Waterfront vacation rentals in Dennis Port

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Dennis Port

  • Total vacation rentals

    Explore 90 vacation rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port vacation rentals start at ﺩ.ﺇ 551 per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Dennis Port vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dennis Port rentals

  • 4.7 Average rating

    Dennis Port stays receive an average rating of 4.7 out of 5 from guests

Top-rated waterfront rentals in Dennis Port

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

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Guest favorite
Cottage in Harwich Port
4.83 out of 5 average rating, 128 reviews

2BR Directly on Pleasant Beach – 30 Steps to Ocean

You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Top guest favorite
A serene beach scene captures the sun setting over calm waters, casting soft pink and orange hues across the sky. Gentle waves lap against the sandy shore, and distant silhouettes of homes can be seen along the coastline, surrounded by lush grass.
Cottage in Dennis Port
4.93 out of 5 average rating, 104 reviews

Salt Cottage Dennis Port, Cape Cod, MA

Two bedroom cottage that is merely a few steps to a private beach. **Can be booked with it’s adjacent sister properties, ‘Seabbatical (Sea) Cottage and Shore Thing (Shore) Cottage,’ for larger groups. Views of the ocean from front windows & deck. Salty breezes to breathe in and the sound of waves to put you to sleep nightly. Everything you need for a summer vacation. Perfect beach for families-close enough to hop back to the cottage for whatever you need. Relax, unwind & enjoy Cape Cod.

Top guest favorite
Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.
Cottage in South Dennis
4.96 out of 5 average rating, 166 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favorite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5.0 out of 5 average rating, 245 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.

Top guest favorite
A large arched window frames a serene water view, with trees and nearby buildings visible outside. A decorative swan ornament rests on the window sill, adding a charming touch to the scenic backdrop of the cove and sky.
Cottage in Orleans
4.97 out of 5 average rating, 101 reviews

Cozy Condo/Cottage on Cove, Walk to Town

Welcome! Enjoy a Fabulous 180 degree water view out our master bedroom and living room. Walk to Orleans village, art galleries, restaurants & shopping. Bike to Beaches and baseball all within a mile. One floor condo is good for couples, solo adventurers, small families. One full bath with shower and one half bath, plus an outdoor shower. Master BR has Queen bed. Second BR has a queen bed with a twin pull out. We have tiny ants in the kitchen. We set ant traps and a mint plant by the sink.

Top guest favorite
Cottage in Dennis Port
4.93 out of 5 average rating, 104 reviews

Oceanview Cottage, Million $ View Sea Street Beach

Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!

Top guest favorite
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in West Yarmouth
5.0 out of 5 average rating, 365 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 favorite
A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.
Home in Dennis Port
4.97 out of 5 average rating, 235 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.

Top guest favorite
A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.
Home in Chatham
4.97 out of 5 average rating, 173 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Top guest favorite
Home in Yarmouth Port
4.99 out of 5 average rating, 132 reviews

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Guest favorite
A waterfront hot tub is set against a natural backdrop of trees and calm waters. Inside, a dining area features a large window with views of the lake. A cozy living room displays comfortable seating, while an outdoor patio has seating for relaxation and enjoying the scenery.
Home in South Yarmouth
4.94 out of 5 average rating, 267 reviews

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✔ Direct lake access = natural cold plunge ✔ Private waterfront hot tub (open year-round) ✔ 1 King bed + Queen + twin over bunk room ✔ Dock for swimming & fishing ✔ 2 kayaks + 2 SUPs ✔ Gas fireplace ✔ Large waterfront dining room ✔ Fully stocked kitchen w/ marble counters ✔ Patio + fire pit + deck dining ✔ Washer/Dryer ✔ Dog friendly ($30/day) ✔ All linens & towels provided Locally managed

Guest favorite
Home in Dennis Port
4.84 out of 5 average rating, 141 reviews

Waterfront Escape: HotTub, Pets OK, Pool Table

Enjoy stunning Swan River views from every room at this spacious Cape Cod getaway! Just 1 mile from South Village and West Dennis Beach, you can launch kayaks or paddle boards right from the property and float down Swan River to the ocean. Relax on the expansive deck with a large dining table, fire pit, and hot tub overlooking the water. Inside, enjoy two living rooms, a game room with pool table, foosball, and four bedrooms with 3.5 baths — perfect for families and groups.

Popular amenities for Dennis Port waterfront rentals

When is the best time to visit Dennis Port?

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