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  1. HOUSE
    349 Old Kings Highway Home

    349 Old Kings Highway Home

    Wellfleet, MA

    You'll love spending your time outdoors at this large 5BR/2BA Wellfleet home, located on three wooded acres with a 50’ wraparound deck. Fire up the grill for an afternoon barbeque and enjoy views of the vernal pools and wildlife. Pack for the...

    Pets OK
    FREE CANCELLATION

    $285 to $721/night

  2. HOUSE
    265 Main Street House

    265 Main Street House

    Wellfleet, MA

    Gaze out at the charms of downtown Wellfleet from your second-floor balcony in this 4BR/3BA home. Restaurants, shops, and the coastal town’s famous galleries are just steps away. Head down Main Street towards the Town Pier, Mayo Beach, and...

    FREE CANCELLATION

    $251 to $894/night

  3. DUPLEX
    Dennisport Duplex by the Beach

    Dennisport Duplex by the Beach

    Dennis Port, MA

    Look no further, you’ve found the perfect Dennisport vacation rental! This delightful duplex is only an 8-minute walk from popular Sea Street Beach, and just a short stroll to ice cream, dining, and more. Sleeps 8. The 4BR/2BA duplex is comprised...

    FREE CANCELLATION

    $178 to $439/night

  4. TOWNHOUSE
    NEW! Town Hill Retreat for Romantic Coastal Escape

    NEW! Town Hill Retreat for Romantic Coastal Escape

    Provincetown, MA

    ** This brand-new listing may not have an abundance of guest reviews yet, but you can be assured of an exceptional stay. Thoroughly vetted, this home is professionally managed by TurnKey Vacation Rentals, two-time winner of the Travel Weekly...

    FREE CANCELLATION

    $216 to $636/night

  5. HOUSE
    Daisy Street Home 12

    Daisy Street Home 12

    Harwich, MA

    Boasting classic Cape Cod style and a prime location just 200 steps from Long Pond, this 4BR/2BA cottage offers the perfect home base for your vacation. Spend your days fishing, swimming, and boating on Long Pond, the largest freshwater lake on Cape...

    FREE CANCELLATION

    $238 to $481/night

  6. COTTAGE
    63 Pickerel Cove Circle Cottage

    63 Pickerel Cove Circle Cottage

    Mashpee, MA

    Property Overview  Tucked away in a charming Cape Cod neighborhood, this classic 2BR cottage sits on the lovely Mashpee-Wakeby Pond, which is the largest pond on the Cape and has phenomenal Bass fishing (contests are held here). It is also a...

    FREE CANCELLATION

    $168 to $313/night

  7. HOUSE
    Cape Cod Home in the Trees

    Cape Cod Home in the Trees

    Eastham, MA

    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...

    FREE CANCELLATION

    $318 to $414/night

  8. HOUSE
    40 Major Doane Rd Home

    40 Major Doane Rd Home

    Wellfleet, MA

    Welcome to this ideal 5BR/2.5BA Wellfleet getaway in a quiet, residential cul-de-sac less than 2 miles from the town pier and Cahoon Hollow Beach on the Cape Cod National Seashore. With three decks for breathing in the salty sea air, three levels of...

    FREE CANCELLATION

    $251 to $615/night

  9. HOUSE
    Walkable Falmouth Hts Beach Home

    Walkable Falmouth Hts Beach Home

    Falmouth, MA

    Bring the whole gang for a quintessential Cape Cod getaway at this adorable and spacious 5BR, 1.5BA (sleeps 10) bungalow. Park your car and leave it—you’re within walking distance of Falmouth Heights Beach, ferry to Martha’s Vineyard and Cape...

    Pets OK
    FREE CANCELLATION

    $247 to $611/night

  10. HOUSE
    200 Shurtleff Rd Home

    200 Shurtleff Rd Home

    Eastham, MA

    Situated less than 50 yards from a private Association Beach on Cape Cod Bay, this 3BR/2BA Eastham home is perfect for the relaxed coastal vacation you’ve been dreaming about. Enjoy lazing on the sand, swimming in the waters, and strolling along...

    FREE CANCELLATION

    $324 to $689/night

  11. HOUSE
    46 Paola Dr Home at East Falmouth

    46 Paola Dr Home at East Falmouth

    East Falmouth, MA

    Picturesque views of Bournes Pond await from this quaint 4BR/2BA East Falmouth home. Enjoy a great location just minutes from downtown Falmouth and the Martha's Vineyard ferry and surrounded by opportunities to paddle board, fish, clam, and kayak....

    Pets OK
    FREE CANCELLATION

    $179 to $491/night

  12. COTTAGE
    Small Cottage | Woods Hole

    Small Cottage | Woods Hole

    Woods Hole, MA

    Follow the dirt road to our 2BR (sleeps 4) cottage by the sea. With charming yet modernized character as well as a private beach plus access to the Shining Sea Bikeway, our rental offers you the chance to truly explore Cape Cod. Walk or bike to...

    FREE CANCELLATION

    $252 to $611/night

  13. HOUSE
    8 Peck's Way Orleans Home

    8 Peck's Way Orleans Home

    Orleans, MA

    Kayakers and nature lovers take note! This 4BR, 2BA (sleeps 8) house sits on 7+ waterfront acres in Orleans, offering extraordinary privacy with exquisite water views of historic Arey's Pond, part of Pleasant Bay. Note: this is a salt water pond....

    FREE CANCELLATION

    $207 to $454/night

  14. HOUSE
    Wooded Chatham Home on the Monomoy

    Wooded Chatham Home on the Monomoy

    Chatham, MA

    Wooded 3BR, 2BA Chatham Home on the Monomoy with Hot Tub & Kayak Launch This peaceful 3BR, 2BA woodland Chatham home (sleeps 6) is located right on the Monomoy River. Patio doors open to the travertine stone terrace, where a hot tub overlooks the...

    Hot Tub
    FREE CANCELLATION

    $266 to $548/night

  15. HOUSE
    49 Brooks Home at Harwich Port

    49 Brooks Home at Harwich Port

    Harwich Port, MA

    This spacious 4BR/2.5BA Cape Cod home is just a five-minute walk from the beach. After a day in the sun, unwind in the shady backyard. Throw a BBQ or just relax in the hammock. Nautical décor and multiple living spaces, including three living rooms...

    FREE CANCELLATION

    $230 to $730/night

  16. HOUSE
    43 Santuit Ln Home at Mashpee

    43 Santuit Ln Home at Mashpee

    Mashpee, MA

    This four-season vacation home is designed for comfort and family fun. In warm weather, pick up fresh lobster for your crew, and enjoy a seafood feast on the deck overlooking the lake. During chilly months, reconnect with loved ones in the spacious...

    FREE CANCELLATION

    $440 to $707/night

  17. CONDOMINIUM
    Cape Townhouse Unit 11

    Cape Townhouse Unit 11

    Brewster, MA

    ThisThis charming 2-bedroom, 2-bath plus a loft townhouse promises a fantastic stay on the Cape! Newly renovated and filled with natural light, this rental features warm wood floors and modern marble-touched bathrooms. Brewster is famous for its...

    FREE CANCELLATION

    $314 to $380/night

  18. DUPLEX
    Lower County Road Duplex

    Lower County Road Duplex

    Dennis Port, MA

    Host your next family get together at this quaint 6BR/2BA duplex cottage. This rental includes two identical side-by-side units -- each with a full-size kitchen, living area, and awesome outdoor space. Hang out on comfy furniture on the front porch...

    FREE CANCELLATION

    $211 to $481/night

  19. DUPLEX
    460 Lower County Road Duplex Right Side Unit

    460 Lower County Road Duplex Right Side Unit

    Dennis Port, MA

    Walk everywhere from this cute 3BR cottage! Enjoy an amazing outdoor space, including a quintessential front porch with lounge furniture and a shared yard that has an outdoor shower, grill, and shaded al fresco dining. Your rental commands a prime...

    FREE CANCELLATION

    $106 to $241/night

  20. HOUSE
    Updated 4BR Cape Cod, Steps to Beach

    Updated 4BR Cape Cod, Steps to Beach

    West Harwich, MA

    From the moment you walk up the stone path, you’ll be charmed by this classic 4BR/3BA Cape Cod home. With two living areas and a large outdoor space, this spot easily fits two families or groups of up to eight guests. Located on a quiet lane,...

    Pets OK
    FREE CANCELLATION

    $213 to $554/night

  21. HOUSE
    40 Epanow Home at Eastham

    40 Epanow Home at Eastham

    Eastham, MA

    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 two-story 5BR/2.5BA home offers 2,274 square feet of comfortable living space --...

    FREE CANCELLATION

    $254 to $791/night

  22. HOUSE
    149 Uncle Venies Road Home

    149 Uncle Venies Road Home

    Harwich, MA

    Situated on the desirable Harwich/Chatham line, this charming 3BR/3BA home affords a prime locale on a quiet street just off Route 208. Spanning three floors, your spacious retreat sits on a private half-acre of land and includes a beautifully...

    FREE CANCELLATION

    $238 to $476/night

  23. HOUSE
    17 Finway House in New Seabury

    17 Finway House in New Seabury

    Mashpee, MA

    This newly renovated 3BR, 3BA New Seabury home offers classic New England charm with its beachy decor and cathedral ceilings. The ideal place from which to adventure into the outdoors, it’s just a stroll away from Jim Pond and 5 minutes from South...

    FREE CANCELLATION

    $212 to $607/night

  24. HOUSE
    63 Locust Rd Home at Orleans

    63 Locust Rd Home at Orleans

    Orleans, MA

    This 3BR/2BA Orleans home is within walking distance to virtually everything, including downtown Orleans, local restaurants, cafes, shops, parks, and art galleries. There’s also a convenient public transport service nearby. Feel like a day on the...

    FREE CANCELLATION

    $134 to $379/night

  25. HOUSE
    Cape Cod Bay Home

    Cape Cod Bay Home

    Eastham, MA

    With 2,785 square feet of living space, this two-story Eastham home offers abundant social space with two living areas and a large deck. A huge, open kitchen makes it easy to prep meals for your entire group. In a prime location, you’ll be within...

    FREE CANCELLATION

    $211 to $647/night

  26. HOUSE
    Water Views on Monomoscoy Island

    Water Views on Monomoscoy Island

    Mashpee, MA

    Our 3-bedroom, 2-bath Cape Cod on Monomoscoy Island, with ample back deck, enjoy water views and use of a small private beach, perfect for families. You’re just steps from the great swimming, clamming, and fishing that make for the quintessential...

    Pets OK
    FREE CANCELLATION

    $176 to $523/night

  27. HOUSE
    66 Indian Trail Home

    66 Indian Trail Home

    Chatham, MA

    Overlooking the saltwater inlet of Bucks Creek Marsh, this stunning 3BR/3BA waterfront home affords the quintessential Cape Cod experience. Vaulted ceilings with exposed beams and intriguing artwork create a sophisticated style, while large windows...

    FREE CANCELLATION

    $536 to $853/night

  28. HOUSE
    Cape Cod Cottage on the Bay

    Cape Cod Cottage on the Bay

    East Falmouth, MA

    Feel the ocean breeze from this 3BR/1.5BA rustic beach home. Spacious and roomy, you and your guests can stretch out in the sun-dappled living room, the screened-in porch and even in the updated, oversized kitchen. Waquoit Bay's mild waters and...

    FREE CANCELLATION

    $138 to $428/night

  29. HOUSE
    5 Redgate Lane Home

    5 Redgate Lane Home

    Falmouth, MA

    Inside the House Park up to 4 cars in the roomy driveway, then make your way up the stone walk to the front entrance. Step onto beautifully tiled floors and into the kitchen and sitting area. The sitting area has a sofa and 2 wicker armchairs, a...

    FREE CANCELLATION

    $194 to $617/night

  30. CONDOMINIUM
    26 Pleasant St Condo Unit 1

    26 Pleasant St Condo Unit 1

    Provincetown, MA

    Live in luxury at this 2BR/2BA Provincetown condo, with beautifully remodeled interiors, all new furnishings, and comfortable accommodations for four guests. Enjoy coastal breezes on your own private patio. The apartment is peacefully tucked away in...

    FREE CANCELLATION

    $305 to $589/night