Vacation rentals in Dennis Port

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Top-rated vacation rentals in Dennis Port

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

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Top guest favourite
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, 97 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 favourite
A bright kitchen area is visible, featuring white cabinetry and modern appliances. A small dining table with two wooden stools is positioned near a window. The space is enhanced by natural light and wooden flooring, creating a welcoming atmosphere that connects to an adjoining living space.
Cottage in Dennis Port
4.89 out of 5 average rating, 110 reviews

Oyster Isle-Steps from the Beach!

A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

Top guest favourite
A cozy living area is visible, featuring a light grey rug and comfortable seating arranged around a large window. An inviting kitchen island with a marble countertop is highlighted, fitted with three pendant lights above. Dining settings are prepared on the counter, adding a touch of functionality.
Home in South Dennis
5 out of 5 average rating, 14 reviews

Billy's Beach Bungalow

Step into vacation mode at this stunning, fully remodeled Cape Cod retreat, designed to deliver the ultimate coastal getaway. Located on the exclusive bay side of South Dennis, you’ll be less than 10 minutes away from Mayflower Beach, Corporation Beach, Chapin’s Bayside and more! Enjoy high-end finishes, a designer kitchen, two spa-style bathrooms, and a finished basement perfect for entertaining. Outside, relax in a private fenced-in yard with an updated outdoor shower, deck, and fire pit!

Top guest favourite
Home in Dennis Port
4.98 out of 5 average rating, 285 reviews

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

Top guest favourite
Cottage in Dennis Port
4.94 out of 5 average rating, 130 reviews

Steps to the Beach Kid Friendly

Sip your coffee on the patio or at the water with the sandpipers , spend some family time at the swings, making sandcastles or swimming in the warmer waters of Nantucket sound. It's all just footsteps from your door! You’ll also be just 3 miles from the bike trail! Nip back to the cottage to cool off before heading out to enjoy the local attractions. End your day watching a beautiful beach sunset and enjoying the starry sky on the patio. *Previous positive reviews are required to book

Top guest favourite
Cottage in Dennis Port
4.93 out of 5 average rating, 101 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!

Guest favourite
Home in Dennis Port
5 out of 5 average rating, 5 reviews

NEW Luxury Waterfront - Hot Tub, Deck & Waterviews

Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape Cod getaway. Enjoy beautiful water views from every room, direct access to Swan Pond for kayaking and beautiful sunsets to end the day. Unwind in the hot tub, dine on the deck overlooking the water, or relax on the lower patio with a grill and cozy seating. - Direct access to Swan Pond - 5 min drive to Sea Street Beach - Close to Cape Cod Rail Trail & dining

Top guest favourite
A cozy studio space showcases a grey sofa with decorative cushions, positioned beside a small table featuring a fan. The kitchenette is visible in the background, equipped with white cabinetry and essential appliances. Natural light filters through a window, illuminating the warm and welcoming interior.
Apartment in West Dennis
4.99 out of 5 average rating, 133 reviews

The Cape Cod Perch at West Dennis Beach Studio Apt

Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, & Bandera's Market in the summer. Call off season.

Top guest favourite
A cozy living area is presented with a comfortable sofa and nautical-themed decor. Fresh blue curtains frame the windows, allowing natural light to fill the space. A dining table is visible, accompanied by a well-equipped kitchenette featuring light blue cabinets and modern appliances.
Cottage in Dennis Port
4.97 out of 5 average rating, 91 reviews

Stone's Throw #1 *Steps to the Beach*

Welcome to Stone's Throw, just steps from the warm waters of Nantucket Sound! One bedroom, one bath cottage at the Stone's Throw property. Just a "Stone's Throw" to popular Sea Street Beach on Nantucket Sound. Also enjoy your private patio with dining table and grill for relaxing after a day trip to Hyannis, P-town, or Nantucket! Walking distance to beaches, restaurants, bars, and other area amenities, Dennis Port has something for everyone.

Guest favourite
The exterior of a cottage is presented, featuring a welcoming front porch with a gabled roof. Pebbled white gravel surrounds the home, and flower beds with colorful blooms enhance the entrance. Soft sunlight illuminates the traditional shingle siding, with a flag displayed on the property.
Home in Dennis Port
5 out of 5 average rating, 8 reviews

New! Beach Cottage| 3 min walk to Beach| Pet Ok

Welcome to Sandy Cheeks 🐚 ☀️ 🌊 Cape Cod Beach Cottage | 3 Min Walk to Beach Welcome to your perfect beach getaway! Our newly renovated, quintessential Cape Cod cottage is packed with character, charm, and all the amenities you need for a memorable stay. Nestled in a prime location just a 3 minute walk to the beach and steps from local restaurants, shops, and cafes, this cozy retreat offers the best of both relaxation and convenience.

Guest favourite
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 585 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

Guest favourite
Home in Dennis Port
4.92 out of 5 average rating, 12 reviews

3BR Dennis Port | 5-Min Walk to Beach

Escape to "Glendon Gardens Retreat" your charming 3-bedroom retreat nestled in the heart of Dennis Port! Located at the back of a property shared with "Lobster Pot Getaway" and "Glendon Midship Cottage," our cozy home offers a tranquil escape just a short stroll from the beautiful beach. Enjoy the convenience of being close to the beach while relishing the peaceful atmosphere of your private spot.

Popular amenities for Dennis Port vacation rentals

When is the best time to visit Dennis Port?

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Avg. price$353 CAD$347 CAD$339 CAD$361 CAD$353 CAD$418 CAD$505 CAD$493 CAD$367 CAD$304 CAD$307 CAD$307 CAD
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Quick stats about vacation rentals in Dennis Port

  • Total vacation rentals

    Explore 510 vacation rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    350 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    500 of Dennis Port vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Dennis Port rentals

  • 4.8 Average rating

    Dennis Port stays are highly rated by guests—averaging 4.8 out of 5!

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