Waterfront holiday rentals in Brewster

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Brewster

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Superhost

Home in Brewster

4.86 out of 5 average rating, 207 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Guest favourite

Home in Hyannis Port

4.87 out of 5 average rating, 152 reviews

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Top guest favourite

Home in Hyannis Port

4.98 out of 5 average rating, 120 reviews

Beautiful Private Beach House

One of a kind extraordinary waterfront rental. Wake up to the most spectacular views of the Ocean and enjoy watching the sun set over the Kennedy Compound. Build sand castles on your own private beach while watching sail boats set off to Nantucket. This home is quintessential for a family vacation or romantic getaway. Located in central Hyannis Port with easy access to down town dining, shopping, and the Hyannis harbor. PLEASE read our rules and before booking there are important requirements.

Guest favourite

Cottage in Sandwich

4.95 out of 5 average rating, 221 reviews

WOW VIEW! Waterfront, King Bed, Full Kitchen!

Wake up to magnificent panoramic views of a beautiful lake with waves lapping below your window! See video tour on YouTube. Search: "Cape Cod Lakefront Vacation Retreat. Panorama View" Guests love this stylish and open cottage on the shore of a large recreation lake with a private beach. It's like being on your own luxury houseboat! Wall-to-wall, floor-to-ceiling windows with a new modern kitchen, luxurious King gel/coil bed, office space, large bathroom with curved shower, and much more!

Guest favourite

Cottage in East Falmouth

4.93 out of 5 average rating, 169 reviews

“Cozy Cottage” on Great Bay

Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.” Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach.We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Top guest favourite

Home in West Yarmouth

5 out of 5 average rating, 304 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Top guest favourite

Home in Dennis Port

4.96 out of 5 average rating, 194 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Superhost

Flat in Wellfleet

4.86 out of 5 average rating, 119 reviews

Calypso #2

Wellfleet Harbor on Duck Creek. 5 minutes from the village. Self-contained, gorgeous 2nd floor flat in 2 century-old whale merchant's home on Duck Creek. Steps from restaurants, the town pier, Mayo Beach & Main Street. Perfect for active types who prefer to walk instead of drive. Ideal for kayakers & bikers. Best location in Wellfleet. We have 5 flats in this house all found on Airbnb. If this one is booked, inquire here for more info.

Superhost

Cottage in South Dennis

4.87 out of 5 average rating, 517 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Superhost

Cottage in Sandwich

4.91 out of 5 average rating, 263 reviews

Hideout at Water's Edge, 131 North Shore Blvd, #4

Located in a private beach association & 50ft from a private beach, this 1940’s cottage is surrounded by mature landscaping creating a serene & secluded beach experience. The living room sliding doors look directly onto a beach path, & the North deck offers the best view for sunrises & sunsets. 2 bedrooms, 1 bathroom, & loft space - this cottage is perfect for a relaxing beach trip.

Superhost

Home in Orleans

4.89 out of 5 average rating, 57 reviews

Romantic Orleans waterfront cottage

ENHANCED CLEANING/DISINFECTING and SELF CHECK-IN ! The best of Cape Cod - literally on the edge of the gorgeous and picturesque saltwater town cove! This beautiful 1BR cottage is clean, comfortable and private, ... yet within a short walk to village center, shops, great eateries, attractions, etc. We just added propane fire pits and bluetooth speakers outside!!

Top guest favourite

Cottage in Harwich Port

4.96 out of 5 average rating, 24 reviews

Beautiful 1BR Steps to Wychmere Harbor & Beach

Unwind in this well appointed tranquil, coastal apartment. Located steps from a private beach, Wychmere Beach Club, a picturesque harbor, the Freedom Ferry to Nantucket and downtown Harwich Port. This newly constructed apartment is the perfect place for a getaway. With finishes resembling a high end hotel, guests are sure to feel comfortable in this luxury abode.