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 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, 109 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
Cottage in Dennis Port
4.96 out of 5 average rating, 150 reviews

Escape to the Cape

Description Escape to the heart of Cape Cod and enjoy a relaxing stay in my charming 2 bedroom cottage in Dennis Port. Offering a cozy and inviting atmosphere, this home is perfect for families or small groups looking for a peaceful retreat. 0.9 miles to Sea Street Beach and 1.1 miles to Glendon Beach. Close to restaurants, ice cream shops, souvenir shops, bakeries, delis, markets, golf courses, boat rentals, and other attractions. This cottage has everything you need for a memorable stay.

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
4.93 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!

Superhost
Home in Dennis Port
5 out of 5 average rating, 4 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
An open plan studio is shown, featuring a comfortable gray sofa and a wicker chair beside a standing lamp. A small white table holds a fan, while a decorative mirror is mounted on the wall. Natural light enters through a window, illuminating the cozy space.
Apartment in West Dennis
4.99 out of 5 average rating, 132 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
Condo in Dennis Port
4.99 out of 5 average rating, 220 reviews

#2 Seahorse Studio, 300 yards to Glendon Beach

Newly renovated 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio waits for your Cape Cod getaway. Head to the beach in the morning and you're close enough to walk back for lunch. Studio comes with a queen bed, a fold down couch, kitchenette with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

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, 583 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
4.96 out of 5 average rating, 27 reviews

Sea Cottage - Dennis Port

Escape to the serenity of Dennis Port with this delightful 2-bedroom, 1-bathroom cottage that promises the quintessential Cape Cod experience. Nestled in a prime location near pristine beaches, this property offers the perfect blend of coastal living and comfort. 0.5 Miles to Inman Road Beach 0.5 Miles to The Ocean House 0.7 Miles to Raycroft Beach 0.9 Miles to Pelham House Resort 0.9 Miles to Sea Street Beach

Guest favourite
The cottage exterior is framed by lush greenery and a gravel path. A bright, inviting façade showcases multiple windows, with seating areas in front. The roofline features pitched sections, creating visual interest, while the nearby buildings are clad in similar coastal materials.
Cottage in Dennis Port
4.91 out of 5 average rating, 65 reviews

Shore Cottage Dennisport, Cape Cod, MA

'Shore Cottage' is steps to the beach. From this bright, 2 bedroom cottage you can smell the salt air, walk along the sand and listen to the waves lull you to sleep at night. Everything you need for a vacation full of relaxing memories is provided. 'Shore,' as it's nicknamed is one of a trio of cottages, that together can host larger family gatherings, accomodating 12 guests.

Top guest favourite
The exterior of the cottage is showcased, featuring a well-maintained front yard. The house presents a charming façade with a sloped roof and multiple windows. A covered porch with rocking chairs invites relaxation. Vibrant purple flowers and a flagpole add a touch of color to the scene.
Home in Dennis Port
4.95 out of 5 average rating, 116 reviews

2 bedroom home w. screened in porch

The home offers two porches, the screened in front porch with rocking chairs and the back porch for your barbecues with the provided gas grill. FYI, the cottage has a second floor which is not part of the rental. The second floor will be unoccupied and locked. It is only a short walk to Inman Beach on Nantucket Sound ( under half a mile).

Top guest favourite
A spacious backyard is highlighted, featuring a deck furnished with seating and an umbrella for shade. A well-maintained lawn surrounds the area, complemented by a fenced perimeter. Various seating arrangements, including Adirondack chairs, are positioned for relaxation in the outdoor space.
Home in Dennis Port
4.96 out of 5 average rating, 139 reviews

Cape Escape

Come stay at our cozy Cape Escape. Centrally located in Dennis Port within walking distance of many popular and famous amenities and beaches. Walk to breakfast, the beach, famous hot dog restaurant, BBQ, mini-golf, home made ice cream and more…. Private fenced in yard for family fun with more than adequate parking.

Popular amenities for Dennis Port vacation rentals

When is the best time to visit Dennis Port?

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Avg. price$350 CAD$345 CAD$336 CAD$358 CAD$350 CAD$415 CAD$501 CAD$490 CAD$364 CAD$302 CAD$305 CAD$305 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 $83 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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