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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Apartment in Dennis Port
4.73 out of 5 average rating, 11 reviews

Captain's Lookout at Seaside Condos | Oceanfront

Escape to serenity at our one-bedroom oceanfront condo in Dennis Port. Wake up to the sound of waves crashing just steps away from your private patio. Enjoy a fully equipped kitchen perfect for whipping up beachside meals. With direct beach access nearby and cozy, coastal-inspired interiors, it’s an ideal retreat for couples or solo adventurers. Experience the best of Cape Cod with breathtaking ocean views and a peaceful atmosphere – your perfect getaway awaits! *Now has air conditioning!*

Top guest favourite
Cottage in Dennis Port
4.96 out of 5 average rating, 151 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
The entrance of the cottage is visible, featuring a warm red exterior. Shuttered windows provide natural light, while a covered deck with seating enhances outdoor living. The beach is just beyond the railing, showcasing the cottage's proximity to the shore.
Cottage in Dennis Port
5 out of 5 average rating, 18 reviews

Expansive Ocean Views

Welcome to Dunes Edge! Embrace the charm of coastal living at our unique private beach cottage. Perched on a sand dune just a step from the beach. Awake to the sweet salty air & the soothing sounds of suttle waves. Immerse yourself w/the tranquil ocean views. 1 queen bed, 2 twin mattresses in the loft, & a pull-out sofa. Full kitchen, bath & an outdoor shower. Step back in time by enjoying a community that was built in the 1950's. The last of its kind. A place where memories are made.

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, 102 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
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, 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 the cottage is displayed with a light grey shingle facade and multiple windows. A well-maintained pathway lined with rocks and shrubs leads to the entrance. Skylights atop the structure allow natural light to filter in, enhancing the inviting appearance.
Cottage in Dennis Port
4.93 out of 5 average rating, 27 reviews

The Sand Lot Cottage, DennisPort, Cape Cod

Nestled in one of Cape Cod’s last remaining seaside, cottage colonies, on Nantucket Sound, in the town of DennisPort, you will find the ‘Sand Lot Cottage.’ Generations of families for almost 70 years have chosen this destination to celebrate summer and the special flavor of Olde Cape Cod. A unique location, brimming with community, charm, ocean breezes and a private beach that is within walking distance from the cottage on a private lane.

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
5 out of 5 average rating, 7 reviews

Modern & Coastal Cape Cottage + Steps to Beach

Newly remodeled in 2025! Just 200 steps from Haigis Beach, Surfcamp Cottage mixes beachy charm with modern comfort. This sunny 2BR features an open layout, A/C, full kitchen with ice maker, dishwasher, large outdoor shower, and a deck where you can hear the waves. Bikes, beach gear, and BBQ grill included! Walk or bike to beaches, dining, and fun. Centrally located near Hyannis & ferries. This unforgettable spot is anything but ordinary.

Popular amenities for Dennis Port vacation rentals

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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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