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Holiday Rentals and Apartments in Eastham, MA

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    Travellers to Eastham are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 16
    4.5 of 5 stars (2) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 5
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 18
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 7
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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),... View all property information
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    Eastham, Cape Cod
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beachfront on South Sunken Meadow Beach! Incredible, newly updated cottage rising above the dunes. Enjoy the spectacular panoramic views of Cape Cod Bay from this very special spot. Skylights, exposed beams, all amenities and a beautiful sandy beach as your front yard! A vacation dream spot come... View all property information
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    Eastham, Cape Cod
    1 / 22
    4 of 5 stars (1) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Stroll down a sandy lane to this three bedroom cottage with a queen, full and twin bed with trundle. It is part of the Dune Beach Association and is less than .5 miles to a lovely private bay beach. It is near the bike trail, Wiley Park (Great Pond) and close to everything Eastham has to offer.... View all property information
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    Eastham, Cape Cod
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Bayside expanded ranch only 1/2 mile from Herring Pond and 1.5 miles to beautiful First Encounter Beach on Cape Cod Bay. Offering a large family room with vaulted ceiling and skylights. Open kitchen/dining area, hardwood floors, 2 bedrooms, a full bath, plus a bright sunroom with 2 twins and... View all property information
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    Eastham, Cape Cod
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Eastham, Cape Cod
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautiful newer reverse floor plan home with central air across the street from a private beach near Kingsbury Beach. Enjoy the bay views from the screened porch on the second story deck. The first floor has a bedroom with a queen and a twin and a bedroom with two full beds. There is a full bath.... View all property information
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    Eastham, Cape Cod
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    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
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    Eastham, Cape Cod
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    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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... View all property information
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    Eastham, Cape Cod
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Hot Tub
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    • Waterfront
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    • x
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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
    1 / 23
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    80 Chipman Street (100034) ~ Oceanside ~ Ministers Pondfront 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. New addition includes large family room overlooking the pond and second floor very... View all property information
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    Eastham, Cape Cod
    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Johanna Lane (105802) ~ Bayside ~ South Eastham Available: AUGUST 27th - SEPTEMBER 2nd (6 Nights Only) ~ $1500 Rent. This is a very nice, neat, dog friendly home located in South Eastham and is close to Boat Meadow Beach. The property is at the end of a cul-de-sac and has a private fenced... View all property information
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    Eastham, Cape Cod
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    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... View all property information
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    Eastham, Cape Cod
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    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... View all property information
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    Eastham, Cape Cod
    1 / 14
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly renovated!! Lovely contemporary Cape located in a nice residential neighborhood offering association tennis courts and safe, easy access to The Cape Cod Rail Trail, and just a mile to Cape Cod Bay. Brand new improvements in 2015: The Kitchen, Living and Dining Rooms and both bathrooms have... View all property information
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    Eastham, Cape Cod
    1 / 20
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Washer
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    455 Nauset Road (106854) ~ Oceanside ~ Cape Cod National Seashore One of a kind character shingle style 5 bedroom 3 bath home in a very private setting, on nearly 3 acres within the Cape Cod National Seashore overlooking scenic Buttonbush pond. This property is less than one mile from Coast Guard... View all property information
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    Eastham, Cape Cod
    1 / 7
    3 of 5 stars (1) Average
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
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    • x
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    About this property
    Week of Aug 20 with discount. Completely renovated cottage ready to relax and enjoy a week of vacation fun. Now WiFi equipped. All the conveniences of home. Don't take it from me, read why our guests love our place. A RENTERS QUOTE: 'We enjoyed your cottage so much. Everything was wonderfully... View all property information
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    Eastham, Cape Cod
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    1 / 11
    4 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    Adorable cottage tucked down a quiet country lane near Cape Cod Bay. This gem is bright throughout offering an upscale kitchen with quartz countertops and a sunny enclosed porch that expands the living area and leads to a deck. A wonderful vacation spot only 3/10ths of a mile from the sandy shore... View all property information
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    Eastham, Cape Cod
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • x
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    40 Freeman Way (15488) ~ Bayside ~ Marsh Views! Tailwind ~ an adorable guest cottage located on a property totally surrounded by conservation land. This home overlooks the Wellfleet Audubon, the marsh and out to Cape cod Bay. A great benefit for the Eastham vacationer! This home has been... View all property information
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    Eastham, Cape Cod
    1 / 7
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    355 Massasoit Trail (43375) ~ Bayside ~ Cooks Brook Beach Area Nicely refurbished Cape ranch on the bay side of Eastham, approximately 7/10ths mile to Cooks Brook Beach. Open kitchen / dinging / living room along with three bedrooms. One bedroom with a queen bed & A/C unit and the other two with... View all property information
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    Eastham, Cape Cod
    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 / 12
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    210 Three Acres Road (120690) ~ Oceanside ~ Pet Friendly Three Bedroom Home Charming three bedroom vacation home that is located at the end of a sandy side road in North Eastham. This ranch style home with a large, private yard is conveniently located within two miles of the oceanside or bayside... View all property information
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    Eastham, Cape Cod
    1 / 14
    2 of 5 stars (2) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • x
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    20 Beach Road (60446) ~ Bayfront ~ Boat Meadow Beach Area Here is a waterfront Bungalow on Cape Cod Bay great for your summer getaway. This cottage sits just 100 feet back from the shoreline with unobstructed views from almost every room. Just imagine your own personal sunset! A sandy path leads... View all property information
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    Eastham, Cape Cod
    1 / 16
    4.5 of 5 stars (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... View all property information
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    Eastham, Cape Cod
    1 / 13
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Wonderful and spacious 5-bedroom home located in a lovely Boat Meadow neighborhood offering its own heated in-ground pool and association tennis courts. Two of the bedrooms have queen beds, one on the ground floor, the other upstairs; the other bedrooms (all upstairs) have twins. A great vacation... View all property information
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    Eastham, Cape Cod
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Beautiful, light and bright contemporary home located on a quiet lane only 1.5 miles to gorgeous Nauset Light Beach on the Atlantic. A spacious home with multiple levels and wonderful architectural details throughout-- plus A/C in 3 bedrooms! The sun-drenched living room with floor to ceiling... View all property information
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    Eastham, Cape Cod
    1 / 31
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    This lovely house in Eastham features a quiet location, space for eight guests, and all the comforts of home for you to enjoy while you're on your wonderful Cape Cod vacation! Located on the south end of Eastham, in a quiet neighborhood, this house is just a few miles away from several of the best... View all property information
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    Eastham, Cape Cod
    1 / 18
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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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
    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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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
    1 / 13
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Walk to private association bay beach-- only minutes away from this spacious Contemporary Cape set in a lovely 1-acre wooded lot. Light, airy, with open floor plan, this newer home has all the amenities plus central A/C, cable and high-speed internet. Hard wood floors, carpeted bedrooms, vaulted... View all property information
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    Eastham, Cape Cod
    1 / 4
    4 Bedrooms, 4 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Penny Lane formerly The Penny House Inn is now open. We have both suites and queen rooms available. Our house is surrounded by beautiful gardens we would love to share with you on your next visit to the Cape. Our Inn is a 5000' Captains House floated over from Eastham and maintains its character... View all property information
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    Eastham, Cape Cod
    1 / 20
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    This is IT! The Sandy Bottom Retreat. In the heart of the Cape Cod National Seashore this bright and open 4 bedroom Cape will be your home away from home. A spacious well equipped kitchen, central A/C, and a separate dining area that opens to the deck. The master and guest bedrooms are on the first... View all property information
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    Eastham, Cape Cod
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    171 Sunset Avenue (117506) ~ Bayside ~ Boat Meadow Beach Area Brand new bright and sunny home offering central air conditioning and around the corner from an association beach at Boat Meadow. This beautiful home has an open floor plan with great kitchen featuring stainless appliances, granite... View all property information
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    Eastham, Cape Cod
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    80 Cove Road (15542) ~ Town Cove ~ Dock and Beach Access Cute three bedroom cottage with lovely views down the length of Town Cove out to the ocean. Great boating spot, dock available for 12 ft boat. Livingroom, eat in kitchen and three bedrooms one with queen and two bedrooms with two twin beds... View all property information
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    Eastham, Cape Cod
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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... 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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    • Parking
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    220 S. Sunken Meadow Road (#125542) ~ Bayside ~ Sunken Meadow Beach Nearby - 3BR and 2 BA New Listing in 2015! Sunken Meadow Beach on the bayside of Eastham is just minutes away from this three bedroom and two bath ranch style home. This home has an open layout with a kitchen, dining area and a... View all property information
    Location Information
    Eastham, Cape Cod
    1 / 20
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Washer
    • Internet Access
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Eastham, Cape Cod
    1 / 17
    5 of 5 stars (3) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Waterfront
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This bayside three bedroom two bath cottage on a quiet sandy lane is only 2/10ths of a mile to a lovely association beach. This bright and well maintained home has cathedral ceilings, a combination kitchen / dining / living room and has been recently renovated. The house has two bedrooms with a... View all property information
    Location Information
    Eastham, Cape Cod
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Waterfront
    • Porch
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    5 Bayberry Lane (#119944) ~ Waterfront on Cape Cod Bay near First Encounter Beach This wonderful new three bedroom two bath custom built home with central air conditoning was built in 2013. This home has spectacular water views from the deck looking from Sandwich to Providencetown. The private bay... View all property information
    Location Information
    Eastham, Cape Cod
    1 / 20
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Porch
    • Air Conditioning
    • Parking
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Eastham, Cape Cod
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Washer
    • Satellite TV
    • Grill
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    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    40 Seaside Drive (18336) ~ Oceanside ~ Coast Guard Beach Area ~ Nice Three Bedroom Home on Cul-de-sac Contemporary Cape located just a short distance to the National Seashore ocean beaches and the bike path. This home is charmingly decorated with a country flair. Spacious living space both inside... View all property information
    Location Information
    Eastham, Cape Cod
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Satellite TV
    • Patio
    • Grill
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Eastham, Cape Cod
    1 / 17
    4 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Washer
    • Internet Access
    • Patio
    • Satellite TV
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    25 Sparrowhawk Lane (71784) ~ Oceanside ~ Nauset Light Beach Area Charming four bedroom cape on the ocean side of Eastham. Great location close to Nauset Light Beach and all bay beaches. Direct access to bike trail at the end of this quiet street. Enjoy the large kid-friendly level yard from the... View all property information
    Location Information
    Eastham, Cape Cod
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Grill
    • Parking
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    55 Blue Heron Way (109633) ~ Oceanside ~ South Eastham Wonderful Cape home nestled in a cedar knoll on a quiet street. This home has lots of light in every room and an open floor plan with cathedral ceilings giving the house its airy feel. The bright kitchen is fully equipped and the home has a... View all property information
    Location Information
    Eastham, Cape Cod
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This three bedroom home is only 700 feet to the public beach at Great Pond and just down the road to the bike trail. This quaint Cape Cod home has been nicely updated and features a large living room with TV, DVD, and wireless internet. There is a half bath on the first floor and an updated full... View all property information
    Location Information
    Eastham, Cape Cod