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Cottages in South Orleans, MA and nearby

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    $370
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    1 / 19
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    1 / 12
    South Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    South Orleans
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    The following rentals are within 5 miles of South Orleans, Cape Cod, Massachusetts.

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    1 / 11
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Recently renovated cottage in sought after Cockle Cove beach neighborhood. Walk or bike 4/10ths mile to warm, sandy & family friendly town beach on Nantucket Sound. Direct waterfront location on tidal Taylors Pond, with stunning views and access to owner's private dock for kayaking & boating into... View all property information
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    South Chatham, Chatham 02360
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    1 / 17
    South Chatham
    1 Bedroom / Sleeps 2
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    • Suitable for children
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    • Elder access
    • x
    • ?
    About this property
    Yes, the price is low but that's why so many customers have come for decades! So wanting for a nice clean quiet apartment unit close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the... View all property information
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    South Chatham, Chatham 02659 1525
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    1 / 16
    5 of 5 stars (1) Excellent
    Orleans
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
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    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    100 Yards from Water! Its hard to beat the location and value of this charming, well-appointed, 3 bedroom cottage on picturesque Nauset Heights with a short walk to both inland waterways and famous Nauset Beach. Set in a beautiful and relaxing setting - a perfect refuge. 3 Bedrooms. One Queen.... View all property information
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    Orleans, Cape Cod 02653
    5 of 5 stars Reviewed May 5, 2015
    Alden Road Cottage was very suitable for my family of 4. The 3 bedrooms were spacious and could sleep 2. Still warm enough to use the outdoor shower. Living room and dining area...
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    1 / 14
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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    South Chatham, Chatham 02659 1525
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    Brewster
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
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    • Pets allowed
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    • Elder access
    • x
    About this property
    Great 3 bedroom home located on a cul -de -sac with a very short walk to Linnell Landing Beach and beautiful sunsets. Large screened porch with cable TV and a covered patio with built in barbecue grill. A gas grill is also available. Nearby is Nickerson State Park, bike paths, live theater and... View all property information
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    Brewster, Cape Cod 02631
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    1 / 22
    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dryer
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    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    0.1 mile from popular summer Nantucket Sound beach can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas... View all property information
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    Location Information
    South Chatham, Chatham 02659
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    1 / 12
    West Chatham
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Pets allowed
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    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds... View all property information
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    West Chatham, Chatham 02633
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    1 / 17
    Brewster
    Studio / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
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    About this property
    This is a gathering place - 5 sleeping rooms and the home is set up as a duplex with 2 of everything. There are 2 outdoor showers, 2 kitchens, 2 bathrooms, 2 decks, and 2 living areas. Large front and back yards, fully equipped. Beds are: 1 king, 1 queen, 1 double, 5 singles. Located on a quiet... View all property information
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    Brewster, Cape Cod 02631
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    $114
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    1 / 21
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    • Dryer
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    • Pets allowed
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    • x
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    About this property
    Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children's books and videos,... View all property information
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    South Chatham, Chatham 02659
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    East Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Enjoy boating on the pond or a summer barbecue, or just relax and watch the red-winged blackbirds play while you lounge on the spacious deck. Clean and comfortable 2 bedroom, 1 bath waterfront cottage, with outdoor shower. Quiet and secluded, but only steps to the village center and a short drive... View all property information
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    Location Information
    East Orleans, Cape Cod 02653
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    1 / 15
    5 of 5 stars (6) Excellent
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (6) Make Inquiry
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    • Grill
    • Satellite TV
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    • Pets allowed
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    • ?
    • x
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    • Elder access
    • x
    About this property
    This immaculate two-bedroom/one-bath cottage sleeps five and is cozy and affordable. It's located one-half mile from Cockle Cove Beach on warm Nantucket Sound. Situated on a quiet cul de sac with a nearby childrens playground, this property is protected and cooled by pine trees and salty breezes.... View all property information
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    Location Information
    South Chatham, Chatham 02659
    4 of 5 stars Reviewed September 1, 2014
    We loved being so close to Cockle Cove Beach. The outside shower was a hit, too. My two teenaged boys loved, loved, loved this place. It would be even better if it had wifi.
    5 of 5 stars Reviewed August 25, 2014
    I was so happy with our stay! the cottage was very cute and was just enough room! it was close to just about anything you can want to do in the cape. the welcome gift was very...
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    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
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    • ?
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    BREWSTER- ONE WEEK MINIMUM. Pond in back yard! Take side street to cottage. Enter into wide hall, continue to Living room-Dining room where there are sliders to an eating deck. Kitchen off of Dining. To the left is a hall with two bedrooms and a full bath. Take staircase down, through unfinished... View all property information
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    Brewster, Cape Cod 02631
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    $87
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    1 / 9
    South Chatham
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Grill
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Yes, the price is low but that's why so many customers have come for decades! Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for gas & dining? Well, then...Pleasant Forest Shores just may be the place for... View all property information
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    Location Information
    South Chatham, Chatham 02659 1525
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    $700
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    1 / 12
    5 of 5 stars (1) Excellent
    East Orleans
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    6 Twitchknot Way - adorable cottage in East Orleans cottage This adorable East Orleans cottage is the perfect getaway for 2 people and is only 3/10s of a mile to Nauset Harbor. New kitchen for 2015! A cozy living/ dining/ kitchen area with window AC units in the bedroom and in the living area. The... View all property information
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    East Orleans, Cape Cod 02653
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    $750
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    1 / 7
    4.5 of 5 stars (6) Very good
    East Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    41 Pochet Road, East Orleans, MA This perfect beach cottage loaded with charm is a great retreat after a long day at nearby Nauset Beach! 2 Bedrooms (1 Queen & 2 Twins) and 1 Bathroom plus an outdoor shower. This cute cottage has Air-Conditioning too! NO PETS ALLOWED.$1000 per week in season. $55... View all property information
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    Location Information
    East Orleans, Cape Cod 02653
    4 of 5 stars Reviewed September 25, 2011
    This was our 16th year vacationing on the Cape and my husband and I have only stayed in motels in the past. Since this was our first rental, we were somewhat apprehensive, but the...
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    $1,350
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    1 / 11
    5 of 5 stars (4) Excellent
    East Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Property ID: 18229 / Key #: 10018 / Property Name: 88 Tonset Road Waterfront on Town Cove on a bluff overlooking the water! 3 bedroom, 1 1/2 bath cottage with an air conditioning unit in the living area. Cute screened-in porch, outdoor shower, and a terrific deck to watch the activity on The Cove... View all property information
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    East Orleans, Cape Cod 02653
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    $600
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    1 / 8
    5 of 5 stars (3) Excellent
    Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    • ?
    About this property
    Property ID: 18374 / Key #: 1582 / Property Name: 17 Center Place Charming waterfront cottage on scenic Boland Pond. A good location, only a short distance to the center of Orleans, not far from the bike trails and to Skaket and Nauset Beaches! 2 Bedrooms, 1 Bath. Sleeps a maximum of four. NO PETS... View all property information
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    Orleans, Cape Cod 02653
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    $550
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    1 / 7
    4 of 5 stars (1) Very good
    East Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
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    About this property
    Landers Lane, East Orleans MA This rustic cottage is located close to Nauset Beach (about 3/4 mile). The cottage offers simple decor and a screened in porch in a very private setting. (There is no landline in the cottage) 2 bedrooms (1 Double & 2 Twins) and 1 Bathroom. 3 A/C units in both... View all property information
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    East Orleans, Cape Cod 02653
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    1 / 10
    4 of 5 stars (1) Very good
    East Orleans
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • ?
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    About this property
    1 Bedroom duplex condo 1/2 mile to Nauset Beach This adorable one bedroom apartment is located less than 1/2 mile from beautiful Nauset Beach in East Orleans! After a day of fun in the sun, gather in the outdoor eating area and enjoy an evening under the stars. Enjoy a restful night on one of the 2... View all property information
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    East Orleans, Cape Cod 02653
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    $975
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    1 / 9
    4.5 of 5 stars (3) Very good
    East Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • ?
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    About this property
    76 Barley Neck Rd, East Orleans Renovated cottage with country chic! Charming & compact! One large room with vaulted ceilings & wood floors serves as a unique living space- accented with a defined galley kitchen, dining & sitting areas. Light streams in thru the French doors, leading to the deck.... View all property information
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    East Orleans, Cape Cod 02653
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    $1,450
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    3 of 5 stars (2) Average
    East Orleans
    3 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    25 Doane Way, Unit 7D, East Orleans, MA Nauset Heights! Excellent location - 300 yards to Nauset Harbor and a short distance to the neighborhood access to Nauset Beach! Classic Cape Cod cottage- charming, clean and cozy. Comfortable living room, well equipped kitchen, good beds, nice art and great... View all property information
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    East Orleans, Cape Cod 02653
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    $1,100
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    5 of 5 stars (1) Excellent
    Brewster
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
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    • Air Conditioning
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    • Pets allowed
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    • x
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    • ?
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    About this property
    ID #FOST65 VACATION COTTAGE LESS THAN 1/2 MILE TO A CAPE COD BAY BEACH IN BREWSTER! [~]Fantastic location, minutes in from Route 6A in Brewster, just throw your towel over your shoulder and slip on your sandals because that's all you will need for a week at this beach cottage. Just 3/10th's of... View all property information
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    Brewster, Cape Cod 02631
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    $286
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    1 / 20
    Brewster
    1 Bedroom / 2 Bathrooms / Sleeps 9
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Main house with a large bedroom (king bed) and a bathroom, new kitchen and large great room. Patio is perfect for ourdoor cooking, eating and relaxing. very close to main house (not attached) is a cottage or 'Bunkie ' - true bunkhouse with a queen bed-single bed-2 sets of bunk beds-and bathroom.... View all property information
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    Brewster, Cape Cod 02631
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    $175
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    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located on a sandy, dead end lane, this cottage is the perfect summer get-away. A large screened in porch fronts the cottage and is the perfect place for meals or evening game nights! Beautiful pine floors extend throughout the open floor plan. The living room has a cathedral ceiling with sky light... View all property information
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    Location Information
    South Chatham, Chatham 02659
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    South Chatham
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Dishwasher
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    • Satellite TV
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    • Pets allowed
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    • x
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    About this property
    19 Glendon Way, S. Chatham Casual knotty pine summer cottage just 1/2 mile to Pleasant Street Beach. This 3BR/1BA single level cottage is located in a nice quiet neighborhood of South Chatham. Convenient to shopping - just a 10 minute drive into town. $1150 per week in season. Please contact... View all property information
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    South Chatham, Chatham 02659
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    $1,750
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    East Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    2/10 mile to Nauset Beach Unique 3 bedroom home tucked in a wooded path to Nauset Beach. This home offers peeks of the Atlantic from the living room and small viewing deck and distant sounds of the Ocean. Also a second spacious deck for outdoor dining and relaxing, an enclosed outdoor shower, and a... View all property information
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    East Orleans, Cape Cod 02653
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    $960
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    1 / 11
    4 of 5 stars (1) Very good
    Brewster
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
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    About this property
    ID #FOST237R PRIVATE ASSOCIATION BEACH on Cape Cod Bay located just 0.2 miles from this quaint 1 bedroom Brewster Vacation Cottage. [~]Located in the point of Rocks Beach area of Brewster, this cottage is perfect for two get away! This cottage includes one bedroom with a queen size bed, a small... View all property information
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    Brewster, Cape Cod 02631
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    East Orleans
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    5 Nauset farms Lane East Orleans - Cozy Three bedroom 1 bath cottage approximately 3/4 of a mile to Nauset Beach and a short walk to the East Orleans Village area. Set in a quiet area amongst other little cottages. Experience a Cape Cod vacation from the olden days. Bedroom #1 has a double bed,... View all property information
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    East Orleans, Cape Cod 02653
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    East Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Property ID: 119212 / Key #: 1032 / Property Name: 56 Nauset Road Incredible waterfront property in Nauset Heights! Wonderful front porch sits high on a bluff looking out to the Atlantic Ocean - gorgeous panoramic views! This home offers all the ambiance of Cape Cod with its casual decor and its... View all property information
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    East Orleans, Cape Cod 02653
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    4.5 of 5 stars (3) Very good
    Brewster
    3 Bedrooms / 1 Bathroom / Sleeps 7
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    ID #HARV51 Cape Cod Bayside Vacation Home in Brewster. [~]This charming ranch style Brewster cottage is located just off Route 6A, our Historic Scenic Highway. It is nestled among the pines down a sandy lane, 1/2 mile to popular Point of Rocks Beach. [~]This home includes a modern kitchen that... View all property information
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    Brewster, Cape Cod 02631
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    Brewster
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    ID #WIN178 Just 300' feet to Winslow Landing Beach on Gorgeous Cape Cod Bay in Brewster! [~]This adorable cottage features 2 bedrooms, 1 bathroom with shower, comfortable furnishings, and wood floors. The galley style kitchen is modern and includes drip coffee maker, toaster, microwave, and... View all property information
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    Brewster, Cape Cod 02631
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    4 of 5 stars (2) Very good
    Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    ID ROCKH205 Enchanting Orleans Vacation Cottage a short distance of 0.9 miles to picturesque Rock Harbor Beach. This property is Bright, Cheery, and Decorated wonderful Summer Retreat on Cape Cod! [~]Features include a remodeled kitchen with dish washer, cozy living area with free-standing A/C... View all property information
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    Orleans, Cape Cod 02653
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    Brewster
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    ID #FOST237 Located near Brewster Village and only 0.2 miles an association beach, and nearby Point of Rocks Beach on Cape Cod Bay. [~]Enjoy this fully updated ranch style home which features 3 bedrooms, 2 full bathrooms, A/C, beach chairs and Wi-Fi Internet for your comfort and convenience.... View all property information
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    Brewster, Cape Cod 02631
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    Orleans
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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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... View all property information
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    Orleans, Cape Cod
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    3 of 5 stars (1) Average
    Orleans
    3 Bedrooms / 1 Bathroom / Sleeps 7
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    ID #SEABR4 This bright single level beach cottage just .2 miles to Skaket beach features a beautifully landscaped yard and a large deck.It is a great Cape Cod getaway. [~]Enter into the living room and find some extra sleeping with a pull out full size sleeper sofa. [~]The main bedroom has a... View all property information
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    Orleans, Cape Cod 02653
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    Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    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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    East Orleans
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Property ID: 18206 / Key #: 432 / Property Name: 44 Nauset Heights Road Charming Nauset Heights cottage near Nauset Beach. This cute, spacious house offers a newer master bedroom, comfortable decor and AC, too! 3 bedrooms, 1 Bath & an outdoor shower. 1 Double, 4 Twins. NO PETS ALLOWED. $1700 per... View all property information
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    East Orleans, Cape Cod 02653
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    $1,350
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    East Orleans
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Property ID: 18015 / Key #: 1280 / Property Name: 59 Gibson Road Rear Cottage This cute Cape Cottage is perfect for your small group. It is loaded with charm, amenities and has water views of Orleans Town Cove. You can enjoy the well manicured yard and afternoon sun from the deck off the front of... View all property information
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    East Orleans, Cape Cod 02653
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    East Orleans
    4 Bedrooms / 3 Bathrooms / Sleeps 9
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    Classic Cape Cod cottage with waterviews from 2 decks and room for 9 people Classic Cape Cod cottage in Nauset Heights with wonderful ocean views from most rooms and upper level deck and just 1/4 mile to Nauset Beach! You ll definitely hear the roar of the ocean in this quiet, private setting with... View all property information
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    East Orleans, Cape Cod 02653