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Waterfront vacation rentals in Orleans

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Orleans

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

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Rental unit in Wellfleet

4.86 out of 5 average rating, 119 reviews

Calypso #2 - Sept/Oct Special Rates

Sept/Oct are beautiful in Wellfleet! Enjoy special rates! 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.

Home in Hyannis Port

4.98 out of 5 average rating, 105 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.

Home in Sandwich

5 out of 5 average rating, 184 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Condo in Provincetown

4.93 out of 5 average rating, 137 reviews

Westend Waterfront Luxury Condo-Provincetown

Waterfront condo in heart of the west end. Open-air design with multi-window views of the harbor, Long Point, and distant shores. Galley kitchen with breakfast bar, beautifully tiled bath, both renovated in a contemporary fashion. Includes one parking space (SMALL/MID-SIZED car only). Second-floor end unit has abundant light, water views, exclusive deck, common deck with beach access. 7 days min high season Jun28-Aug30 Sat-Sat only! NO PETS! NON SMOKING CONDO COMPLEX! NO EARLY CHECK INS.!

Home in West Yarmouth

5 out of 5 average rating, 280 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

Home in Dennis Port

4.95 out of 5 average rating, 171 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.

Home in Provincetown

5 out of 5 average rating, 11 reviews

Breathtaking Waterfront Rental

Sun kissed waterfront two story condo with 2 expansive private decks right on the bay within the heart of Provincetown, with beach access! Offers many options to relax and have fun in this iconic town! Centrally located. 7 min walk to Boat Slip or Crown & Anchor, 5 min walk to MacMillan Wharf (perfect if arriving by ferry). Enjoy the serenity of the East End, steps away from Mews & Strangers & Saints. Relish at your own beach, bike to Herring Cove or Race Point!

Condo in Provincetown

4.92 out of 5 average rating, 324 reviews

Beachfront Town Center

Waterfront condo association in the center of Provincetown, close to everything! This studio is located in Angels Landing and has everything you need for your stay in Provincetown. Steps from the beach, shopping, coffee shops, restaurants and galleries. The studio offers large waterfront decks with chairs for lounging and an outdoor shower to complete your beach front vacation! Parking is not included, but you can find parking info on the towns website.

Home in South Dennis

4.87 out of 5 average rating, 507 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

Home in West Yarmouth

4.94 out of 5 average rating, 31 reviews

LUXURY WATERFRONT HOME - Private Dock - Near Beach

Renovated 3 bedroom waterfront home on Parkers River with private dock including (3) brand new kayaks and stand up paddleboard to use in the backyard. Property was recently updated with central air and a brand new kitchen. Short four minute walk to the beach or take the kayaks over to Lewis Pond or Seagull Beach. Mini golf, restaurants and driving range just down the street. Brand new furniture throughout!

Condo in Provincetown

4.9 out of 5 average rating, 29 reviews

Spectacular Waterfront Condo

Enjoy direct water views of Cape Cod Bay in our beautiful 1st floor condo with central air. Our home is steps from the beach with an approx. 1 mile walk through the dunes to the Atlantic Ocean. We are perfectly situated on the East End with beach accessibility. Enjoy Provincetown’s great restaurants, many art galleries, shows and unique shops. Enjoy our home anytime of the year.

Cottage in Mashpee

4.89 out of 5 average rating, 208 reviews

Waterfront! Family Beach & Dock

Saturday to Saturday weekly rentals during summer months. Gorgeous sunsets from the deck or new living room couch. Private family beach just steps away. Quintesential Cape Cod. Beachfront 2 Bedroom cottage. You'll be blown away by the serene view and the quiet that Monomoscoy Island offers.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

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A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Orleans waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Sagamore Beach

4.97 out of 5 average rating, 114 reviews

Cape Cod Canal Home

Rental unit in Eastham

4.93 out of 5 average rating, 180 reviews

King bed/Hot Tub/Waterfront-The Lotus

Rental unit in Yarmouth Port

4.67 out of 5 average rating, 6 reviews

Cape Cod Getaway with 2 Kayaks

Rental unit in East Orleans

4.95 out of 5 average rating, 288 reviews

Cozy Waterfront Apartment, Private Beach Access

Rental unit in Provincetown

4.96 out of 5 average rating, 23 reviews

Beach Escape in Heart of Town

Rental unit in Provincetown

4.98 out of 5 average rating, 87 reviews

Waterfront with Views & Kitchen-Preston Cross Hall

Rental unit in Dennis Port

4.82 out of 5 average rating, 22 reviews

Serene One-Bedroom Riverside Haven

Rental unit in Provincetown

4.91 out of 5 average rating, 76 reviews

West End Waterfront

Waterfront house rentals

Home in New Seabury

5 out of 5 average rating, 7 reviews

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Home in Marstons Mills

4.91 out of 5 average rating, 177 reviews

Lake Front Stunning Cape Cod Views w Private Beach

Home in Plymouth

4.93 out of 5 average rating, 81 reviews

Waterfront New Cottage Private Beach

Home in Plymouth

4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

Home in Brewster

4.88 out of 5 average rating, 192 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Home in Falmouth

4.95 out of 5 average rating, 88 reviews

Private Waterfront Home on Picturesque Pond

Home in Centerville

4.95 out of 5 average rating, 21 reviews

Waterfront Home in Centerville

Home in Mashpee

5 out of 5 average rating, 6 reviews

Escape to cape/water front home

Waterfront condo rentals

Condo in Provincetown

4.97 out of 5 average rating, 207 reviews

P-Town Beach Beauty on the Bay. Water View!

Condo in Provincetown

5 out of 5 average rating, 20 reviews

Luxury Waterfront Retreat with Private Deck

Condo in Provincetown

4.86 out of 5 average rating, 84 reviews

Bayshore11 Waterfront Renovated Condo with parking

Condo in Provincetown

5 out of 5 average rating, 48 reviews

West End Studio in Waterfront Building + Parking

Condo in Provincetown

4.99 out of 5 average rating, 88 reviews

Modern Beachfront Condo, Great Views and Location!

Condo in Provincetown

4.98 out of 5 average rating, 143 reviews

Recently updated 2BD with 2 Decks and Water Views

Condo in Provincetown

4.99 out of 5 average rating, 82 reviews

Renovated West-end Condo on the Bay w/ Parking

Condo in Provincetown

4.89 out of 5 average rating, 61 reviews

Special Reduced Fall Rates! East End Waterfront!

Quick stats about waterfront rentals in Orleans

Total rentals
60 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore