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Holiday Rentals and Homes in Orleans, MA

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    2 Bedrooms / 1 Bathroom / Sleeps 6
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Charming home located on a nice wooded lot in South Orleans with lovely furnishings,central Air Conditioning, and all amenities. Just a short distance (1/4 mile) to the boat ramp on Quanset Pond with access to the saltwater of Pleasant Bay. Additional amenities include: beach chairs, crock pot,... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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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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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Exceptional home close to Skaket Beach in Orleans. This vibrant and tastefully decorated home is located approximately 1/2 mile from the private beach access. This exceptional property has been recently renovated with sophisticated fixtures, meticulously selected furniture, fresh new paint, a... View all property information
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 9
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    Scenic waterfront property with tranquil water views and saltwater access all the way to Chatham. This delightful home was updated and complete with new furnishings from top to bottom for the 2013 summer season. Stylish and inviting, the main floor offers a well-equipped kitchen, dining area,... View all property information
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 9
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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... View all property information
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    1 / 31
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    Property ID: 114103 / Key #: 2222 / Property Name: 36 Collins Lane Gorgeous 5 bedroom home with Central A/C and all the amenities. First floor features a luxury eat in kitchen with granite countertops and stainless appliances, great dining room, and living area with gas fireplace. First floor... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    Lovely home with small cottage Charming home near Town Cove and Asa s Landing. This beautifully decorated, pristine 3 bedroom home also has an adorable 1 bedroom cottage right next door. Perfect for the group that needs a little privacy or extra room. Equipped with central air and central vac in... View all property information
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    €2,572
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    1 / 16
    3 Bedrooms / 1 Bathroom / Sleeps 5
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    About this property
    Views and walk to Skaket Beach! This adorable 3 bedroom, 1 bath cottage is located only steps from Cape Cod Bay. Recently renovated, this sweet property is perfect for your Cape Cod get-away. The spacious, open design is light and bright with several glass slider doors to the outdoor deck. There is... View all property information
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    1 / 16
    5 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    6 day Labor Day special! Rent this home Saturday, August 29th through Friday, September 4th for only $3600 and avoid the Labor Day traffic! 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... View all property information
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    1 / 32
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Private Outdoor...
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    About this property
    Lovely expansive home with pool and privacy near Crystal Lake and Kents Point.58 Keziahs Lane . 'Fields Cove' is a lovely 6000+ sq ft expansive home enjoying privacy and enchanting waterviews out over the in-ground pool to a salt water cove leading out to Little Pleasant Bay. Pool is heated on... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Property ID: 106059 / Key #: 7039 / Property Name: 49 Brick Hill Road Wonderful vacation home just 1 mile to Nauset Beach! This home has all the amenities with central air conditioning and hardwood floors through out, WIFI and enclosed outdoor shower. Main floor living includes an open living/... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Completely renovated four bedroom, two bath beach house approximately 300 yards from popular Orleans bay beach. This Skaket Beach home offers a bright new kitchen, dining area, family room, great room and full bath on the first floor. The second floor has four bedrooms and a full bath. Enjoy... View all property information
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    2 Bedrooms / Sleeps 6
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    About this property
    Only 1.8 miles to Nauset Beach and located In East Orleans Village! This renovated barn is private and cozy. You can walk into the village to get a morning coffee and newspaper, mail a postcard or grab a fresh made sandwich for your day @ the beach. Stroll to dinner @ one of the fine restaurants,... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    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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    €918
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    1 / 15
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Charming remodeled 1930s cottage! This home is located in the desirable and scenic Mill Pond area in Orleans with a well kept yard and wrap-around deck. House is very comfortable with single story living. Three bedrooms (brand new mattresses) and 1 and a half baths are located off the main... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Beautifully furnished historic home in the Nauset Heights area of East Orleans. Walk to private Association beach or to Nauset Beach (public/lifeguards) on the Atlantic in minutes. Sliders from open dining room and living room to large screened porch overlooking expansive backyard. There is also a... View all property information
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    €1,470
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Located within a half mile of desirable Skaket Beach, is this lovingly designed and decorated home that has a special ambiance all its own. The first floor offers a spacious, fully equipped kitchen with a dining area on one side and spacious family room on the other. There is also a bedroom with a... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    About this property
    Wonderful Family Waterfront Retreat with Waterviews of Woods Cove, and Nauset Beach to the Coast Guard Station. This lovely 5 bedroom, 4 bath, 3 level home has lots of living space, gorgeous views, central air conditioning (top floor), wireless internet, washer/dryer, private paddle tennis court... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    Walk to Rock Harbor. Only 150 yards and you are on the beach. Rock Harbor is famous for it's sunsets. Great for the photography buff and family photos. This is a restored Captain's style home with all the modern conveniences. Home features WiFi, office set up, expanded cable and 3 TV's. Newer... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Property ID: 107082 / Key #: 1128 / Property Name: 13 Longview Dr Only minutes to Bakers Pond for the fresh water enthusiast. A few minutes Drive to Nauset and Skaket beaches! Sleeping 8, this charming 4 bedroom, 2 bath home is located on a quiet residential street and is near shopping,... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    61 Captain Linnell Road, Orleans, MA Spacious, beautifully updated, dog friendly home near Skaket Beach. Large granite and stainless kitchen opens to dining area, living area and office. Sliders to deck, brick patio, back yard and fire pit. First floor bedroom with queen bed opens to full bath.... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    28 Kings Way, Orleans MA 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 room with king bed and... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Air Conditioning
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    130 Portanimicut Rd, Orleans MA Kayakers heaven! Spacious 3 bedroom - 3 bath home steps from a landing on Pleasant Bay. Two levels of living includes 2 master bedrooms-one with a small deck. Main level has newer kitchen with granite countertops and open fire-placed living area w/doors to back... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    5 Blueberry Island Road, Orleans, MA Bright and spacious home just a short distance to Cape Cod Bay and Skaket Beach! This wonderful home provides all amenities and has cathedral ceilings in the living, dining and kitchen areas. 3 Bedrooms (2 Queens, 2 Twins) and 2 Baths. 2 WEEK MINIMUM. NO PETS... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    27 Pond Road, Orleans Nestled on a private 1.5-acre wooded lot, this charming and newly constructed home combines comfort with gracious living! The large kitchen features high-end appliances, marble counters, breakfast booth with bay windows and opens to the dining area and living room. There are... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    15 Mill Pond Road, Orleans, MA Beautifully decorated home in the desirable Mill Pond area and with central air!. This comfortable home has an updated ktichen with new appliances, countertops, and flooring. Gorgeous Great Room with Cathedral Ceiling and '46 inch TV, leads to a large deck overlooking... View all property information
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    4 of 5 stars (1) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    32 HINKLE LANE ORLEANS Great Cape Escape home! Swimming, canoeing and boating on site. As one of our renters quoted 'We ve been coming to the Cape for 33 years, and this house is our favorite'. This is a bright, open contemporary home on Bakers Pond. Open LR/DR/KIT with vaulted ceiling. Eight... View all property information
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    3 Bedrooms / 1 Bathroom / Sleeps 7
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    About this property
    Located at 51 Tonset Rd, Orleans, MA 02653, on a private one acre landscaped lot, this renovated ranch is within walking distance to town (stores, public librairy, Playhouse Theatre, semi-profesionnal ball park...), cove (town landing for boats) and bike trails. A wonderful, bright home with a... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Wonderful home in very private East Orleans setting! Screened-in porch off the well-equipped kitchen area to enjoy all our summer meals. There is even a large deck off kitchen for grilling and relaxing. There are (3) bedrooms on first level including (1) king bedroom suite, and also (2) Queens... View all property information
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    3 Bedrooms / 1 Bathroom / Sleeps 5
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    About this property
    This immaculate newly renovated Cape Cod vacation cottage is located in a desirable area of Orleans just minutes to Skaket Beach and just a five minute drive to downtown Orleans and its popular shops. Situated on 2 acres with beautiful open land, trees and plantings, this cottage offers a cozy... View all property information
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    1 / 17
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful Open Layout with updated furnishings on Nauset Heights! Walk to Nauset Beach. Unique extras like large outdoor shower, original artwork, and private setting. For 2015: A/C in all Bedrooms, All new bedding, couches. The Space There are 2 bedrooms on the main floor, each with a Queen... View all property information
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    €827
    / Week
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Marsh Views Rock Harbor Cozy Orleans bungalow with quintessential Cape Cod charm in historic Rock Harbor. Immaculately restored with granite counters and beautiful hardwood floors, tile bath, and high quality construction. Set within the tranquil beauty of Rock Harbor Creek and just 0.2 miles to... View all property information
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    €3,444
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    1 / 39
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Situated in peaceful serenity on Crystal Lake with crystal clear water for swimming, fishing, small boat sailing, canoeing and kayaking. The lake is excellent for fishing trout, large mouth bass. perch, and pike. One 14ft. flat bottom boat with an electric motor, 2 kayaks, 2 canoes with life... View all property information
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    From
    €3,215
    / Week
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    1 / 26
    2 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This is the perfect home for your Cape Cod vacation get away. A fabulous newly constructed custom built 2 bedroom plus bonus room, 2.5 bath home providing wonderful peace and quiet, but with all the conveniences you desire, such as whole house Wi-Fi, fully equipped kitchen, central air, and nearby... View all property information
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    From
    €366
    / Night
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    1 / 28
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Country living near the water! Lovely home near beaches, lakes, inlets. Four bedrooms, three full baths. Well secluded, nestled on two woodsy acres abutting conservation land, peaceful location along a private, dead-end country lane on a peninsula. The Cape’s best beach, Nauset, is three easy miles... View all property information
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    From
    €1,745
    / Week
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    5 SKAKET CIRCLE Sweet three bedroom 1.5 bath home that sleep 6. It is a short walk to famous Skaket Bay Beach.One king, one queen, trundle and futon.WiFi. Great screened in porch for morning coffee or to sit out in the evening. Summer weekly rate $2800. Off season $1900. All rate plus $60... View all property information
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    €3,215
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    1 / 20
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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