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Holiday Rentals nearby First Encounter Beach

1699 Samoset Rd, Eastham, Massachusetts
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    Travellers to Eastham are booking June dates now. Secure your holiday home today, and have the perfect trip.
    All 38 Rentals in Eastham
    Cute cottage short walk to private bay beach!1 / 11
    (9)Very good
    2.0 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Quiet Cottage short walk to private bay beach!1 / 8
    (5)Excellent
    2.0 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charming cottage short walk to private bay beach!1 / 11
    (8)Excellent
    2.0 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charming Cape Cod Cabin1 / 19
    (14)Very good
    1.9 kilometres from First Encounter Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2018
    A great place for my family. The house is great: clean, well equipped and well located. The house was ready on time. All the rooms have an a/c, which was appreciated given...
    Reviewed 6 July 2018
    My girlfriends and I loved spending a week in this charming home. It was clean and clearly well kept with all of the necessities for cooking and cleaning. We loved our time in...
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    About this property
    Cosy, welcoming home in South Eastham on the outer Cape. The property is well equipped and with lots of space for families or groups. Our traditional Cape Cod house features 4 bedrooms, 2 baths, a generous open plan living/dining/kitchen leading out to a deck. The house has a fully finished...
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    Eastham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.4 kilometres from First Encounter Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to an absolutely spotless, pristine, romantic cottage directly on a freshwater pond. Centrally located in beautiful Eastham, the Breeze is within walking distance to the Salt Pond Museum and Visitor Center and hiking trails. Take one of the bikes provided and hop on the bike path (the CCRT)...
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    Eastham, Cape Cod
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    14403: Fantastic Location - Beautiful Bay Just 1 Minute Away!1 / 36
    (3)Average
    0.8 kilometres from First Encounter Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 5 July 2018
    We had a very nice time in Cape cod ..was a very eventful 9 days .the house we rented was awesome to .very comphy and clean .will definitely rent again .
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    About this property
    ** Our housekeeping crew provides hospital grade disinfecting and cleaning, along with freshly laundered linens and bath towels. ** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Eastham Beach Haven1 / 16
    (8)Very good
    0.7 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 26 August 2013
    My family was happy to have this wonderful house to stay at for vacation. It was spotless, beautifully decorated and had all the amenities you need. It was also perfectly...
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    About this property
    This charming pet friendly 3 bedroom 2 bathroom home is spotless with upscale modern Cape Cod decor. Main level has fully equipped eat in kitchen and comfortable living room. This home could work as a 4 bedroom house with two rooms located on the main level, one with a king bed and the second with...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    14413: A/C, Dog friendly, GAME Room!, Large yard, Central to all! Close to Beach1 / 26
    (2)Average
    2.0 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    Reviewed 30 July 2018
    Great dog-friendly house for our Cape Cod vacation. Clean, great amenities, spacious, air-conditioning, private yard, and best of all, great location as a base for day trips to...
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    About this property
    14413 The Laughing Lobster: A/C, Dog friendly, GAME Room!, Large yard, Central to all! Close to Beach! This beautiful home has large rooms and a spacious open floor plan so that your party will never feel cramped! A large well-equipped kitchen and dining area flow into a big living room where the...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Classic Cape Cod cottage on a quiet lane1 / 20
    (9)Very good
    1.7 kilometres from First Encounter Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Grill
    • Cable/satellite TV
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2018
    Beautiful ponds nearby...lovely old backyard.We were fine here after I had to get sheets, covered furniture with quilts, bought flowers, bu we really were quite comfortable in...
    Reviewed 27 August 2017
    We stayed for a week at this Eastham cottage. The location to CC National Seashore and bike trails could not be better! The condition of the inside of the cottage is only fair...
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    About this property
    Cozy and quiet cottage in Eastham. Short walk to the bay, and to freshwater pond (Wiley Park), which has swimming beach as well as walking trails and playground. Bike ride or short drive to Cape Cod National Seashore. 2 bedrooms, large four seasons sunroom, one and a half bath. Private yard with...
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    Eastham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.0 kilometres from First Encounter Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    ** Our housekeeping crew provides hospital grade disinfecting and cleaning, along with freshly laundered linens and bath towels. ** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Eastham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.2 kilometres from First Encounter Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    135 Kingsbury Beach Road (99470) ~ Bayside ~ Near Bike Trail and Great Pond Spacious three bedroom and one bath ranch style home with Central A/C and located very near the Cape Cod Bike Trail. A nice deck with teak furniture awaits your evening BBQ s. Inside there are two separate areas to...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1.8 kilometres from First Encounter Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This cottage in Eastham is the ideal spot to enjoy the perfect Cape Cod vacation! An easy four minute stroll puts you on the stairs over the dunes looking down at a stunning private bayside beach. Enjoy sunbathing, swimming, clamming, fishing, shelling and just relaxing on the loveliest beach on...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Central air conditioning, New Eastham House - Steps to Beach1 / 45
    (1)Very good
    1.9 kilometres from First Encounter Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Central air conditioning added in 2021. 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...
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    Eastham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    14429: Walk to Herring Pond! 2 min drive to First Encounter Beach! Dog friendly!1 / 34
    (2)Average
    1.2 kilometres from First Encounter Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    14429 Herring Brook Haven - 75 yard walk to Herring Pond beach or Relax on giant deck at this fantastic family home! Bring your pup, family and friends for a week at the beach or pond. Herring Pond is one of the deepest most pristine ponds on Cape Cod and it is a stone's throw across the street....
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    Eastham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Ryder (#110 - 2BR Cottage) 187541 / 19
    (1)Excellent
    0.7 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    110 Crosby Village Road (18754) ~ Bayside ~ Herring Pondfront Cute two bedroom summer cottage with screened/glassed porch. Waterfront with private beach on Herring Pond. There is one bedroom with a Queen and another bedroom with two twins ~ both on the main floor. Bath with shower only. Living...
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    Eastham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.4 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    This spotless two-bedroom apartment is the perfect place to call home while on Cape Cod. Centrally located in beautiful Eastham, directly on Ministers Pond, the Lotus is within walking distance to the Salt Pond Museum and Visitor Center and hiking trails. Canoe, kayak, or bike - We have everything...
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    Eastham, Cape Cod
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    1.3 kilometres from First Encounter Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    80 Chipman Street (100034) ~ Oceanside ~ Ministers Pond Front Scenic views from this beautiful three bedroom, 3.5 bath home with frontage on Ministers Pond. The Cape Cod National Seashore and Bike Trail are nearby. First floor has a formal dining room with fireplace, fully equipped kitchen and...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    2.0 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
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    40 Bay View Drive (ID #138505) - Private Bayside Three Bedroom Home - First Encounter Beach Area Private association beach across the road and Wiley Park on Great Pond is very nearby! Beautiful private beach access to Cape Cod Bay at low or hide tide. So many low-tide activities like skim...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    40 Whitney Road 187581 / 24
    (1)Excellent
    1.7 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Pet friendly
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    Smoking allowed
    About this property
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.7 kilometres from First Encounter Beach
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Smoking allowed
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    100 Crosby Village Road (27387) ~ Herring Pond - Private Fresh Water Access PRIVATE BEACH on Herring Pond. This three bedroom Cottage - is THE quintessential summer cottage! Open Kitchen with dining area and living room with A/C unit. Three bedrooms (1 Queen; 2 Twins and 1 Twin - Built-In) and...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    1.9 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
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    155 Weir Road (18763) ~ Bayside ~ Dog Friendly Home near Thumpertown Beach Area Cute two bedroom ranch style home with central air conditioning and will accept one dog. This home is located on a quiet street and is about one mile to Wiley Park on Great Pond, Kingsbury or Thumpertown Beaches on the...
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    Eastham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.0 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    ** Our housekeeping crew provides hospital grade disinfecting and cleaning, along with freshly laundered linens and bath towels. ** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.0 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    ** Our housekeeping crew provides hospital grade disinfecting and cleaning, along with freshly laundered linens and bath towels. ** *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    120 Thoreau Drive 188721 / 16
    (2)Very good
    0.0 kilometres from First Encounter Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    120 Thoreau Drive (18872) ~ Oceanside ~ Bike Trail and Nauset Light Beach Area Open, airy Cape near Lighthouse beach and the bike trail. A nice open floor plan with cathedral ceiling and beams that includes the living room, kitchen and dining area with sliders to the 12 x 20 outside deck. There is...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1.9 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    45 Gill Road (143345) ~ Bayside ~ Private Beach Access Well Appointed Cape Style Summer home located on the bay side of Eastham, just 100 yard walk down a sandy lane to a private association beach on the bay. This fully renovated home boasts a beautiful granite and stainless kitchen. Off the...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.7 kilometres from First Encounter Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
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    70 Lombard Lane (18696) ~ Bayside ~ Dog Friendly Home Open living / dining / kitchen with cathedral ceilings and sliders to the deck. Newer kitchen, appliances, floors, gas fireplace and gas grill. Two bedrooms on the first floor with Queen beds and a full bath. The second floor bedroom has a King...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1.7 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    14465 - The Beach Rose: Single Story Beach House in Fantastic Location - Short Walk to Kingsbury Beach! The first thing you notice upon arrival is the farmer porch with seating for four to relax with your favorite chilled beverage and watch the world go by. Enter the three-bedroom home and you...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.9 kilometres from First Encounter Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    13345 - The Sunny Starfish: Warm & Inviting Single Story Cottage w/ Easy Access to Private Association Pool! This freestanding cottage features heart pine wood floors in the kitchen/living area, with a smart TV, a new sofa, and dining set. Located off the main living space are three bedrooms and...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    2.0 kilometres from First Encounter Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    • Terrace
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    14469 Blue Horizon - 1 min walk to the beach, spacious yard, modern decor, and rooftop deck view of Cape Cod Bay! You're going to love this spacious retreat right on the bayside. The ground level features a full bath, sitting area with board games and a TV, a bedroom with a queen-size bed and 1...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.8 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    14491 - Turtle Crossing: Marsh Front Home w/ Spectacular Views, Short Walk to First Encounter Beach! This lovely marsh front home, located on the bayside of Eastham just 0.3 miles from First Encounter Beach, is the perfect vacation spot for a family of four. It will take you about six minutes to...
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    Eastham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.7 kilometres from First Encounter Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    14476 - In The Pines: Open three bedroom home with Hot Tub, Large Deck and Sunroom. Comfortably situated in a quiet Eastham neighborhood is In The Pines, the perfect retreat for your next Cape Cod visit. From the Hot Tub to the open living room and dining area as well as the large back deck...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.0 kilometres from First Encounter Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    14482: Great Escape: Comfortable 3 bed w/ deck, outdoor shower and private backyard, short walk to Great Pond and Rail Trail Not far from Great Pond down an Eastham back road sits Great Escape, a great selection for your next Cape Cod family vacation. This comfortable three bedroom ranch is in a...
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    Location Information
    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    0.5 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    70 Van Dale Circle (ID #146096) ~ Bayside Two Bedroom Home ~ Central A/C ~ First Encounter and Coast Guard Beach Very nice two bedroom ranch style home with central A/C and located in North Eastham and close to all that the area has to offer ~ National Seashore and Bayside Beaches! A beautiful...
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    Location Information
    Eastham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.4 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Centrally located in Eastham on Ministers Pond, the Twisted Porpoise is within walking distance to Arnolds, mini-golf, the Salt Pond Visitors Center, and bike rentals. The bike trail is just down the street and easy access to the Nauset Loop and the National Seashore beach shuttle. Come stay in a...
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    Location Information
    Eastham, Cape Cod
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.4 kilometres from First Encounter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Located directly on a freshwater pond within walking distance to Arnolds, mini-golf, the bike trail, and Salt Pond Visitors Center, our beautiful home has just what you need for a wonderful Cape Cod experience. Swimming, canoeing, kayaking, hiking, or just relaxing around the fire pit, come join...
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    Eastham, Cape Cod
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.9 kilometres from First Encounter Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Clean and serene, brand new listing, close to the best beaches and restaurants the Cape has to offer. The Anchor in the Pines is located in a beautiful neighborhood in Eastham just steps from the bike path. Perfect for just you and your loved one, a few friends, or families, our home has everything...
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    Eastham, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    1.4 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    The Velvet Crab is located directly on a freshwater pond that is centrally located and close to everything the Cape has to offer. Hike around the Salt Pond Visitors Center, bike the Cape Cod Rail Trail, walk the National Seashore ocean beaches and catch the blaze of colors at sunset on the bayside....
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    Location Information
    Eastham, Cape Cod
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.0 kilometres from First Encounter Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    14466 - Sun Chaser: Newly Renovated, Open & Spacious, Large Yard, Outdoor Shower, Walk to Water! Perched atop a hill in a gorgeous neighborhood surrounded by Town Cove, this beautifully updated 2BR home has tons of amazing indoor and outdoor space, and is a perfect spot to enjoy a quiet and...
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    Location Information
    Eastham, Cape Cod
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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