We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Waterfront vacation rentals in Dennis

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Dennis

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

0 of 0 items showing

1 of 3 pages

Rental unit in Wellfleet

4.86 out of 5 average rating, 118 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 Fairhaven

4.95 out of 5 average rating, 44 reviews

"The Captain's House" your elegant stay by the bay

Welcome to" The Captain's House" – your ultimate bayside escape in the charming coastal town of Fairhaven! This charming retreat offers a slice of coastal paradise with a touch of seafaring flair. "The Captain's House" boasts all the comforts of home with a dash of nautical charm. Spend your days exploring coastal wonder, from pristine beaches to historic landmarks. Embark on a leisurely kayak trip along the bay or a day trip to Martha's vineyard or Nantucket You stay by the bay awaits!

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.

Cottage in Wareham

4.86 out of 5 average rating, 141 reviews

Onset beach, Cape code.Private Waterfront cottage

PRIVATE LAKE FOR YOUR Vacations year around. Spend quality time on spectaculars Blackmore pond.Comfortable cottage,step away from the water.Your own big dock out of your house as you wake up .Enjoy sunshine and sunset during summer , beautiful foliage , experience the ice or Snow drop during winter. this is exceptional romantic for your family . Well located next Onset beach, Water Park , Water Wizz of Cape Code. , Gate to Cape , To Ferry to Nantucket, Martha vineyard, Plymouth to P-Town

Home in West Yarmouth

5 out of 5 average rating, 279 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, 169 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 North Falmouth

5 out of 5 average rating, 14 reviews

Luxury-Waterfront-Pets OK-Large Family-Bike Path

***WATERFRONT LUXURY HOME*** Ideal Monthly Stay for Large Family Pet Friendly Picturesque Wing Pond Kayaks (kids and adult), SUP'S, Row Boat, fishing Bike Path out front door Waterfront Outdoor Dining for 12 Soaring 9-18 ft. ceilings Waterfront Indoor Dining for 10 Chef Kitchen 18 Foot Kitchen Island Wolf/Viking/Miele Appliances Walk in Pantry Waterfront floor to ceiling windows 4,000+ SQ FT Lux Beds/Bedding Business Class Wifi Oversized Stone Fireplace Waterfront Master Suite

Home in South Dennis

4.87 out of 5 average rating, 505 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!

Rental unit in Dennis Port

4.82 out of 5 average rating, 22 reviews

Serene One-Bedroom Riverside Haven

Relax for the week at this peaceful waterfront cottage unit right on Swan River in Dennisport! Bring your kayaks and launch them into Swan River from the shared backyard dock or float down Swan River into South Village beach. Explore Cape Cod and see what Dennisport has to offer while staying at this unique waterfront haven! Available weekly summer rentals and 3-night minimum stays in the off- season

Rental unit in Oak Bluffs

4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

3rd fl Waterfront Oak Bluffs Harbor Penthouse- Sleeps 2 comfortably-3 in a pinch. (356sqft) . Queen bed & a reclining futon couch. With kitchenette & amazing harbor views, you cannot get closer to harbor, unless you fell in. Located above a seasonal restaurant, with 5 open air restaurants (2 on each side, & were in the middle with our restaurant Lobsterville Bar & Grille below)

Home in Wareham

4.88 out of 5 average rating, 237 reviews

The Light House - on the water, secluded, kayaks

On the water on private quiet cul de sac with breathtaking views & two decks. Just 3/10 of a mile walk to 2 beaches & Onset village with great restaurants & attractions. Kayak right from our backyard. Kayaks provided! Hot/cold outside shower. Outdoor deck dining. Dishwasher, Washer, dryer, WIFI. Window AC units in all bedrooms. Onset, the gateway to Cape Cod.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Dennis 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 Woods Hole

4.89 out of 5 average rating, 81 reviews

On Eel Pond: Woods Hole Waterfront Retreat

Rental unit in Eastham

4.93 out of 5 average rating, 179 reviews

King bed/Hot Tub/Waterfront-The Lotus

Rental unit in Wareham

4.91 out of 5 average rating, 158 reviews

☀️ Spacious and Bright -- The Sailboat Suite

Rental unit in Plymouth

4.82 out of 5 average rating, 356 reviews

The Harbor House - In The Center of Downtown

Rental unit in East Orleans

4.95 out of 5 average rating, 287 reviews

Cozy Waterfront Apartment, Private Beach Access

Rental unit in New Bedford

4.99 out of 5 average rating, 114 reviews

One Bedroom in-law near beach with breakfast

Rental unit in Wareham

5 out of 5 average rating, 9 reviews

Lovely, Spacious Onset Beach Studio Amazing Views!

Waterfront house rentals

Home in Wareham

4.89 out of 5 average rating, 19 reviews

Waterfront Home in Onset for Happy Memories

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

4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

Home in Brewster

4.88 out of 5 average rating, 189 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 Wareham

4.75 out of 5 average rating, 187 reviews

Quaint Oceanside Cottage with Boat Mooring

Home in North Falmouth

4.92 out of 5 average rating, 13 reviews

N Falmouth Flax Pond Waterfront with Swans

Waterfront condo rentals

Condo in Plymouth

4.76 out of 5 average rating, 153 reviews

Clear Pond Pet Friendly Inn

Condo in Dennis Port

4.92 out of 5 average rating, 25 reviews

Studio steps to a private beach!

Condo in Dennis Port

4.8 out of 5 average rating, 5 reviews

2BR Presidential Cape Cod Resort Ocean Front

Condo in West Dennis

4.89 out of 5 average rating, 28 reviews

1BR 2nd Floor Condo with pool

Condo in Chatham

4.86 out of 5 average rating, 87 reviews

Steps to Private Beach in Chatham

Condo in West Dennis

4.84 out of 5 average rating, 49 reviews

Hidden Hideaway

Condo in Oak Bluffs

4.96 out of 5 average rating, 27 reviews

LOCATION LOCATION!! Ocean- View TOP Floor Condo

Condo in Plymouth

5 out of 5 average rating, 104 reviews

Captain's Lodge- #1, Plymouth Water Front Condo

Quick stats about waterfront rentals in Dennis

Total rentals
200 properties
Total number of reviews
6.4K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Destinations to explore