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Holiday Rentals and Homes in Eastham, MA

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    Travellers to Eastham are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 26
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    35 Cranberry Circle (37935) ~ Bayside ~ Private Association Beach near Kingsbury Beach Gorgeous 3BR/2BA home with deeded access to private association beach. Convenient to shopping and two National Seashore beaches. Bright open living space, dining, screened porch and master bedroom on 1st floor.... View all property information
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    Eastham, Cape Cod 02642
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    Family-Friendly Home -- only available July 9-23 Close to ocean and bay beaches, this family-friendly home in Eastham next to the Cape Cod bike trail has ample living space inside and out. This renovated home features an open/modern first floor layout, fully equipped kitchen, comfortable living... View all property information
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    Eastham, Cape Cod 02642
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Newly owned and newly renovated! This place is perfect for families and is a nature lover's dream. If you want to be on a quiet, traffic free, cul de sac which is only a 12 minute bike ride or 5 minute car ride to Nauset Light Beach and/or Coast Guard Beach, then you will love this place. It is a 7... View all property information
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    Eastham, Cape Cod 02642
    1 / 16
    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... View all property information
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    Eastham, Cape Cod 02642
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Have a classic American beach trip at this 4-bed, 2-bath Eastham Cape Cod style house with room for 8. With a charming wood-burning fireplace, huge back deck, horseshoe toss, and a great location within biking distance to the beach, your group will fall in love! And our quiet, secluded... View all property information
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    Eastham, Cape Cod 02642
    1 / 21
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    35 Wilson Ave. (127329)~Bayside~Sunken Meadow Beach Area~ This bright open home is located in North Eastham, just off of Route 6, on a sandy road minutes to the bay beaches, national seashore, and bike trail. The home is newly renovated and beautifully furnished with air conditioning. There are... View all property information
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    Eastham, Cape Cod 02642
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    59 Joshuas Way (107952) ~ Bayside ~ South Eastham Private Three Bedroom Home This is a spacious and bright home set in a private location in Eastham. The Cape Cod National Seashore is a short drive away and the Bike Trail is very nearby. The property has hardwood flooring and updated furnishings... View all property information
    Location Information
    Eastham, Cape Cod 02642
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    1 / 20
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    This cute retro three bedroom one bathroom cottage will bring you back in time. Conveniently located only 0.7 miles to Thumpertown Beach. One bedroom has a queen with an A/C unit, the second bedroom has two twins and the third has a single twin. There is one full bathroom with a tub as well as an... View all property information
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    Eastham, Cape Cod
    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    85 Harding Road (18664) - Bayside - Cooks Brook Beach Area - 7 Night Minimum in Season Nice, newer home on a quiet street, 6/10 s mile to Cooks Brook Beach. Open first floor living /dining / kitchen with washer /dryer, a bathroom with shower and one bedroom with double bed. Second floor bedroom... View all property information
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    Eastham, Cape Cod 02642
    1 / 18
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    30 Seaside Drive (18426) ~ Oceanside ~ Coast Guard Beach Area This contemporary home on a quiet cul-de-sac offers privacy yet convenience to ocean beaches and the bike path. Open living/dining/kitchen combination plus new den addition. There is one bedroom with a queen bed on the first floor and a... View all property information
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    Eastham, Cape Cod 02642
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Hot Tub
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    35 Duck Marsh Lane - Pond Front This is a lovely home on Molls Pond with open floor plan, three bedrooms, two bathrooms (one with large jetted tub) and two half baths. The first floor has a King bed and en suite bathroom with large shower. The second floor has a bedroom with a queen bed and a... View all property information
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    Eastham, Cape Cod 02642
    1 / 17
    4 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    30 Sparrowhawk Lane (41066) ~ Oceanside ~ Bike Trail & Nauset Light Beach Charming Ranch home only 1.2 miles to Nauset Light Beach, on a quiet dead-end street and close to the bike trail. This home offers full amenities and central air conditioning. Three bedrooms all on the main floor ~ 1 Queen... View all property information
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    Eastham, Cape Cod 02642
    1 / 20
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • x
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    • x
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    30 Millenium Lane (56950) ~ Bayside ~ Campground Beach Area ~ Three Bedrooms with A/C & Screened Porch (7 Night Minimum In Season) Three bedroom two bath Cape style home with a screened porch located on a private side road on the bay side of Eastham, near Campground Beach. There is a nice open... View all property information
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    Eastham, Cape Cod 02642
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • x
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    • x
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    Newly renovated cottage only 150 yards to Thumpertown Beach. There is a full bed in the master, adult size bunk beds in the second bedroom, and a trundle with two twins on the three season porch. There is a large lawn in back to relax or play before dinner. Also, an outdoor shower, Internet access,... View all property information
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    Eastham, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    30 Hoyer Lane (124891) ~ Oceanside ~ Three Bedrooms (with A/C units in each) * WiFi * near Bike Trail and Nauset Light Beach Nauset Light Beach and Coast Guard Beach are near this Cape Style home on the oceanside of Eastham. Down a private sandy lane and very near the bike trail is this three... View all property information
    Location Information
    Eastham, Cape Cod 01778
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    This 2 bedroom cottage with one bath (w/tub) is only 0.6 miles to Thumpertown Beach. It is well maintained and has a nice patio with outdoor furniture and a screened in gazebo and lots of privacy. The bedrooms have a full bed and two twin beds. This cottage even has an extra sitting room with a... View all property information
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    Eastham, Cape Cod
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Newly renovated cottage only 150 yards to Thumpertown Beach. There is a full bed in the master, adult size bunk beds in the second bedroom, and a trundle with two twins on the three season porch. There is a large lawn in back to relax or play before dinner. Also, an outdoor shower, Internet access,... View all property information
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    Eastham, Cape Cod
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    115 Fairview Avenue (119002) ~ Oceanside ~ Coast Guard Beach & National Seashore Private cape style retreat located at the end of a quite Oceanside lane near the National Seashore. This adorable home has two bedrooms on the first floor (one queen and one double bed) and a full bath. A master... View all property information
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    Eastham, Cape Cod 02642
    1 / 17
    5 of 5 stars (3) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    20 Gile Road (19047) ~ Bayfront Beach House with Four Bedrooms This interior of this 1925 Cape cottage has undergone a complete stem to stern renovation including the addition of central air conditioning, hardwood floors, ceiling fans, and a slider out to the wrap around deck. The open floor plan... View all property information
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    Eastham, Cape Cod 02642
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    The bedrooms are all on the 1st floor (a queen, full and twin, and two twins) so you can enjoy the views of the bay on the 2nd floor in a very bright and open living/dining/kitchen room with sliders to a large 32' deck. This beautiful 3 bedroom 2.5 bath is situated on a sandy road near Kingsbury... View all property information
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    Eastham, Cape Cod
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    Newly renovated home only 200 yards to Thumpertown Beach. The home features a huge 3 season porch with a TV. There is a king bed in the master, a full and twin in the second bedroom, a queen and twin bed in the third bedroom, and a sleeper sofa in the family room. Central A/C and wireless internet... View all property information
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    Eastham, Cape Cod
    1 / 21
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    20 Anawon Road (120826) - Nauset Light Beach Area ~ Spacious Four Bedroom Off the main roads on a quiet street on the oceanside of Eastham is this lovely four bedroom two bath home. There is a renovated kitchen with new cabinets, granite counters, sink and floor as well as a new family room with... View all property information
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    Eastham, Cape Cod 02642
    1 / 11
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
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    10 Elder Lane (18654) ~ Oceanside ~ Nauset Light Beach Area Newer contemporary Cape style home with three bedrooms located on a quiet oceanside street. There is an open kitchen, dining and living room area with a new 50" flat screen TV. The master bedroom with a queen sized bed, a full bath and... View all property information
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    Eastham, Cape Cod 02642
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • x
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    • x
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    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... View all property information
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    Eastham, Cape Cod 02642
    1 / 24
    3 of 5 stars (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    This great family house offers three levels of living, a family room, and another room with a single futon. Other living spaces include an open living/dining area; a kitchen; and a large wrap-around deck. A laundry is provided for washing your clothes and beach gear, and there are fans for keeping... View all property information
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    Eastham, Cape Cod 02642
    1 / 12
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    This is a charming one story Cape cottage on a quiet sandy road. There are three bedrooms with a queen, two twins and a set of bunks. The bathroom has a tub/shower. The large deck is shaded by a huge pine tree. At the end of the road is access to a semi-private beach area with stairs down to the... View all property information
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    Eastham, Cape Cod
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This cozy, secluded two bedroom Cape Cod cottage sits on lovely Herring Pond and is the epitome of Cape Cod living. This clean and quiet cottage has an open floor plan with a small kitchen, a dining area and a living room. The first bedroom has a queen bed and the second bedroom has two twins.... View all property information
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    Eastham, Cape Cod
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    A perfect home base for your family or group, comes with unique extras: 3 Large Bedrooms, 2 Full - Baths With bedroom a/c units. This property comes with an Eastham beach parking pass for your stay so you can visit town beaches and park free of charge. Central Location, private large deck and yard... View all property information
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    Eastham, Cape Cod 02642
    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    25 Claire Lane (18704) ~ Bayside ~ Private Beach Access ~ Cooks Brook Beach Area Cape style home with central air conditioning on the bayside of Eastham with access to a private association beach. Fully equipped kitchen and dining room, family room opening onto the screened porch then out to the... View all property information
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    Eastham, Cape Cod 02642
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • x
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    100 Crosby Village Road (27387) ~ Herring Pond - Private Fresh Water Access The quintessential summer cottage! Open Kitchen with dining area and living room with A/C unit. Three bedrooms and full bath all on one floor. The cottage is located on a sandy lane that runs along Herring Pond. There... View all property information
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    Eastham, Cape Cod 02642
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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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... View all property information
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    Eastham, Cape Cod 02642
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Cape Cod at its best describes this 3 bedroom 2 bath house. New for 2015: A new dishwasher, a new king size bed and state of the art blinds on every window and sliding glass doors. The bedrooms have one king, the other has a queen bed and the third a set of bunks. It has wonderful bay views from 3... View all property information
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    Eastham, Cape Cod
    1 / 14
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • Balcony
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    • x
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    • x
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    400 Crosby Village Road (25893) - Herring Pondfront Great summer home located directly on sandy beach Herring Pond in Eastham. Living/dining area/ kitchen all open and overlooking the pond. There is a separate den and one bedroom with a queen bed, A/C unit and full bath on the first floor.... View all property information
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    Eastham, Cape Cod 02642
    1 / 20
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Child-friendly
    • x
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    • x
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    175 Salt Works Road (18659) ~ Bayside ~ Sunken Meadow Beach Private Access Nestled in the dune and close to a private association beach on Cape Cod Bay, this ranch is the perfect beach house. Main level (upstairs) has a large kitchen / living / dining room with fireplace and sliders to the deck.... View all property information
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    Eastham, Cape Cod 02642
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    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    • Satellite TV
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
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    Eastham, Cape Cod 02642
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Balcony
    • Grill
    • Washer
    • Patio
    • DVD Player
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 a large, level and private yard. A nice deck with teak furniture awaits your evening BBQ s. Inside there are two separate areas to gather ~ a sunroom / den with... View all property information
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    Eastham, Cape Cod 02642
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    4.5 of 5 stars (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Grill
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Waterfront
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    21 Gails Way (18921) ~ Bayside ~ Waterfront with Central A/C Newly rebuilt cottage with spectacular unobstructed views of Cape Cod Bay! Open floor plan includes living/dining/kitchen with catherdal ceilings, flat screen TV w/ expanded cable (NESN), fully equipped kitchen, one full bath with a... View all property information
    Location Information
    Eastham, Cape Cod 02642
    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Parking
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    80 Shady Lane (72226) ~ Bayside ~ Kingsbury Beach and Wiley Park Area Cape style home with brand new kitchen in 2013 and located on a private side road. Kingsbury Beach is about .5 away and Wiley Park on Great Pond about the same in the other direction. Nice level yard that is great for kids to... View all property information
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    Eastham, Cape Cod 02642
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Parking
    • DVD Player
    • Internet Access
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    12 Oakwood Crossing (100550) ~ Oceanside ~ Great Family Home near Bike Trail Handy to the bike trail, just around the corner, is this delightful Cape style home located at the end of the street on the cul de sac, tucked in the Oaks. Open, bright greatroom with cathedral ceiling, fan and sky light,... View all property information
    Location Information
    Eastham, Cape Cod 02642
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Satellite TV
    • Patio
    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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... View all property information
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    Eastham, Cape Cod 02642
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This is a beautiful 2+ bedroom home is very near to Kingsbury Beach, Wiley Park (Great Pond) and the bike trail. There is an open dining room and kitchen with all the modern amenities. The living room is bright and airy with vaulted ceilings and comfortable new furnishings. The two bedrooms with... View all property information
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    Eastham, Cape Cod
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Washer
    • Satellite TV
    • Parking
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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... View all property information
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    Eastham, Cape Cod 02642
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This is a lovely, newly renovated 3 bedroom 2 bath cape with an open living/dining/kitchen area. There are 2 bedrooms and 1 bath with shower on the first floor. One bedroom has a queen and the second bedroom a full bed. There is a master suite with queen size bed and full bath on the 2nd floor. The... View all property information
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    Eastham, Cape Cod
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    "Driftwood" cottage with only a 2 minute walk to Campground Beach. This charming home has been recenlty updated from top to bottom. All the bells and whistles you could want in your vacation home including a washer and dryer and outdoor shower. Rarely rented outside family in the past, this... View all property information
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    Eastham, Cape Cod 02642
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Parking
    • Satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    15 Bradford Lane (109101) ~ Bayside ~ Campground Beach Area Bright, sunny home with central air conditioning, located on the Bayside of Eastham near Campground Beach. An awesome kitchen with stainless steel appliances opens leads to a bright dining area with a slider to the outside deck. The... View all property information
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    Eastham, Cape Cod 02642
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Porch
    • DVD Player
    • Washer
    • Internet Access
    • Parking
    • Air Conditioning
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    225 Sea Gull Lane (102393) ~ Bayside ~ Cooks Brook Beach Area Very nice, neat and spacious three bedroom two bath Cape style home located on the bayside of Eastham. This home has an open first floor with all new stainless appliances in the kitchen! The first floor bedroom has a queen sized bed... View all property information
    Location Information
    Eastham, Cape Cod 02642
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Swim in the heated pool, surrounded by lovely landscaping and a koi pond, then soak in the hot tub under the stars. This lovely house offers a first floor master bedroom with King bed, living area, den, kitchen, washer/dryer, and large deck. The second floor has 2 bedrooms and full bath. The bike... View all property information
    Location Information
    Eastham, Cape Cod 02642