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Holiday Rentals in Eastham

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    Travellers to Eastham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    15 Bow Road 186511 / 21
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    15 Bow Road (18651) ~ Bayside ~ Campground Beach Area Central Air Conditioned and lovely home on bay side,very near Campground and Cooks Brook beaches. Open and bright, this home offers a well equipt kitchen, large livingroom with fireplace and 32 inch Hi Def TV, dining room with fireplace and wet...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    52 Hay Road (18302) ~ Bayside ~ Starfish Cottage Community This inviting little cottage is part of a condo-cottage colony with a new patio. Nicely renovated, very clean and cute. Kitchen area with an A/C unit and a small den area with TV. Close to bayside beaches and the bike trail. Close to...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    New Eastham House - Steps to Beach1 / 45
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Your vacation will be unforgettable in this new house, ideally situated only 300 feet from Cape Cod Bay. Your private Cape Cod beach, Target View Beach, is just over the dunes at the end of your street or you can walk to the public Cole Road or First Encounter beaches. For fresh water swimming,...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    135 Meadow Drive (#124714) ~ Bayside Three Bedroom with Centrail A/C (Dog Allowed) Located on the bayside of Eastham is this very nice three bedroom home with central air conditioning. All bedrooms are on the main floor ~ 1 Queen w/ TV; 1 Full; 2 Twins with a full bathroom (tub/shower combo) in...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This cozy, comfortable home is located in a quiet residential neighborhood on wooded property close to the bike path and within 1.5 miles of both Nauset Light and Coast Guard beaches. The master bedroom has a queen-size bed, sitting area, and a half bath. The other two bedrooms have a full-size...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This beachfront, Eastham home sits on Cape Cod Bay and features a private sandy beach, private location on a cul-de-sac, and amazing views from almost every room. It has 'ductless' a/c units throughout the house, which cools similar to central a/c. It’s convenient to Orleans, the Bike Trail, the...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    75 Emerson Road (ID #18802) - Oceanside - Very nice home on a private side lane. Spacious newer home on the ocean side of Eastham. Easy access to the beach and the bike trail. This house has 3 bedrooms + loft and 2 1/2 baths. First floor Master suite with queen bed and bath with tub/shower and...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    65 Circle Drive (51223) ~ Bayside ~ Dog Friendly Great pet friendly vacation rental in convenient North Eastham location. Short distance to bay at Thumpertown beach or First Encounter beach, freshwater pond at Wiley Park Recreation beach or ocean beaches in the National Sea Shore at Nauset Light...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Updated Cape Cod cottage across from deeded beach access near First Encounter Beach. The bay is across the street! There are two bedrooms on the first floor with a queen in one and two twins in the other. There is a bathroom with a stall shower. On the second floor there are two bedrooms with a...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Located on the bayside of Eastham is this lovely 4 bedroom 2 bath Cape home. Part of the Spring Tide Association this house has deeded rights to a private beach on Herring Pond one of the nicest fresh water ponds in Eastham. This house comes fully equipped with all the amenities including CENTRAL...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    80 Massasoit (ID#131362) 4 bedroom - sleeps 8 ~ Near Bike Path This newly renovated (in 2016) 4 bedroom house is centrally located. Very near the Hole in One and Ben and Jerry s. Also close to Brackett Road and the Bike Path. It is freshly painted and has new furnishings. The first floor has a...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Charming updated home on bay side of North Eastham close to Sunken Meadow and Cooks Brook beach and a short ride to Nauset Light and other National Seashore beaches. Light and bright, freshly painted and meticulously kept, with a large master bedroom and newer kitchen and baths. The spacious, level...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    50 Piper Lane (ID#130152) ~ 2.5 Bedroom Pond Front ~ Molls Pond Come and enjoy this cozy, 850 sq ft cottage overlooking Molls Pond in Eastham. Such a serene spot at the end of a quiet lane. Enjoy kayaking in the pond. There is a twin and a single kayak provided. If the nights turn chilly, use...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Beautifully renovated (2015) 2-story Cape home with all amenities, on a quiet cul-de-sac in N. Eastham, centrally located between bay (Campground Beach), ocean (Nauset Light Beach), and the Great Pond. It is also within walking distance to the bike path and shops. This fully air-conditioned home...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Totally renovated, updated and beautifully furnished three bedroom home with two queen size beds, two twin beds and a full bath. Open living room, dining room and kitchen area with cathedral ceilings. Relax in the screened in porch or on the large deck and enjoy the sunny yard. Window A/C unit in...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    305 Squanto Road 187501 / 16
    (3)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    305 Squanto Road (15526) ~ Oceanside ~ Nauset Light Beach Area Central Air Conditioning in this two story gambrel with 4 bedrooms and 2 baths,1 1/2 miles to Nauset Light Beach. This home is on a quiet street on the ocean side of Eastham. It has a nice yard and deck and three hammocks hung in the...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This comfortable three bedroom two bath home is only one home back from access to a private association beach and 2/10ths of a mile to Thumpertown Beach. The home has an open kitchen / living / dining area. The first floor also features a den with a flat screen TV, bathroom with stall shower, and a...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    40 Whitney Road 187581 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    40 Whitney Road (18758) ~ Bayside ~ Kingsbury Beach & Great Pond Area Cape Cod style home with air conditioning, bright & sunny, quiet street. Located close to the bike trail, Great Pond and Kingsbury Beach on the bay side of Eastham. Dead end street of quiet well kept homes. This lovely home...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This charming and comfortable three bedroom one bathroom home is only a short drive to Thumpertown Beach and the bike trail. It features wireless internet, three televisions, a large deck with gas grill, and an enclosed outdoor shower. Two bedrooms have full beds and the third has two twins. There...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    110 Thoreau Drive (ID#134187) - Oceanside Three Bedroom - Bike Trail - Nauset Light Beach 2017 - New! Just Listed - Oceanside of Eastham and just over a mile to Nauset Light Beach. This is a three bedroom and two bath home with cathedral ceilings and an open floor plan. There are two bedrooms on...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    300 Silver Springs Road (#128205) ~ Bayside Waterfront Three Bedroom Home ~ Cooks Brook Beach Area (Private Beach) BEACH FRONT HOME! Located on Cape Cod Bay at Silver Spring Beach in Eastham!! Here is your opportunity to rent a beachfront home with fabulous views! Watch the sunsets over Cape Cod...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    60 Wiley Lane (105885) ~ Bayside ~ Cooks Brook Beach Area Nice, neat two bedroom home located on a cul-de-sac near Campground Beach. This is a ranch style home with two bedrooms ~ 1 queen and 2 twins ~ each with an A/C unit and TV. There is an open kitchen, dining and living room area. Washer &...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spacious, traditional Cape offering all amenities with new sunroom and deck. Located in a nice residential neighborhood on the bayside near the Cape Cod Rail Trail, Great Pond and Kingsbury Beach on Cape Cod Bay. With A/C in ALL bedrooms! Additional amenities include: air conditioning (units: 3),...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4 Quick View
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    330 Turnip Field Road (#121730) ~ Bayside ~ Private Association Beach Steps Away! Private Association Beach on Cape Cod Bay is just steps away from this two bedroom cottage. Open kitchen / dining / living room area with a 20in. TV and DVD player. This home does have one bedroom with a double...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    225 Sea Gull Lane (102393) ~ Bayside ~ Cooks Brook Beach Area Neat, spacious and family friendly three bedroom / two bath Cape-style home located on the bayside of Eastham (less than one mile from Cooks Brook beach). This comfortable home has an open layout on the first floor with new stainless...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
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    400 Locust Road (48767) ~ Bayside ~ Swimming Pool Beautiful and private 4BR/2.5BA home near Cape Cod Bike Trail and the National Seashore Visitors Center in Eastham. Just minutes to Coast Guard Beach, Great Pond for freshwater swimming, and abutting the bike trail! ! Offering living room, dining...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    This house is so close to Nauset Light Beach you can walk to the beach and come home for lunch on the sunny deck. There is a large living room and two bedrooms with a queen and two twins. Access to dryer is through the outside bulkhead. THERE IS NO TV OR WIRELESS. DOGS & CATS ALLOWED WITH $100/PET,...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Stay close to Coast Guard Beach in this expanded Cape with huge private deck & yard (Pets Considered) Peak Summer Weekly Rates: $3,100-$3,400 Peak Summer Rate (Pets Considered) Rents Saturday - Saturday during peak season It's tough to find a vacation home much closer to the Cape Cod National...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    15 Beach Road, LLC 931301 / 16
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    15 Beach Road (93130) ~ Bayside ~ Boat Meadow Beach Private Beach Access Spectacular views of Boat Meadow Creek and Cape Cod Bay....clear to Provincetown!! Great summer home in a wonderful location on a quiet sandy road with access path to Boat Meadow beach in South Eastham. First floor with open...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    435 South Sunken Meadow Road 186761 / 9
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    435 S. Sunken Meadow Rd. (18676) - Bayside ~ Sunken Meadow Beach Area Very nice home on the bay side of Eastham, 1/3 mile to the beach at South Sunken Meadow. Great open kitchen, living/dining room with 42” flat screen TV w/surround sound, DVD and CD players plus fireplace and sliders to the deck....
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Beautiful newer reverse floor plan home with central air across the street from a private beach near Kingsbury Beach. Enjoy the screened porch and bay views from the second story decks. The first floor has a bedroom with a queen and a twin and a bedroom with two full beds. There is a full bath. The...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    PANORAMIC VIEWS OF THE BAY ON THE OUTER CAPE!1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    $1675-$2275 Rate includes all charges. No hidden fees! A vacation retreat with over 1700 square feet of paradise. In just 10 minutes, you can walk 0.5 miles to South Sunken Meadow, one of the loveliest bay beaches on Cape Cod! The entrance opens onto a well equipped kitchen complete with every...
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    Eastham, Cape Cod 2056
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    140 Seaward Way (ID#127729) - Oceanside 4 Bedroom Home - Nauset Light Beach Area Simply beautiful, 4 bedroom rental. This cape style house is in a wonderful Eastham location, aprox. 1.5 miles to Nauset Light or Coast Guard Beach. The lot consists of a nice yard and is located in a very quiet and...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A wonderful home tucked back off a quiet lane with a large deck and screened porch overlooking Mill (aka Muddy) Pond. This is a great spot to come home to offering a great feel of privacy after a long day at nearby First Encounter Beach or Herring Pond. Enjoy its newly added air-conditioning, its...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charming little cottage on a nicely landscaped wooded lot set back from the road not far from Cooks Brook Beach on Cape Cod Bay. Well maintained inside and out, offering private backyard, patio and gardens--ideal for relaxing, sunning, bird-watching. Also has phone (with long distance included) and...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Raymond ~ CG 265831 / 17
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    445 Cambground Road ~ Bayside ~ Campground Beach Area Nicely decorated home in popular Campground Beach area, 1/3 mile to beach. Comfortable ranch style with 4 bedrooms, 2 bathrooms (one with a tub and the other with a shower), two living rooms, and large screened in porch plus new large deck at...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Newly built and inviting Contemporary Cape set back on a very quiet lane. Light and bright with an open floor plan, a wonderful screened porch and a charming farmers porch. Take the adjacent path to the association stair access to a beach on Cape Cod Bay only 2/10ths of a mile away. Additional...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    370 Aspinet Road 1339941 / 13
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    370 Aspinet Road (ID# 133994) ~ Bayside 4 bedroom home ~ Cooks Brook Beach Area This generously sized 4 BR home is conveniently located about 1 mile to So Sunken Meadow or Cooks Brook Beach. It has 2 BR s upstairs and 2 BR s down with a full-sized bath on both levels. A slider in the bright living...
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    Location Information
    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pet friendly
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    Smoking allowed
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    1150 Kingsbury Beach Road (ID#25063) ~ Bayside Waterfront 4 Bedroom Home ~ Kingsbury Beach Wrapped by its own seawall, our light-infused house sits right at the waters edge of Kingsbury Beach. This four bedroom and two bath home beach cottage has two queen and four twin beds. The master bedroom...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Very pleasant and nicely appointed home located in a lovely bayside neighborhood with access to Association tennis courts and The Cape Cod Rail Trail. Meticulously maintained, offering all amenities-- now with central air conditioning and a 42 inch flat screen TV and located very close to fresh and...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    A perfect 4 bedroom 2 bath house with privacy, walk to water and all the amenities for a large family. It has all wood floors and is a post and beam colonial. It has an open living area with french doors off the living room and dining room onto a large deck. The first floor has a bedroom with two...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Will-Mar (Gile Road) 940491 / 22
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    4 Gile Road (ID #94049) ~ Private Association Bayside Cottage ~ Campground Beach Area A real Cape Cod Cottage, rose bushes and all!!Recently updated 2 bedroom cottage with 1 Queen and 2 Twins just down a sandy lane to the stairs to a private association beach on the bay in Eastham. Galley...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    SummerSalt Cottage is a charming house, set on a quiet dirt road in walking distance to Cape Cod Bay. The house sleeps 8 people comfortably. Lovely front porch for simple dinners and morning coffee. First floor has two bedrooms -1 Queen bed, 2 twin beds and a full bath. Upstairs has a bedroom...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    SUNDAY TO SUNDAY RENTAL! Beautiful light filled newer three bedroom home very close to Nauset Beach. Listen to the ocean waves from the private mahogany deck on the rear of the house or the deck on the front. From the front deck you can see the lighthouse. The kitchen has marble countertops and...
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    Location Information
    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
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    215 Mary Chase Road (#126196) ~ Waterfront on Town Cove in Eastham ~ Three Bedroom with A/C WATERFRONT Home on Town Cove in Eastham. This is a very nice three bedroom and two bath home with fantastic views over the Cove and direct access for boating. Featuring air conditioning, wireless internet...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    10 Hoyer Lane (ID #135353) ~ Oceanside Two Bedroom with A/C ~ Nauset Light & Coast Guard Beach Area New in 2017! Completely renovated two bedroom cottage-style apartment on the oceanside of Eastham. There is an open floor plan with with plenty of light through the windows with privacy from the...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Charming, newly-renovated Cape convenient to First Encounter (1.7 miles) and Boatmeadow beaches (1.3 miles) and close to the bike path. Whole house A/C unit on the main level and in the two bedrooms upstairs.; sleep in comfort with all-new bedding. Full amenities, including a flat-screen TV and...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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