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House Rentals and Apartment Rentals in Orleans, MA

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    Travelers to Orleans are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Located on the bank of Rock Harbor Creek, this 5 BR, 4 Bath classic Cape has all you and your family are looking for this summer. The large second floor master suite overlooks the marsh with an attached private bedroom with 2 twins where the little ones can dream away, close to the folks. There is... View all property information
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    Orleans, Cape Cod 02653
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    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 / 24
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    12 Heritage Drive, Orleans MA (ID#118899) 2017 Season ! Lovely, spacious updated colonial home near Pah Wah Pond and equidistant to Nauset Beach or Skaket Beach and centrally located to Pleasant Bay, Chatham and National Seashore Beaches. A gorgeous kitchen with stainless appliances and granite... View all property information
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    Orleans, Cape Cod 02653
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Lovely three bedroom contemporary Cape with an open floor plan located in a private cul de sac neighborhood. Features wireless internet, deck and private outdoor shower and is near the bike trail. Two bedrooms are on the first floor. One with a trundle bed and the other with two twins. Upstairs... View all property information
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    Orleans, Cape Cod
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    At the end of a private lane lies your secluded vacation retreat on tranquil Pilgrim Lake. Just 60 feet from the decks and living room window is your private lakefront with boat dock for swimming, boating or fishing. The main deck, overlooking the water with comfortable outdoor furniture and gas... View all property information
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    Orleans, Cape Cod 02653
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Recently renovated, spacious two-bedroom home with CENTRAL AIR-CONDITIONING sleeping six tucked up on a wooded knoll at Bakers Pond. This spot offers much privacy and is less than .1 mile to beautiful freshwater swimming and kayaking on the pond. This location feels removed from it all, yet is only... View all property information
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    Orleans, Cape Cod 02653
    1 / 21
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Priscilla Landing is on the Nauset Estuary and has private pathways to the Atlantic. The first floor has 3 bedrooms. One room has Queen sized bed with a private bath. Second room as 2 twins also with a private bath. The Master suite has a King sized bed, Private Bath with walk-in shower and a... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 bubbles Reviewed 4 weeks ago
    The house is designed perfectly for a couple of families who want to rent a beach house for a week or two. It is not only well-designed and practical, but is also spotless and...
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    1 / 7
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Comfortable 4 bedroom home located on a quiet dead end road just a short distance from Rock Harbor and the Cape Cod Rail Trail. Enjoy the spacious screened-in porch and all amenities. Additional amenities include: room fans, lobster pot, outdoor shower (private/hot water), heat, dehumidifier,... View all property information
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    Orleans, Cape Cod 02653
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    About this property
    20 Hayward Lane, East Orleans (ID# 108991) Close to Nauset Beach MeetingHouse Pond, Pleasant Bay and Village of East Orleans 2017 Season! 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... View all property information
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    Orleans, Cape Cod 02653
    1 / 30
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Cosy, welcoming home in South Eastham. Our traditional Cape Cod house features 4 bedrooms, 2 baths, and a fully finished basement with easy access to beaches, the Cape Cod Bike Trail, shopping and restaurants. Three bedrooms and the living room have window A/C units. We are on a quiet wooded lane,... View all property information
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    Orleans, Cape Cod
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Adorable updated two bedroom cottage with a bright screened in porch, outdoor shower and A/C units. Located in the Pine Tree Cottage colony. The first bedroom has a full bedroom and the second has two twins and there is a full bathroom with a shower. This cottage is perfect for a family of four or... View all property information
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    Orleans, Cape Cod
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Location, Location! Popular duplex cottage very close to Skaket Beach on Cape Cod Bay. Simple and beachy, each side rents separately and has its own deck. Unit 2 (#429) with two bedrooms, has a new kitchen for the 2014 season. Unit 1 (#428) has three bedrooms. Both share the enclosed outdoor... View all property information
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    Orleans, Cape Cod 02653
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This charming and pristine contemporary ranch, nestled in a private wooded paradise-Mayflower Point, is minutes by foot to private salt and fresh water accesses for boating, swimming, or fishing. Launch a kayak at ''The River'', leading to Pleasant Bay and the outer beaches, or, if you prefer,... View all property information
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    Orleans, Cape Cod 02653
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    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
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • ?
    About this property
    This small two bedroom home has all the quiet charm that you would expect for your cape cod vacation. Perfect for a couple or a small family, this home offers relaxation. - All reservations have a $60 reservation fee and a refundable security deposit. - Additional amenities include: coffee maker,... View all property information
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    Orleans, Cape Cod
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Recently renovated home tucked up on a knoll located in a very pleasant East Orleans neighborhood. The addition of a new second floor consists of two spacious bedrooms that look out to a scenic pond across the way and a nice bath. The rest of the home offers comfortable furnishings with all... View all property information
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    Orleans, Cape Cod 02653
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    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Spotless home in a lovely quiet setting near the bike path. There are two living spaces and a first floor laundry and half bath. The first floor bedroom has a queen size bed. On the second floor there are two bedrooms with a queen bed and two twin beds and a full bath. Large two level deck. There... View all property information
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    Orleans, Cape Cod
    1 / 18
    7 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Charming Antique home with 6 bedrooms plus a den providing accommodations for up to 10 guests. Two kitchens, two living rooms, set on a huge lot in the lovely Barley Neck area of East Orleans. All the beds are new, it has been freshly painted and has a great yard. The barn has 2 miniature goats... View all property information
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    Orleans, Cape Cod 02653
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Designed to look like an illustration from a children’s fairytale, this gracious and comfortable vacation home promises a magical vacation any time of the year. Enter through lush gardens into a surprisingly spacious, fully air conditioned home designed with relaxation, convenience, and fun in... View all property information
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    Orleans, Cape Cod 02653
    1 / 31
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This Orleans property features stunning views of Robert's Cove from almost every room in the house. This custom built home has a casual floor plan that takes advantage of the serene waterfront setting, as well as comfortable furniture for relaxing. Enjoy the pathway around Robert's Cove or bring... View all property information
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    Orleans, Cape Cod
    1 / 19
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Completely renovated, absolutely gorgeous, Sea Captain's home located on over an acre in the highly sought after Nauset Heights area of East Orleans. Enjoy the light and breezy feeling throughout, the wonderful screened-in porch and the spacious deck with peeks of the ocean. A wonderful vacation... View all property information
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    Orleans, Cape Cod 02653
    1 / 33
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Upgraded & upscale near Nauset Beach, Linens Included Peak Summer Weekly Rates: $4,500 - $5,200 This property rents Sunday to Sunday This spacious East Orleans home is located just off Nauset Beach in the desirable Grand View neighborhood. This neighborhood is characterized by rolling lawns,... View all property information
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    Orleans, Cape Cod 02653
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Absolutely charming Cape located in the very desirable Briar Springs area of East Orleans. Situated on a very beautiful and spacious lot, this home is light and bright throughout, offers lovely furnishings and is meticulously kept evoking the feeling of a true vacation get-away. The first floor... View all property information
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    Orleans, Cape Cod 02653
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Beautiful and spacious vacation home perfect for the extended family- set on an acre-plus lot on a quiet cul-de-sac offering association access to Pilgrim Lake (just a short 1/2 mile walk through the neighborhood), along with saltwater access to Arey's Pond less than 1/4 mile away! This rambling... View all property information
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    Orleans, Cape Cod 02653
    1 / 21
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    READY TO RENT FOR 2017 Walk to Skaket Beach, Orleans Center & Bike Path, Renovated, A/C in all rooms & WIFI Mere steps to the Cape Cod Rail Trail and under a mile to Skaket Beach and the shops and restaurants on Main Street in Orleans. This charming, renovated, antique home is the perfect place... View all property information
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    Orleans, Cape Cod 02653
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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
    1 / 18
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • x
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    About this property
    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... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 bubbles Reviewed 4 weeks ago
    This cottage was great to stay in for a week. The waterfront is actually a bay, but the scenery and the sunsets were spectacular! The shell fish guys come and go and there's...
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    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This wonderful 4-bedroom, dog-friendly, vacation home is located only 200 yards from Skaket Beach. This great spot offers a fully equipped kitchen, living room, sun room, two bedrooms and full bath on the first level and two bedrooms and full bath on the second level. Enjoy the nicely maintained... View all property information
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    Orleans, Cape Cod 02653
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Bright, open and very charming home on a well maincured lot with spacious patio and yard. Close to fresh water swimming at Bakers Pond, or go hiking, biking, or swimming at nearby Nickerson State Park. Two bedrooms on the main floor plus lower level with 2 twins. New ductless AC, kitchen, sofas,... View all property information
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    Orleans, Cape Cod 02653
    1 / 33
    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 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... View all property information
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    Orleans, Cape Cod 02653
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Brand new renovation! Light and bright expansive ranch that has been beautifully and thoughtfully upgraded throughout. This architech-designed 'green' home is pristine and feels brand new! A few of its many highlights are its wonderful great room offering additional living space, inviting deck... View all property information
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    Orleans, Cape Cod 02653
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Newly renovated ranch located on a cul-de-sac in the desirable Brick Hill area of East Orleans. Fresh, bright and open with Central Air Conditioning! Enjoy the newer furnishings throughout and all amenities. A great spot convenient to the sandy shore of Nauset Beach and The East Orleans Village.... View all property information
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    Orleans, Cape Cod 02653
    1 / 16
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Incredible spot! Expansive Cape cottage on a bluff in Nauset Heights overlooking Nauset Inlet and the Atlantic with a newer upper level deck and a private stairway down to the beach. Casual Olde Cape Cod with pine panelling throughout. The main floor bedrooms consist of a large bedroom with double... View all property information
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    Orleans, Cape Cod 02653
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Newly renovated sprawling ranch home located in the beautiful Briar Springs area of East Orleans. The highlights of this lovely, bright and open home are its spacious great room with vaulted ceiling whichs leads out to a large deck, a separate living/dining area, new granite kitchen, master bedroom... View all property information
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    Orleans, Cape Cod 02653
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • x
    About this property
    This exceptional compound is one-of-a-kind with a Main House, Carriage House and private pool. The Main house has a restaurant quality kitchen which will bring out the Iron Chef in you. Ample seating in the dining area with separate bar. Entertaining is easy in the Living Room with HDTV and DVD,... View all property information
    Location Information
    Orleans, Cape Cod 02653
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Washer
    • Satellite TV
    • Parking
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This lovely 3 bedroom, 2 bath East Orleans vacation rental is located 1.9 miles to Nauset Beach in East Orleans and just 3/10ths of a mile to Nauset Farms Market, Sundae School Ice Cream and Zia s Pizzeria. At this private and quiet location you can enjoy the beautiful outdoor living area and... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located in desirable East Orleans, Nauset Heights, this beautiful 3 bedroom, 1 bath home is a walk to the Outer North Nauset beach by way of Nauset Heights Association access & a great salt water inlet off the ocean. Private Nauset beach access is just 3/10ths of a mile away, Priscilla Landing... View all property information
    Location Information
    Orleans, Cape Cod 02653
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Porch
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Secluded Cape Cottage, 3-5 Minute Walk to Beach $2,100 PRIME SUMMER WEEKLY RATE 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 family estate located between Skaket Beach and Rock Harbor on Cape Cod Bay.... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Porch
    • Outdoor Dining Area
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Great privacy in East Orleans! Enjoy this lovely 3-bedroom, 2-bath contemporary saltbox offering a bright and open floor plan and updated furnishings. Front-to-back living room with fireplace and a great screened porch open onto a spacious wraparound deck. This great vacation spot is gracefully... View all property information
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    Orleans, Cape Cod 02653
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    • Internet Access
    • Parking
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Skaket Beach at just 1000 ft!! This gorgeous Orleans vacation rental home is located in the perfect spot for you to enjoy Cape Cod. At this lovely home you will be just 2/10ths of a mile from beautiful private access to Skaket Beach in Orleans on Cape Cod Bay. This home is located on an old Cape... View all property information
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    Orleans, Cape Cod 02653
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Patio
    • Outdoor Dining Area
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bright, open and very spacious Cape centrally located on a cul-de-sac not far from Skaket Beach, Rock Harbor, The Cape Cod Rail Trail and Orleans Center. A wonderful, very well maintained home-- with a large deck ideal for eating summer meals or reading a book. Now with A/C units in the living... View all property information
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    Orleans, Cape Cod 02653
    1 / 9
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Location, Location! Popular duplex cottage very close to Skaket Beach on Cape Cod Bay. Simple and beachy, each side rents separately and has their own deck. Unit 1 has three bedrooms (#428); Unit 2 has two bedrooms (#429). Both share the enclosed outdoor shower. Brand new Central AC! Additional... View all property information
    Location Information
    Orleans, Cape Cod 02653
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located overlooking the sands of Nauset Beach, this spotless vacation home is as true a Cape Cod experience as you could ever find. Complete with 5 bedrooms and 3 full baths, 2 spacious decks for relaxing and grilling, outdoor shower, wireless Internet, AC on the main level, 4 TVs and all the bells... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Chill out (now with central A/C!) and relax at this wonderful waterfront retreat located in Mayflower Point. This charming cottage offers wonderful views of Lonnie's Pond and Kent's Point and has its own path to Lonnie's River leading out to Pleasant Bay. Perfect for boating or kayaking. Many... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 48
    10 Bedrooms, 8 Bathrooms, Sleeps 24 | Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Orleans Estate (3 structures) with large heated pool, on Town Cove, Sleeps up to 24 Peak Summer Weeks from $24,500 Please note: This property rents Sunday to Sunday in summer for full-week or multiple week terms only, but is available during the shoulder-season for weekends and special events.Click... View all property information
    Location Information
    Orleans, Cape Cod 02653
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • Washer
    • Satellite TV
    • Porch
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Charming ranch on a quiet lane offering a idyllic setting right on Henson's Cove. There are many ways to enjoy the outdoors at this wonderful location. Bring your kayak or canoe to paddle Pleasant Bay, enjoy beautiful fresh water swimming at nearby Crystal Lake, walk the conservation land of Kents... View all property information
    Location Information
    Orleans, Cape Cod 02653
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