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Eastham Vacation Rentals

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    Travellers to Eastham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Water Front Eastham Rental Home with Dock! This Eastham vacation rental home is right on the water and has its own really nice dock. You can dock your boat here during your stay and enjoy the ease of just hoping in your boat and off you go! It doesn’t get better! Dock Your Boat Here! This...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    #422 Mate's Quarters: Waterfront w/Water-views! Boat Dock; Dog Friendly; large condo. Walk into our historic waterfront condo and you'll smell sea air and feel sea breezes. Upstairs are two bedrooms; one with a Queen bed and the other with a Queen and Twin bed. The deck is perfect for all family...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    190 Serb Street (ID #15498) - Bayside - Three Bedroom & Pet Friendly ~ Cooks Brook Beach Area Cape style pet friendly home located on the bay side of Eastham. Quiet area, wooded lot. Open living room with a 42inch TV and an A/C window unit, kitchen and dining area all with newer hardwood floors....
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    New comtemporary home in North Eastham offering all amenites and lovely new furnishings. The Cape Cod Bay is only 1.2 miles away! Enjoy outdoor living on the deck in this quiet residential area. Adjacent properties may be available to accomodate vacationing families and friends. Additional...
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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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    Our home is a cozy and sweet year-round Cape Cod single story home. The house has been newly renovated, painted in beach-inspired colors, and has a newly remodeled kitchen with granite counter tops and new appliances as well as an updated bathroom. There is also an indoor porch that is perfect for...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    8 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bright airy contemporary just steps from a private beach near First Encounter Beach on Cape Cod Bay. Enjoy the open living space on the upper level with cathedral ceiling, tons of natural light and wrap around deck with partial water view. Beach style living! SUNDAY CHECK-IN! Additional amenities...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 8 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    #421 - Top Deck: This 1-br condo with an open concept kitchen/ living/dining area offers beautiful views and plenty of outdoor deck space to enjoy it! Our cottage is perfectly located on the Nauset cove and estuary. The large, gated deck is where you'll enjoy cocktails and grilling, watching boats...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    450 B Aspinet Road 726531 / 14
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    450 B Aspinet Road ( ID# 72653 ) ~ Bayside ~ Cute Two Bedroom Cottage with Screened Porch Adorable cottage nestled in the pines, close to Audubon Society, Cape Cod Rail Trail, and Wellfleet Drive-In and only 1 mile to bay side beaches. Fireplace in living room and ceiling fan, two bedrooms, one on...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Stunning 4 Bedroom Home on Town Cove, Orleans,Ma1 / 21
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Stunning four bedroom, 3,000 Square Foot home on Town Cove in Orleans, Massachusetts. Incredible views from almost every room in the house. Five 8 foot sliding glass doors with screens open onto deck or balcony facing the Cove. Just renovated, new Deck overlooking Town Cove, Two Master Bedroom...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    #424: Bayberry Bliss: This gorgeous, brand-new waterfront construction offers a large, pristinely equipped eat-in kitchen, 4 bedrooms, and luxurious living spaces overlooking first encounter beach! With construction finished in 2017, this house is truly brand-new, and offers plenty of high-end...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    230 Schoolhouse Road (134998) ~ Oceanside ~ Ministers Pond & Coast Guard Beach Area Pretty Cape on the Oceanside of Eastham near the Cape Cod National Seashore. Bike & nature trails, school playground, freshwater pond for fishing are all nearby. This house has 3 bedrooms, and 2 baths. First...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
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    Eastham - (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 Beach...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Will-Mar (#10) 940501 / 11
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    10 Barrowhouse Road (94050) ~ Bayside ~ North Eastham Newer three bedroom Cape Style home on the bay side of North Eastham, approx 1 1/2 miles to nearest swimming beach. Open Greatroom includes living room, dining area kitchen and sunny reading nook plus laundry with half bath. First floor...
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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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    200 Turnipfield Road (ID#130925) Bayside~Private Association Beach very near~Pets considered This beach cottage is located down a sandy lane very near to a private association beach. This 3 bedroom 1 bath ranch has lots to offer. Open kitchen and living space and all 1st floor bedrooms. 1st...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #419 Bell Buoy: Dog friendly cottage in unbeatable waterfront location with amazing views! It is perched directly on the waterfront of the Anchorage On The Cove property with a large deck overlooking the ocean; with outdoor seating, an umbrella, and a propane grill, you'll be in the ideal spot to...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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 to a bright dining area with a slider to the outside deck. The living...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #425 Shore Garden Beachcomber: A quintessential Cape cottage just steps from the water with dock access, deck, and three season porch area. This adorable home is nestled in Shore Gardens, a small, quiet neighborhood located right on the water with gorgeous views! Master bedroom with one queen bed,...
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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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    185 Swift Road (ID #134728) - Deeded Beach Rights To Private Stairs To The Bay SUNDAY rental - Deeded Beach Rights to association stairs (approximately 55 stairs) to Cape Cod Bay! This lovely 3 bedroom 3 bath ranch enjoys one level living. Located down a quiet sandy street and just a short...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Light and airy open concept living room ,dining room and kitchen in a pet friendly home. Updated for comforts but maintains the Olde cape cod feel. Tastefully appointed, separate fireplace/ sunroom that is perfect for separate reading or TV viewing. Home has 6 tv's with dvd/vcr so everyone is...
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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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    10 Keith Way (ID #136112) ~ Bayside 3 Bedroom Home ~ A/C ~ Screened In Porch Great location ~ quiet, private, secluded & serene! Cape style home (1,322 sq ft) with sweet screened in porch and window A/C units. Two bedrooms downstairs (1 queen & (2 twins)) and one bedroom upstairs (king)....
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    65 Carlton Way 211941 / 15
    (1)Average
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    65 Carlton Way (21194) ~ Bayside ~ Campground Beach 1/10th of mi. Delightful private duplex just down the street from the beach, .01 mile. House sits with a scenic pond view (not for swimming) from the Living Room and Front Deck, Good size yard and plenty of trees to invite birds and wildlife....
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    Eastham, Cape Cod 02642
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    ]#417 Pilot House: Waterfront cottage with boat dock. Enjoy beautiful sunrises over the water. Dog friendly too! Fish or boat directly off our shared dock or even dig for clams to cook for dinner! Our cottage is perfectly located on the Nauset cove and estuary. The large, gated deck is where you'll...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Just 900 steps to Cape Cod Bay, this Bay Road property offers a quiet attached cottage that lives like a small single family home. Situated on 3/4 of an acre in the Campground Beach area of North Eastham, this charming cottage area provides a perfect setting for your memorable vacation. The...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    #418 Foremast: Waterfront; inspiring views; raised deck and living area ‘above' the water! Dog friendly! Sunrise and sunset can both be enjoyed from the most amazingly perfect waterfront dock. On breezy cool afternoons, you may prefer the living room with massive oversized picture windows to watch...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    6 I De Ho Lane (ID #126702) - Bayside Two Bedroom Cottage ~ Kingsbury Beach Bayside Cottage ~ Near Kingsbury Beach ~ Two bedroom cottage with a nice open kitchen, dining and living room area with wood floors throughout. The first bedroom has a queen sized bed and the other has two twins. There is...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    #420 Topsail: As close to the water as you can get! Sweeping views in this cozy 2-br cottage. This cottage offers sweeping views of the ocean complimented by a large open living space and a perfect deck to enjoy the outdoor space. It is truly as close to the waterfront as you can get and the views...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Located on a quiet side street just a one minute pedal to the 22 mile long Cape Cod Rail Trail and five minutes in the car from Eastham's Bay Beaches and the National Seashore Park. Traditional Cape sleeps six easily with the current setup of three bedrooms plus a den but there's ample room for a...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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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 (1 Queen; 2 Twins and 1 Twin - Built-In) and full bath all on one floor. The cottage is located on a sandy...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    6 Stellwagen Way (ID#128252) `~ 1 Bedroom Condo ~ Bracket Landing Development Built in 2008, this 1 bedroom 'plus' duplex style unit in the 'Brackett Landing' development is convenient to the bike trail, Nauset and Coast Guard Beaches and the National Park Visitors Center. Inside you ll appreciate...
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    Eastham, Cape Cod 02642
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    5 Longstreet Lane (ID #126701) ~ Bayside Two Bedroom Cottage ~ Kingsbury Beach Bayside Cottage ~ Near Kingsbury Beach ~ Two bedroom cottage with a nice open kitchen, dining and living room area with wood floors throughout. The first bedroom has a queen sized bed and the other has two twins. There...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Sweeping Views, Privacy, Five Minute Walk to Boat Meadow Beach Peak Summer Weekly Rates: $3,800-$4,400 Rents Sunday to Sunday Linens not included This unique vacation home is perched overlooking Boat Meadow Marsh in Eastham, right on the Orleans town line. The sweeping views are ever changing with...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    #413 Apple Tree House: Beautiful landscaping & play areas abound at this perfectly situated family retreat! A large well-equipped kitchen and dining area flow into a big living room where the whole family can enjoy relaxing and unwinding together after a beautiful day at one of Eastham's many Bay...
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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 5 Quick View
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    7 I De Ho Lane ~ (ID# 126703) ~ Bayside Two Bedroom Cottage ~ Kingsbury Beach Area Bayside Cottage ~ Near Kingsbury Beach ~ Two bedroom cottage with a nice open kitchen, dining and living room area with wood floors throughout. The first bedroom has a queen sized bed and the other has two twins....
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    136168 ~ 35 Fox Run ~ Oceanside ~ Nauset Light Beach Area This roomy, 3 bedroom, 1 3/4 bath home is located on a quiet, dead end street. All bedrooms are on the first floor. Master bedroom has a queen bed and a 3/4 bathroom. The second bedroom has a queen and the third bedroom has 2 twins. There...
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    Eastham, Cape Cod 02651
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    PROPERTY OVERVIEW Featuring miles of unspoiled shoreline and warmer bay beaches, Eastham is a sure bet for your next Cape Cod getaway. An ideal place to relax, this three-story 5BR/1.5BA home offers 2,274 square feet of comfortable living space -- perfect for spending time with your group....
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    Eastham, Cape Cod 02642
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The beautiful home offers full emersion into Cape Cod nature while being near town, and is a short walking distance to two bay beaches! Starting at the top floor the home offers an open concept living room, dining room, kitchen, and game area. One of the key features of this property is the full...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Located in popular Eastham, this home is the perfect spot to experience all the Cape has to offer. It has close proximity to the Cape Cod Rail Trail, Nauset Light Beach, First Encounter Beach & Wiley Park on Great Pond. This comfortable rental has new furnishings and offers extras such as a 55”...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    35 Cranberry Circle 379351 / 15
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    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....
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    INSIDE THE HOUSE Located on a quiet cul-de-sac of Blueberry Bank Association neighborhood, relax and unwind in this breathtaking 4BR/2.5BA home where you have your own private pool or access the beautiful National Seashore Beaches, Cape Cod Bay, and Rail Trail. Beautifully decorated throughout,...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    245 Sparrow Road (18697) ~ Bayside ~ Waterfront Four Bedroom Beach House Great waterfront home on Cape Cod Bay. Lovely living/dining/kitchen combination opening onto the wrap around deck on one side and covered patio on the water side and gas fireplace. There are four bedrooms, two have queen...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    A blissful Cape Cod vacation awaits at this 3BR home on Eastham's Saltwater Town Cove. Bring your boat, kayak, or paddleboard for direct access to Nauset Inlet and the Outer Beach, or relax on the sunny dock for some of the Cape's best fishing. Newly remodeled with an open layout and beautiful new...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This well appointed and immaculate home is nestled into a quiet neighborhood, within a mile walk to Coastguard beach, and an easy walk to the beach shuttle. You'll never have to fight for a parking spot at one of the Cape's most beautiful ocean-side beaches. The home is beautifully decorated,...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Welcome to Bay Dream, where dreams really do come true! Central air to keep you cool, WiFi to keep you connected and a 5 star view! This newly built Waterfront 3 bedroom, 3.5 bath Vacation Rental sleeps 8 and is perfectly placed directly on Cape Cod Bay. Come experience Eastham... Stay and play!...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Waterfront!!! This beautiful 4 bedroom, 2.5 bath home with private dock features gorgeous water views from almost every room! It is a convenient, walkable mile away from Orleans town center for shopping and restaurants, and a quick ten minute drive away from beautiful Nauset Beach in Orleans! Its...
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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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    #414 Cherry Tree House: Bike-Trail 1-min, National Seashore trails and beachs 3-mins -- choose our spacious family retreat! A large well-equipped kitchen and dining area flow into a big living room where the whole family can enjoy relaxing and unwinding together after a beautiful day at one of...
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    Eastham, Cape Cod 02642
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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