chestnut Drive - Waterfont on Pleasant Bay! Spend your vacation on a bluff overlooking Pleasant Bay! For those nature lovers who like total privacy, this contemporary beach house provides easy access by path to a private beach that is wonderful for windsurfers and sailors. 4 air conditioned bedrooms- 2 first floor …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great family vacation spot

Left on Oct 22, 2009 for a stay in June 2009

We stayed here in June with our extended family. The house was very nice, quite rustic, and we enjoyed our stay. It's a good house to rent - not much worry about things to break or ruin - and had a nice, big yard. The walk down to the beach was short but a bit tricky, especially when wet. The view from the backyard was wonderful, and the owner was extremely helpful and friendly.


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