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Holiday Rentals and Homes in Orleans, MA

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    All 120 Rentals in Orleans
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    Travellers to Orleans are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    5 Bedrooms / 3 Bathrooms / Sleeps 9
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    About this property
    Floor plans, 90 glowing reviews and a full pictorial coverage of 11 Freeman Lane await your viewing on our site: Briar Point Properties. Open your door and walk 1/2 mile to Nauset Harbor Beach for a swim and spectacular Atlantic Ocean views. This popular home has a cool central air... View all property information
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    Orleans, Cape Cod 02653
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    €814
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    1 / 19
    3 Bedrooms / 1 Bathroom / Sleeps 8
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    • Washer
    • Internet Access
    • Air Conditioning
    • Fireplace
    • DVD Player
    • Stereo System
    • Deck
    • Satellite TV
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    About this property
    244 Tonset Road Cute cottage in East Orleans. This home has a screened porch overlooking the private back yard and is located in a nice neighborhood equidistant to Nauset and Skaket Beaches. 3 bedrooms, 1 bath with window a/c units, an outdoor shower, WIFI and 4 TVs. Renting for $1650 in season... View all property information
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    Orleans, Cape Cod 02653
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    €645
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    1 / 21
    5 Bedrooms / 5 Bathrooms / Sleeps 13
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    • Waterfront
    • Satellite TV
    • Stereo System
    • Water Views
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    About this property
    Floor Plans, 101 Reviews and Pictures await you at the site: Briar Point Properties. This is East Orleans' premier rental estate; now review rated #1 on Cape Cod for luxury lodging! The privacy and stunning views of the Atlantic Ocean, Nauset Beach and Pochet Island combine to make every minute... View all property information
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    Orleans, Cape Cod 02653
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    €271
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    1 / 10
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Satellite TV
    • Stereo System
    • Internet Access
    • DVD Player
    • Fireplace
    • Air Conditioning
    • Deck
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    A classic but not ordinary cape!!! Newly all renovated sunny cape home in East Orleans very close to the fabulous Nauset beach. Walk to the village for dinner or ice cream. Situated on a lovely cul-de-sac with great yard and gardens. All furnishings are brand new with all the amenities-- bright... View all property information
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    Orleans, Cape Cod 02653
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    €232
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    1 / 14
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Central Heating
    • Deck
    • Internet Access
    • DVD Player
    • Washer
    • Stereo System
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Large, welcoming home for your family reunion or large group. Fully equipped, spacious home near Pleasant Bay beaches and boating. Very private yard recessed from quiet cul de sac street. BBQ/grill on deck with two tables and seating for outdoor dining. Living room, family room and sunroom all... View all property information
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    Orleans, Cape Cod 02653
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    €109
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    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Internet Access
    • Satellite TV
    • Deck
    • Air Conditioning
    • Washer
    • DVD Player
    • Stereo System
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Nauset beach is just down the road from this East Orleans Village, sun filled home. The quiet private road and 150 foot driveway opens into a large backyard, surrounded by privacy, tall Cape Cod pines and colorful flower beds. [NOTE TO ALL INQUIRERS - PLEASE SEE THE HOUSE'S UP-TO-DATE... View all property information
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    Orleans, Cape Cod 02653
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    €1,356
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    1 / 9
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Deck
    • Satellite TV
    • Stereo System
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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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    Orleans, Cape Cod 02653
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    €633
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    1 / 6
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Microwave
    • DVD Player
    • Grill
    • Satellite TV
    • Parking
    • Porch
    • Deck
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    197 Rock Harbor Road, Orleans, MA Rustic cottage overlooking the Rock Harbor Marsh. Wonderful screened in porch for your evening pleasure. 2 Bedrooms, 1 Bath. 1 Double, 2 Twins. NO PETS ALLOWED. $800 per week in season. $55 Vacation Rental Damage Coverage, $60 Handling Fee (fee s non-refundable).... View all property information
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    Orleans, Cape Cod 02653
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    €2,576
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Washer
    • Internet Access
    • Fireplace
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Deck
    • Stereo System
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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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    Orleans, Cape Cod 02653
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    €1,085
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    1 / 9
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Satellite TV
    • Stereo System
    • Deck
    • Dryer
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Property ID: 107082 / Key #: 1128 / Property Name: 13 Longview Dr SUMMER SPECIAL for week of July 18 only for $1500! 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... View all property information
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    Orleans, Cape Cod 02653
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    €2,441
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    1 / 19
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    Amenities & Details
    • Dryer
    • Fireplace
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Deck
    • Washer
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
    • x
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    About this property
    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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    Orleans, Cape Cod 02653
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    €1,717
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    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Fireplace
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Dryer
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    5 Skaket Circle, Orleans, MA Only 1/10 mile to famous Skaket Beach! This sweet 3 bedroom 1.5 bath home has a great screened in porch for morning coffee or to sit out in the evening. Stoll down after dinner to see the sunset or play in the tide pools at low tide. Bedrooms include one king, one... View all property information
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    Orleans, Cape Cod 02653
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    €1,582
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    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Stereo System
    • Boat Available
    • Air Conditioning
    • Deck
    • DVD Player
    • Internet Access
    • Satellite TV
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    123 Areys Lane, Orleans -Property ID: 18226 Surrounded by serene woods, this inviting Cape has much to offer and is just 1/2 mile to Pilgrim Lake & 3 miles to Nauset Beach. This home features a sunny breezeway/ den that connects to a large eat-in kitchen, spacious living/ dining areas, three... View all property information
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    Orleans, Cape Cod 02653
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    €1,989
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    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Stereo System
    • Washer
    • Satellite TV
    • Fireplace
    • DVD Player
    • Internet Access
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    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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    Orleans, Cape Cod 02653
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    €1,989
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Washer
    • Deck
    • Dryer
    • Internet Access
    • Satellite TV
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    12 Heritage Drive Lovely, spacious 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 counters opens to a spacious dining room that... View all property information
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    Orleans, Cape Cod 02653
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    €1,491
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    1 / 18
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Satellite TV
    • Washer
    • Dryer
    • Deck
    • Stereo System
    • Internet Access
    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    14 Captains Row This 3 bedroom, 3 bath tri-level home is just 1/2 mile to Rock Harbor & a short drive to Skaket Beach in Orleans! AC units in all bedrooms and dining room. One bedroom with full bath on lower level, living room, dining and kitchen on main floor, and two bedrooms, two baths on the... View all property information
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    Orleans, Cape Cod 02653
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    €7,141
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    1 / 32
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Satellite TV
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • Deck
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    • Pet-friendly
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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. Decorated with... View all property information
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    Orleans, Cape Cod 02653
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