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, 236 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

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.

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.

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, 72 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.

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.

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, 26 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, 128 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.

4.92 out of 5 average rating, 36 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

Popular amenities for Dennis Port Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

The image showcases a heated fresh-water pool surrounded by white lounge chairs, with a fenced area providing a sense of privacy. In the background, the calm waters of Nantucket Sound are visible, alongside a portion of the condominium's exterior, creating a serene poolside environment.

4.82 out of 5 average rating, 39 reviews

Beachside Condo with Balcony - Oceanside Condos

Apartment in North Eastham

A spacious living area features polished wooden flooring, with a cozy seating arrangement including two wicker chairs and a glass-top coffee table. Light streams in from a nearby window, illuminating a full-size refrigerator, induction cooktop, and a stacked washer and dryer in the background.

4.98 out of 5 average rating, 61 reviews

Billy & Beth's Bayside Lodging Cape Cod

4.96 out of 5 average rating, 24 reviews

A private pool area features a rectangular swimming pool surrounded by a concrete deck. Several blue lounge chairs are positioned along the perimeter. Lush greenery and trees provide secluded shade, while a gravel pathway leads to the pool area, enhancing the outdoor experience.

Apartment in West Dennis

Town House for Cape Cod fun, by Bass River.

A bright bedroom features blue walls and a floral accent wall. A spacious bed with a textured quilt is positioned prominently. Natural light enters through a skylight, and a flat-screen TV is mounted on the wall. Storage units in warm wood tones complement the space.

4.76 out of 5 average rating, 34 reviews

King Bed Suite (Pet Friendly) in a great location

A simple studio layout features a spacious bed with a striped blanket, accompanied by a gray sofa. A wooden dining table with four chairs sits in the corner, and a flat-screen TV is mounted on the wall. Natural light is visible through the patio doors.

5 out of 5 average rating, 14 reviews

Studio on Cape Cod, Walk to the Beach

4.83 out of 5 average rating, 29 reviews

The exterior of the condo features light blue siding and a welcoming porch with two white rocking chairs. Large windows allow natural light to fill the space, while a brick pathway leads to the entrance. The surrounding grass is neatly trimmed.

Apartment in Chatham

Bright Condo on private beach

Apartment in Harwich Port

The exterior of a cottage features a covered porch with a wooden picnic table and green chairs. The entry door is white, framed by two large windows with a combination of small and square panes. A patch of grass and gravel pathway are visible.

4.77 out of 5 average rating, 22 reviews

Cozy beachfront unit in Harwich - Unit 1

5 out of 5 average rating, 6 reviews

A panoramic view showcases the oceanfront private beach, accessed by a pathway through sandy dunes. Sunbathers and beachgoers can be seen enjoying the tranquil waters, with boats cast in the distance. The serene blue ocean meets a clear sky above.

Apartment in Dennis

Ocean Vista 3

Holiday House Rentals with a Verandah

The living area showcases wood-paneled walls and a spacious white sofa centered on a light area rug. A coffee table sits in front, with a vase of greenery. Natural light enters through a window adorned with sheer curtains, while framed artwork decorates the walls.

4.9 out of 5 average rating, 21 reviews

The Sweet Retreat

4.93 out of 5 average rating, 40 reviews

Beach Bungalow: Steps to Beach, Luxury Family Fun

4.98 out of 5 average rating, 127 reviews

A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.

Home in Harwich

Spacious cottage beach Wychmere < 4 min Central AC

5 out of 5 average rating, 3 reviews

NEW 2026 - Modern Cape Cottage - Walk to Beach

5 out of 5 average rating, 12 reviews

Bright Stylish Beach House

A charming beach cottage is shown with a wooden exterior and a front porch adorned with string lights. An American flag is displayed on the porch. A fire pit area with seating is visible on the lawn, surrounded by gravel and greenery.

4.96 out of 5 average rating, 46 reviews

Cape Escape - Steps to Beach & Pelham House

4.98 out of 5 average rating, 56 reviews

A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.

Home in South Dennis

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

5 out of 5 average rating, 19 reviews

A cozy living area is visible, featuring a light grey rug and comfortable seating arranged around a large window. An inviting kitchen island with a marble countertop is highlighted, fitted with three pendant lights above. Dining settings are prepared on the counter, adding a touch of functionality.

Home in South Dennis

Billy's Beach Bungalow

Holiday condos with a patio

5 out of 5 average rating, 58 reviews

An open-concept interior features a dining area with a table and four chairs, leading to a cozy living space with a sofa and television. A staircase is visible, enhancing the airy feel. Large windows allow natural light to illuminate the neutral-toned décor.

Condo in Chatham

Condo on Lighthouse Beach in Chatham

4.82 out of 5 average rating, 77 reviews

A spacious sleeping area features a large bed with neutral bedding and colorful accent pillows. A TV is mounted on the wall. Natural light filters through a sliding glass door, which opens to an outdoor area with a small table and chairs.

Condo in Dennis Port

Cozy Studio Just Steps Away From the Beach!

4.85 out of 5 average rating, 62 reviews

Condo in Brewster

Resort Pools & Golf Views · Walk to Bay Beaches

4.96 out of 5 average rating, 99 reviews

The living area features a light-colored sofa paired with matching armchairs. A small table holds fresh flowers. Soft lighting from lamps creates a comfortable environment. Large sliding doors provide natural light and open to an outdoor patio with a dining set.

Condo in Brewster

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

4.88 out of 5 average rating, 112 reviews

The kitchen features white cabinetry and stainless steel appliances, with a large granite island equipped with seating. Natural light floods in from the adjoining dining area, enhanced by multiple windows that offer views of the surrounding greenery.

Condo in Chatham

Walk to beach! Chatham Luxury near downtown, CBI!

4.97 out of 5 average rating, 59 reviews

A sandy pathway leads through gentle dunes to the beach, where the ocean horizon meets a sky filled with soft clouds. Green grasses frame the scene, creating a serene transition to the water.

Condo in Harwich Port

Door to shore in a hop, skip, and a jump!

5 out of 5 average rating, 92 reviews

An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.

Condo in Brewster

Ocean Edge Resort/Pool access/2bedroom-2bath Condo