Holiday rentals in Dennis Port

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Top-rated holiday rentals in Dennis Port

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

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Guest favourite
Cottage in Harwich
4.81 out of 5 average rating, 113 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 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, 108 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
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, 100 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 favourite
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, 229 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.

Superhost
Home in Dennis Port
5 out of 5 average rating, 3 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.
Flat in West Dennis
4.99 out of 5 average rating, 131 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.

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, 582 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
Apartment in Dennis Port
4.87 out of 5 average rating, 235 reviews

The 5 minute walk to beach Super Cute Beach Condo

This conveniently located rental is just a 3 minute walk to the beach. This studio (245 sq ft) has 1 queen size bed, sleeper sofa, galley kitchen, dishes and silverware, pots and pans, refrigerator, microwave, coffee maker, WiFi, cable TV, beach chairs and umbrella and 2 boogie boards. There is a private patio with a table and a Webber Grill. PLEASE NOTE THE FOLLOWING: WE DO NOT PROVIDE LINENS OR TOWELS. THE BED IS QUEEN SIZE

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

Top guest favourite
An open kitchen and dining area feature white cabinetry and modern appliances, including a refrigerator and oven. A round dining table, surrounded by light wooden chairs, is set with plates and glasses. A cozy living space is adorned with a blue couch and decorative accents, illuminated by natural light.
Home in Dennis Port
5 out of 5 average rating, 10 reviews

*Walk to beach, Wood-Burning Fire Pit

Create lasting memories, your ideal home base for a fantastic Cape Cod vacation. Located in the heart of Dennis Port, you're just moments from the area's renowned beaches, perfect for building sandcastles and splashing in the waves. This welcoming home offers comfortable accommodations for the whole family, with space to relax and unwind after a day of adventure.

Popular amenities for Dennis Port holiday rentals

When is the best time to visit Dennis Port?

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Quick stats about holiday rentals in Dennis Port

  • Total holiday rentals

    Explore 510 holiday rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 12,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    500 of Dennis Port holiday 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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