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Pet Friendly Holiday Rentals in Orleans

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    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This Pet friendly home is located just 0.8 miles from Nauset Beach. Enter into a charming, warm home that offers two spacious living areas. One is a bright great room with cathedral ceilings, sectional seating, big screen t.v and game table. Head into the living room where you will find a cozy... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This beautiful Cape Cod home sits on Barley Neck, which is small peninsula just a few minutes drive to Nauset Beach. Beach sticker for parking is included in your rental! It is surrounded by Meeting House Pond and Little Pleasant Bay. This area is harbored from the Atlantic Ocean by Pochet Island.... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    Classic Nauset Heights home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean and Nauset Marsh. Short walk to bay and ocean beaches. Vintage, rustic cottage character in unbelievable location. Great value for view. Wooden farmhouse style floors throughout... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    NEW LISTING! PROPERTY UNDERGOING COSMETIC UPGRADES! NEW PICTURES COMING SOON! The moment you arrive at this 3 bedroom, 3 bath classic cape with central a/c, you will immediately downshift into vacation gear. Sited on a knoll in East Orleans, the secluded front yard is ideal for a game of pick up... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This 3 Bedroom 2.5 bath retreat with Central AC is hidden away down a semi private drive in East Orleans. It has large sliding glass doors down one side of the home off the living room offering lots of light. Mid century modern decor fills this clean lined living space. Passive solar compliments... View all property information
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    Orleans, Cape Cod 02653
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ID3BRICK 55 This delightfully redone 2.5 bedroom/1.5 bath home located in a sought-after East Orleans location is bright and open with an unbeatable location! The front door leads directly into a large living room cooled by both a ceiling fan and window a/c. There are two plush couches, one is a... View all property information
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    Orleans, Cape Cod 2653
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Sweeping Bay Views, Privacy, Two Full Kitchens (Pets Considered) Peak Summer Weekly Rates: $4,300 - $4,500 (Rents Saturday - Saturday during peak season) 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... View all property information
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    Orleans, Cape Cod 02653
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    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    NEW LISTING!!! This is a well appointed 3000 square foot home in South Orleans, minutes from Rt. 28. Easy access towards Nauset and Skaket beach or Pleasant Bay. The downstairs includes a master suite with King bed and ensuite, full open kitchen and dining room, kids play room, laundry / mud room.... View all property information
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    Orleans, Cape Cod 02653
    1 / 17
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Located beside Cedar Pond which is great for fishing, this home offers all of the privacy and convenience you could ask for while enjoying your Cape Cod vacation. Walk to Main Street and the Bike Trail in less than a half mile or bike to beautiful Skaket Beach - just a mile away! This home has a... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    New Bedroom suite, recently expanded living room, Flat screen TV's and 2nd bath! This quaint 3 bedroom, 2 full bathroom Cape Cod Vacation Cottage is located on a spacious corner lot located just 3/10 of a mile from beautiful Skaket Beach in Orleans. Enter into cheerful living room, here you will... View all property information
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    Orleans, Cape Cod 2653
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    AT SKAKET BEACH! This charming renovated 1927 Cape has ample room for 6, a master bedroom with a vaulted ceiling and a private half-bath, plus a lovely wraparound porch with hammock. The sunny interior features newly-painted floors, comfy furnishings throughout and excellent amenities, including... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Classic Nauset Heights 3 Bedroom home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean, Nauset Marsh, Coast Guard Light, and Fort Hill. Short walk to bay and ocean beaches. Vintage cottage character in unbelievable location. Great value for view. Full... View all property information
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    Orleans, Cape Cod 02653
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Beach, Kayaks, SUPs on Pristine Orleans Lake! (Pets Considered) Please Note: This home rents Sunday to Sunday in peak summer months Peak Summer Weekly Rates: $4,600 - $4,900 Expansive Waterfront Home on Crystal Lake in the heart of Orleans. Crystal Lake is a pristine fresh water lake located close... View all property information
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    Orleans, Cape Cod 02653
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Newly remodeled historic home. Heated Pool, Central AC, Sleeps 12, Linens & Towels Included! Peak Summer Weekly Rates: $9,500 (Rents Saturday - Saturday during peak season) This beautiful 1920 Orleans home, newly remodeled and redecorated, exudes Cape Cod charm, retains its original historic... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This adorable cottage is situated on the bluff overlooking Nauset Beach, on the water on Nauset Heights. Short walk to both inland waters and Nauset Outer Beach. This property has panoramic ocean, beach and water views. Property type: House Room type: Entire home/apt Accommodates: 8 Bathrooms:... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    True Cape Cod Charm in every way! This 3 bedroom Saltbox is just up the road from Nauset Beach. All the upgraded conveniences you could want including granite counters, hardwood floors, washer/dryer, WIFI and air conditioning. Relax in the outdoor shower or cook on the brand new 5 burner gas... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    50 Keziahs Lane Orleans 4 Bedrooms 3 Full Baths Nauset Beach not far away. 2017 Season! Charming, peaceful and gracious 4BR/3BA home on a dead-end private road! On two semi-secluded acres abutted by conservation land, and 200 yds from bay inlet and nature reserve with a mile of waterfront, deeded... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    28 Kings Way, Orleans MA (ID# 95117) 2017 Season! Adorable 3 Bedroom, 2 Bath Cape style home close to Skaket Beach. Convenient to Nauset Beach, Orleans Town Center, and the bike trail. Main level includes large living area, eat in kitchen, bedroom with two twins and full bath. Second level has main... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This nicely furnished, pet-friendly home is located on a quiet wooded lot close to the Rail Trail, center of town and Skaket Beach. The first level of the home features an updated kitchen with dining table, living area, full bathroom with tub/shower, and one bedroom with two twin sized beds. The... View all property information
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    Orleans, Cape Cod 02653
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    Located in the desirable Captain Linnell area of Orleans, this home offers one floor living, a large yard, and is pet friendly! This lovely 3 bedroom, 1 bath home is just .3 miles to beautiful Skaket Beach and features cable TV, wireless internet and air conditioning! The Master Bedroom, just off... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Salt waterfront home located in the Ocean Harbor Association in East Orleans. This newly-furnished home is set on over an acre of beautiful multi-level grounds with frontage and views of Little Cove. Enjoy kayaking right from your backyard, access to the association tennis courts or deepwater... View all property information
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    Orleans, Cape Cod 02653
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    3.5 of 5 bubbles (4) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Located 1/10 of a mile from the private saltwater beach on Pleasant Bay via an Association path, this multi-level contemporary offers a peaceful retreat on Shoal Pond in South Orleans. The main level is open and bright, with a wonderfully open great room, fireplace, dining area, kitchen, entry way,... View all property information
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    Orleans, Cape Cod 02653
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    4 of 5 bubbles (2) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    This quintessential Cape Cod home was built in 1775 and has been in the same family for almost 200 years. Charming beyond words this home sits at the end of Tonset Road and looks out over Nauset Inlet to the Atlantic Ocean beyond. Stone walls and meadows surround this time tested property. The... View all property information
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    Orleans, Cape Cod 02653
    3 of 5 bubbles Reviewed 20 August 2016
    The setting and view of the bay were perfect. Inside was uncomfortable old rickety furniture crammed in all rooms.
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    20 Deerwood Lane, East Orleans, MA (ID# 120896) 2017 Season! Wonderful Home in East Orleans with central A/C. Walk to restaurants or Sundae School after a relaxing day at Nauset Beach. This dog friendly (with homeowner approval) home features lots of room with 4 bedrooms, hardwood floors... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    61 Captain Linnell Road, Orleans, MA (ID# 100002) Near Skaket Beach 2017 Season! Spacious, beautifully updated, dog friendly home near Skaket Beach on Cape Cod Bay. Large granite and stainless kitchen opens to dining area, living area and office. Sliders to deck, brick patio, back yard and fire... View all property information
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    Orleans, Cape Cod 02653
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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Beautiful 4 bedroom home located in Ocean Harbor Estates that offers tennis, footpath to saltwater beach and boating access to Nauset Harbor and the Atlantic from Little Cove. A traditional Cape set up on a hill with a private back yard bordering a protected bird sanctuary. This home features 4... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Located right on the shore of beautiful Town Cove in Orleans. This family home has 3 bedrooms 2 baths and a view of the water which is special. This classic Cape Cod home is one floor living with all 3 bedrooms on the main floor. The master has a Queen with private bath with a walk-in shower, BR2... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    **2 WEEK MINIMUM RENTALS ONLY**This is a gorgeous contempory home with a path to your own private beach on Pleasant Bay. The house features 3 bedrooms that all have ensuite bathrooms and their own decks with waterviews. The lower level has 2 bedrooms each with 2 twins and the 2nd floor has a queen... View all property information
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    Orleans, Cape Cod 02653
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    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    This warm and inviting 6 bedroom, 4 bath home sprawls over 4 stories of comfortable rooms with spacious, open living areas and a private, fully fenced back yard. Perfectly located in South Orleans, the house is just minutes from the Lower Cape villages of Chatham, Brewster and Orleans. A beautiful... View all property information
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    Orleans, Cape Cod 02653
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    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Lovely Summer Rental in East Orleans. Approximently 0.5 miles from Nauset Beach. This apartment will sleep 4. One seperate bedroom with queen bed. Bathroom and shower. Murphy bed available.in sitting area. Comfortable sitting area with Direct TV, WiFi, washer and dryer, microwave among the... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 bubbles Reviewed 28 August 2015
    Had a wonderful week with our family at this beautiful apartment. It is exactly like the photos! Clean, quiet and relaxing! Would definitely return! The owners live on the...
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    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Large wrap around deck provides spectacular views of Cape Cod Bay near Boat Meadow Landing. The Beach IS your front yard! Ideal for children. Relax swimming in the warmer Bay. Two kayaks provided for exploring the Bay and marsh. Take long walks along the water to Rock Harbor. Only a short 5 min.... View all property information
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    Orleans, Cape Cod 02642
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Situated on five acres of woods, this home is quiet and secluded yet only minutes from beaches, bike path, restaurants and shops. Originally built in the 1700’s, the house has been completely restored and modernized and offers all the conveniences you need – completely supplied updated kitchen,... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    New To Market E. Orleans Home available for thsi summer at discounted price! Absolutely wonderful young 4 bedroom, 3 full bath cape house located in an upscale East Orleans neighbourhood. Home is offered with open floor plan on private and quiet cul de sac street off Beach Road. Only 3/4 mile... View all property information
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    Orleans, Cape Cod 02653
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Beautiful waterfront vacation home with 180 degree unobstructed views of the Frostfish Cove, The River, Jack Knife Point and the mouth Pleasant Bay. This vacation home is about light-filled rooms virtually all with a view of the water, kayaking, canoeing, sailing, fishing and more: a most unique,... View all property information
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    Orleans, Cape Cod 02653
    1 / 20
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    Our home is located in a quiet upscale neighbourhood close to all amenities. Walk to grocery store, downtown shopping, library, tennis courts and town field. Less than a 5 minute drive to ocean and bay. Quick access to highway and all the surrounding Cape towns. Relax and unwind at With the... View all property information
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    Orleans, Cape Cod 02653
    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    #502 The Lobsta Pot: East Orleans at its finest.  This quaint and FULLY RENOVATED cottage is a short walk to preservation land and a salt water bay worthy of kayaking.  Bring your bikes for a fast 10-minute ride to Nauset Beach or your kayaks for unending exploration in Town Cove, Mill Pond and... View all property information
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    Orleans, Cape Cod 02653
    1 / 15
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • DVD Player
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    • Patio
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    • Internet Access
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    • Washer
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    • Pet-friendly
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    • x
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    First floor master suite and fully equipped separate guest suite make this newer custom Cape an ideal property for two families. The spacious design and top quality appointments in this builders own home assure you a comfortable, relaxing, and memorable vacation you'll truly enjoy. Granite... View all property information
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    Orleans, Cape Cod 02653
    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Washer
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Savor soothing views of Pleasant Bay, Nauset Bar and Ocean beyond! Gorgeous sun and moon rises too! Swim, fish, shell or relax from private beach and dock - 3 minutes; door to dock. A large, sunny & beautifully maintained home in lovely East Egg affords the space and amenities to insure a fabulous... View all property information
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    Orleans, Cape Cod 02662
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Newly Listed and Newly Updated, this is the rental you’ve been looking for!! Situated in a secluded wooded neighborhood, not far from shops and restaurants. Perfect home base, just 1.7 miles from popular Skaket Beach on Cape Cod Bay, 1 mile from Rock Harbor sunsets, and the bike path is just .3... View all property information
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    Orleans, Cape Cod 02653
    1 / 17
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    Come to your very own private resort on Cape Cod. Located directly on Nauset Harbor on the Eastham\Orleans town line, The Jeremiah House is the place to be for your quintessential Cape Cod getaway. This luxury home is the perfect convergence of classic old Cape Cod architecture and charm with... View all property information
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    Orleans, Cape Cod 02642
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    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
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    Enjoy dining al fresco on the patio with a gorgeous ocean view at this cozy Cape Cod home. Grab one of the two beach chairs and head to Nauset beach, just a few blocks away - you'll be relaxing in no time! Additional area beaches are nearby and you're also not far from the fishing mecca of Mill... View all property information
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    Orleans, Cape Cod 02643
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
    • ?
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    • ?
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    This charming one bedroom cottage is impeccably maintained. It has all the amenities including dishwasher, wireless internet, cable, screened in porch, outdoor shower, A/C unit, and a private yard. Close to both the bay beaches, the national seashore and shopping and restaurants in Orleans. The... View all property information
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    Orleans, Cape Cod
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Charming modern waterfront cottage-- now with A/C!-- located in the exclusive Mayflower Point section of Orleans where the Namequoit River meets Little Pleasant Bay. The secluded area boasts scenic water views, quiet nights and sounds of birds. The living space has a new whole-house fan, ceiling... View all property information
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    Orleans, Cape Cod 02653
    1 / 19
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
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    • x
    • x
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    • x
    About this property
    *If you can't find the dates available that you are looking for, we also have a second studio you may be interested in. Send us an inquiry and we will try to help you find the dates you want.* Beach Rose is a studio in “Holly Tree Cottages” available by world-renowned Nauset Beach. It offers high... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 bubbles Reviewed 21 September 2016
    We wanted an affordable quiet place near a beach. The studio was neat, clean, right near wonderful Nauset Beach and it had everything except the kitchen sink. It was just what we...
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    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
    About this property
    *If you can't find the dates available that you are looking for, we also have a second studio you may be interested in. Send us an inquiry and we will try to help you find the dates you want.* Sea Wind is a studio in “Holly Tree Cottages” available by world-renowned Nauset Beach. It offers high... View all property information
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    Orleans, Cape Cod 02653
    4 of 5 bubbles Reviewed 11 July 2016
    Short walk to Nauset beach. Short bike ride to shops, ponds. Unit could use some care but is comfortable and well appointed for relaxed studio stay and a great value for the...
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Child-friendly
    • x
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    • x
    About this property
    Crisply renovated 4 Bedroom with beautiful kitchen and water views near Skaket Beach, Fully Renovated with beach gear, surfboards, stand-up paddle board and credit at the famous Land-Ho restaurant. Layout of Bedrooms: Top Floor: *King in master bedroom *4 Twin Room (2 separate and 2 bunk) *Twin... View all property information
    Location Information
    Orleans, Cape Cod 02653