Holiday rentals with a patio in Dennis Port

5 out of 5 average rating, 91 reviews

A backyard space is equipped with a fire pit surrounded by four white Adirondack chairs, providing a cozy gathering area. String lights hang overhead, illuminating the outdoor dining table set for a meal. A charming cottage is visible in the background, enhancing the inviting atmosphere.

Home in West Dennis

Sunset Sabbatical Cape Cod

**Newly updated Bathroom for 2026 Season!** Put your feet up and enjoy yourself! Just a 5 minute walk to South Village Beach, you will enjoy everything Cape Cod has to offer. A backyard oasis, complete with Outdoor Shower, beautiful lights, fire pit and grill - you will create family memories here for a lifetime. Updated kitchen with new gas stove, dishwasher and microwave. High-speed WiFi, Roku TVs, luxury pottery barn linens & towels. Small Hypoallergenic Dog(s) allowed with a $50 pet fee.

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.

4.9 out of 5 average rating, 119 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.

4.98 out of 5 average rating, 237 reviews

A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.

Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Guest favourite

A bright living area features a comfortable brown leather couch and a wooden dining table surrounded by white chairs. Large windows offer ocean views, and light filters in through sheer curtains. A decorative bowl sits at the center of the table, enhancing the inviting space.

4.83 out of 5 average rating, 65 reviews

Oceanfront 3 bedroom cottage with private beach

Unwind at this stunning 3 bedroom Dennis Port oceanfront cottage. Enjoy sweeping views of the ocean from the comfortable living room or the spacious outdoor patio. Walk down the beach stairs to your own private beach. Equipped with two parking spots, wifi, and a smart TV, this peaceful cottage is perfect for couples, families, and friends. Steps away from the Pelham House Resort and a short walk to the Ocean House Restaurant, Sundae School, Woolfie’s Bakery and many other Dennis Port gems.

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.

4.96 out of 5 average rating, 25 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.

Superhost

5 out of 5 average rating, 4 reviews

Taigh Mara

Come unwind in this little slice of heaven! Located in a wonderful cottage neighborhood, you will have a great time making use of the deeded beach, grilling on the deck, making s'mores on the patio & evening walks to ice cream and mini-golf. This is what a Cape Cod vacation is all about! Centrally located near many of Dennisport's best restaurants, bars & beaches-most of which are walkable. **Please note: Our HOA requires a separate rental agreement that must be completed upon booking**

The main living area features an open layout with high ceilings and large windows. A comfortable sectional couch sits adjacent to a media unit with a flat-screen TV. A dining table with benches accommodates four to six people. Natural light enhances the inviting space.

4.99 out of 5 average rating, 73 reviews

Walk to beach/Pelham House, dog friendly, sleeps 6

With ample parking, get here and leave your keys! Walk to summer musts within 10 minutes including the BEACH, restaurants, resorts, ice cream, mini golf, coffee and more. Unwind in this open, bright, 2bd(+bonus room), 1bath home. LINENS provided, children/adult books&games, kitchen cooking/grilling needs, beach chairs and wagon. Outside is where the memories are made. Fenced-in, large yard for kids & dog, outdoor shower, dining w/ lights for ambiance, and a comfortable lounge section.

Guest favourite

A spacious bedroom features a four-poster bed with a light bedding set, complemented by two large, round ottomans. A patterned wall adds texture, while a cozy seating area is visible in the background. Soft lighting enhances the calm ambiance.

Flat in Dennis Port

4.95 out of 5 average rating, 140 reviews

Apartment suite|Firepit|Private Deck|Pond Access

Enjoy a stylish experience at this centrally-located spot. Our newly built apartment suite is within walking distance of Dennis Port for restaurants, yoga, and an organic market. Private parking, entrance, and deck along w/ water access to Swan Pond. A full kitchen & Bath equipped with a new LG washer + dryer makes this space feel like your home away from home. Explore, play, rest & relax. We have all you need for a wonderful retreat to make your trip to the Cape an enjoyable one.

5 out of 5 average rating, 9 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

A charming cottage is set amidst a landscaped yard, featuring a gray shingle exterior and bright red shutters. A front porch welcomes visitors, complemented by a decorative wreath on the door. A wooden fence surrounds the property, enhancing its inviting coastal appeal.

5 out of 5 average rating, 27 reviews

Nauti Pine Cottage (Nautical/Knotty) | Dennisport

Nestled near the shores of Nantucket Sound, this cozy seaside cottage exudes New England charm, just a short 10-minute walk to Glendon Road Beach. The cottage has classic Cape Cod, knotty pine walls that give the space a warm, rustic feel. Whether you’re exploring the many nearby beaches, cycling along the Cape Cod Rail Trail, or unwinding outside just enjoying the sea breeze, this charming cottage offers a perfect blend of comfort, coastal beauty, and timeless Cape Cod style.

5 out of 5 average rating, 129 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

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.