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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Guest favourite
The interior cottage space features wooden walls and a vaulted ceiling, with a comfortable seating area arranged around a white coffee table. A modern kitchen area is visible, showcasing blue cabinetry and various utensils, contributing to the warm and functional ambiance.
Cottage in Dennis Port
4.9 out of 5 average rating, 40 reviews

Mer~Sea Cottage, Dennisport, MA.

Mer~Sea Cottage A charming cottage getaway that is the perfect outline for summer memories on Cape Cod. Located within one of the oldest cottage communities on the Cape, 'Mer~Sea Cottage,' is a place you will find yourselves returning to again and again. Our home is less than a 5 minute walk to our private, sandy beach on the southern shores of Dennis Port, Cape Cod. Newly updated and appointed with everything you need for a seaside vacation with shops, restaurants and activities moments away.

Top guest favourite
A bright living area is designed with a blue sofa adorned with patterned cushions. A light oak coffee table sits on a textured rug, while a potted plant adds a touch of greenery. Large windows allow natural light to fill the space, complemented by a ceiling fan.
Cottage in Dennis Port
4.89 out of 5 average rating, 111 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.

Guest favourite
An outdoor pool is surrounded by lounge chairs, with a patio area featuring an umbrella and seating nearby. Lush greenery and tall trees provide a natural backdrop, and a low, modern building is visible in the distance under a clear blue sky.
Home in Dennis Port
4.96 out of 5 average rating, 49 reviews

Poolside studio home! A walk to the beach!

Your family will be close to everything when you stay at this central located studio in the heart of Dennis Port. The shared pool is located right outside your door! You’ll find all kitchen essentials, full stove and propane grill. The floor plan offers a large living area with a queen size bed and 2 pull out queen sofas. Step outside via sliders to outdoor seating. Condo is less than 1/4 mile from and within walking distance to the beach. Beach chairs and tent included. Parking on premises.

Superhost
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
Home in Dennis Port
4.98 out of 5 average rating, 286 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
An enclosed porch features casual seating with decorative cushions and views of the ocean through large windows. A light breeze can be felt from the open door, leading to a deck with additional outdoor seating. Lush greenery is visible outside.
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
The interior of the cozy studio features light-colored walls and a ceiling with exposed beams. A queen bed is dressed with soft linens, while a small seating area includes a white armchair and round table. Natural light streams through the windows, illuminating the warm wooden floor.
Tiny homes in Dennis Port
4.89 out of 5 average rating, 27 reviews

Littleneck Cottage: Your Beachside Retreat!

Experience a delightful Cape Cod vacation at Little Neck Cottage, perfectly situated in the heart of Cape Cod! Just steps from Haigas Beach, you’ll also find playgrounds, ice cream shops, and popular restaurants like Pelham House, Ocean House, and Sundae School nearby. This cozy studio features a queen bed, coffee station, air conditioning, a backyard patio, outdoor shower, and parking. We look forward to hosting you! *Note: 7 night stay min, Saturday - Saturday July & August

Top guest favourite
The exterior of a newly renovated studio building is showcased against a clear blue sky. White gravel surrounds the structure, which features wooden shingles and a welcoming sign. Tall pine trees provide gentle shade, while a wooden fence encloses the area, enhancing privacy.
Condo in Dennis Port
4.96 out of 5 average rating, 198 reviews

#1 Mermaid Haven 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 twin bed, 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
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

Superhost
Home in West Dennis
4.8 out of 5 average rating, 205 reviews

Walk2Beach, HotTub, FirePit, PetsOk

Enjoy the perfect Cape Cod getaway in this spacious, updated home! Walk or bike to West Dennis Beach or South Village Beach and stroll to Cuffy’s World for shopping. Relax in the private backyard with outdoor dining, lounge seating, and a grill. Close to 16 public beaches, golf, mini golf, arcades, a water park, the Cape Cod Rail Trail, shopping, and ice cream — perfect for families and groups!

Guest favourite
Home in Dennis Port
5 out of 5 average rating, 7 reviews

Dennis Retreat

Family-Friendly Coastal Cape Cod Escape Create cherished memories at this delightful 2-bedroom, 1-bathroom home in Dennisport, Massachusetts. Perfectly located just a 5-minute walk to a tranquil inlet, you can kayak your way to the ocean or simply enjoy the peaceful surroundings. This home is designed for families or small groups seeking a relaxing summer retreat on Cape Cod.

Popular amenities for Dennis Port vacation rentals

When is the best time to visit Dennis Port?

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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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