When it comes to lobster rolls and New England clam chowder, nobody can touch Massachusetts. Shrouded in history, the Bay state is well known as the birthplace of the American revolution, the Freedom Trail, and the Boston Tea Party. Seafood, history, the Red Sox- Massachusetts has it all. RedAwning will help you find the perfect vacation rental to complete your East Coast experience. Browse your favorite Massachusetts region using the blue location links below, or filter your preferences using the panel on the side. With our simplified booking process, you'll have the most important part of your trip buttoned in no time.

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  1. HOUSE
    C197 Perry (3-Bedroom Home)

    C197 Perry (3-Bedroom Home)

    Charlestown, RI

    Just a short walk to Charlestown Beach from this 3 bedroom, 2 bath Cottage. Distance to the Charlestown Beach is approximately 0.25 miles and a really short walk to Charlestown Pond. Outside shower has hot and cold water. Charlestown is a town of...

    $232 to $300/night

  2. HOUSE
    C164 Colby (3-Bedroom Home)

    C164 Colby (3-Bedroom Home)

    Charlestown, RI

    Bring your boat ( up to 19ft) and keep it at the dock in front of this peaceful 1960's cottage on Ningret Pond-( direct access to the Ocean). Ranch in private wooded setting on cul-de sac with wonderful water views of salt pond from kitchen/ living...

    $232 to $300/night

  3. HOUSE
    C389 Lorenzo

    C389 Lorenzo

    Charlestown, RI

    Enjoy panoramic views of Charlestown Beach and Ninigret Pond from the upstairs level of this well cared for home! The large open space and vaulted ceiling on this floor make up the well equipped kitchen, dining, living room and half bath. Lots of...

    $544/night

  4. HOUSE
    C403 Orsini (4-Bedroom Home)

    C403 Orsini (4-Bedroom Home)

    Charlestown, RI

    Make your summer memories here at this well maintained home in Charlestown! Located roughly 1/2 mile from Charlestown Beach it has sleeping for 10 guests. There are two levels each with it's own kitchen,living,dining space which is ideal for two...

    $245 to $367/night

  5. HOUSE
    Idyllic Mashpee 3BR on Lake

    Idyllic Mashpee 3BR on Lake

    Mashpee, MA

    Water, water everywhere you look at this fabulous 3BR/3.5BA lakefront home in scenic Mashpee, Cape Cod. Affectionately known as Point of View, this modern home is just a short drive (80-90 minutes) from downtown Boston and Providence and provides a...

    FREE CANCELLATION

    $440 to $782/night

  6. HOUSE
    5BR Multi-Level with 3 Decks

    5BR Multi-Level with 3 Decks

    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...

    FREE CANCELLATION

    $251 to $580/night

  7. HOUSE
    4BR Pet-Friendly Cape Cod

    4BR Pet-Friendly Cape Cod

    East Falmouth, MA

    Picturesque views of Bournes Pond await at 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

    $225 to $403/night

  8. HOUSE
    5BR Eastham Home w/ Large Deck & Yard

    5BR Eastham Home w/ Large Deck & Yard

    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

    $330 to $664/night

  9. HOUSE
    4BR w/ Sunroom & BBQ, Walk to Beach

    4BR w/ Sunroom & BBQ, Walk to Beach

    Harwich Port, MA

    Harwich Port is a wonderful, fun-filled village that offers the beaches, boating, beauty and charm that make Cape Cod simply irresistible. Located on the Cape's south ocean coast, directly on spectacular Nantucket Sound, a visit here can be whatever...

    FREE CANCELLATION

    $354 to $783/night

  10. HOUSE
    Historic Downtown 4BR Near Harbor

    Historic Downtown 4BR Near Harbor

    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

    $338 to $718/night

  11. HOUSE
    3BR w/ Patio & 2 Decks – Near Beach

    3BR w/ Patio & 2 Decks – Near Beach

    Hyannis, MA

    Unparalleled charm and craftsmanship await at this 3BR/2BA single-story home. Originally built in 1937, your Cape Cod getaway boasts classic features including hardwood floors, arched doorways, gorgeous beam ceilings, and nautically inspired decor....

    FREE CANCELLATION

    $205 to $405/night

  12. COTTAGE
    Classic Lakefront 2BR w/ Screened Porch

    Classic Lakefront 2BR w/ Screened Porch

    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 $281/night

  13. HOUSE
    Orleans Home On 7 Waterfront Acres

    Orleans Home On 7 Waterfront Acres

    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

    $241 to $454/night

  14. CONDOMINIUM
    Charming Cape Townhouse

    Charming Cape Townhouse

    Brewster, MA

    This 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 $345/night

  15. HOUSE
    Wooded Chatham Home on the Monomoy

    Wooded Chatham Home on the Monomoy

    Chatham, MA

    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 water. Large windows, cathedral ceilings, soft colors, and modern...

    Hot Tub
    FREE CANCELLATION

    $275 to $497/night

  16. 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

    $265 to $592/night

  17. DUPLEX
    Walk to Beach & Downtown! 6BR Duplex w/ Huge Yard

    Walk to Beach & Downtown! 6BR Duplex w/ Huge Yard

    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

    $422 to $509/night

  18. HOUSE
    Quiet 3BR – Walk to Old Silver Beach

    Quiet 3BR – Walk to Old Silver Beach

    Falmouth, MA

    Plan the ultimate beach vacation at this 3BR/3BA (plus bonus sleeping space) retreat in the Old Silver Beach neighborhood of West Falmouth. The house comes stocked with beach chairs and gear, so it’s simple to make the quick walk to the bayside....

    FREE CANCELLATION

    $386 to $528/night

  19. DUPLEX
    3BR w/ Yard & Porch, Walk to Beach & Downtown!

    3BR w/ Yard & Porch, Walk to Beach & Downtown!

    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

    $211 to $241/night

  20. HOUSE
    Charming 4BR Cottage-- Steps to Long Pond

    Charming 4BR Cottage-- Steps to Long Pond

    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...

    FREE CANCELLATION

    $238 to $475/night

  21. HOUSE
    Cape Cod Home Near the Beach

    Cape Cod Home Near the Beach

    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 $371/night

  22. HOUSE
    C413 Alper (2-Bedroom Home)

    C413 Alper (2-Bedroom Home)

    Charlestown, RI

    This delightful home is located just a short walk to Green Hill Pond and 1.5 miles to Charlestown Town Beach. With two lovingly furnished bedrooms, one with full master bath and a full bath with laundry to accommodate the second bedroom, spacious...

    Pets OK

    $220/night

  23. HOUSE
    C307 Flanagan

    C307 Flanagan

    Charlestown, RI

    Enjoy your family vacation at this Green Hill Pond waterfront home. The home is in the process of being completely remodeled and new photos will be submitted by May. The renovations are all of high quality and will transform this already charming...

    $355 to $526/night

  24. HOUSE
    C392 Charlestown on the Beach

    C392 Charlestown on the Beach

    Charlestown, RI

    Feel the ocean breezes and hear the waves from this wonderful three bedroom home on Charlestown Beach. Watch the sun rise and set from the large comfortable deck that has multiple tables with umbrellas and seating all around. A few steps down the...

    $734 to $874/night

  25. HOUSE
    C409 Tricarico

    C409 Tricarico

    Charlestown, RI

    Bright and cheerful well maintained beach cottage with ocean and Ninigret pond views! Nice open kitchen,dining ,living room area with two sliders that take you out onto the wrap around deck for summer enjoyment on those sunny days and moonlit...

    $471/night

  26. HOUSE
    Delightful West Harwich House

    Delightful West Harwich House

    West Harwich, MA

    This charming 3BR/2BA West Harwich House is less than a mile from Pleasant Road Beach and its gentle waves and wide, sandy shoreline. Recently remodeled with cathedral ceilings, an open-concept design, and big bright windows -- this rental also...

    FREE CANCELLATION

    $318 to $366/night

  27. HOUSE
    Beachfront 5BR w/ Cape Cod Bay View, Near Downtown

    Beachfront 5BR w/ Cape Cod Bay View, Near Downtown

    Provincetown, MA

    Plan a beachfront getaway for twelve guests at this 5BR/3BA home, where generous picture windows afford water views from almost every room. Spend leisurely vacation days on the two-story patio overlooking Cape Cod Bay. With lounge seating, a gas...

    Pool Pets OK
    FREE CANCELLATION

    $1,168 to $2,145/night

  28. HOUSE
    3BR w/ Yard & Deck- Close to Schoolhouse Pond & Bike Path

    3BR w/ Yard & Deck- Close to Schoolhouse Pond & ...

    Chatham, MA

    PROPERTY OVERVIEW Nestled in a quaint Cape Cod enclave, this 3BR/2BA home is less than one mile to pristine Goose Pond, a local favorite for swimming, canoeing, and kayaking. Enjoy bike paths, hiking trails, and Volunteer Park - all within walking...

    FREE CANCELLATION

    $218 to $450/night

  29. 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...

    FREE CANCELLATION

    $212 to $473/night

  30. HOUSE
    Oceanview Buzzards Bay Getaway

    Oceanview Buzzards Bay Getaway

    Bourne, MA

    This family-friendly 3BR/2.5BA beach house offers beautiful views of the ocean from the wraparound deck. Enjoy a relaxing stay in a peaceful and secluded neighborhood while still being steps away from beautiful beaches situated on either side of the...

    FREE CANCELLATION

    $175 to $491/night