Holiday rentals with a patio in Dennis Port

4.98 out of 5 average rating, 114 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 Center

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

4.96 out of 5 average rating, 121 reviews

A living room area presents a grey sofa adorned with patterned cushions, accompanied by a woven coffee table. A standing lamp provides light beside a simple side table with decor. The soft, green walls are complemented by dark curtains and framed artwork.

Home in Yarmouth

Modern Beach & Pond Getaway | Heart of Cape Cod

Your perfect Cape Cod escape awaits! Coastal chic home base w/ king bed & AC near all Cape Cod has to offer. <8 min to pristine beaches, endless local shopping, entertainment & dining. Short walk to Wings Grove Beach to fish, kayak or swim in serene Long Pond - perfect for kids! Take in nature while biking the Cape Cod rail trail (4 min away) & ride all the way to the outer cape! BBQ, enjoy the firepit, fenced in yard, and outdoor shower. On cool nights, cozy up next to the indoor gas fireplace.

4.89 out of 5 average rating, 105 reviews

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

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.

A bright studio unit features a queen-sized bed with a comfortable pull-out sofa nearby. Natural light floods the space through large windows. A small dining table with two chairs is positioned next to the seating area, providing a functional living space.

4.94 out of 5 average rating, 71 reviews

Walk to the beach or sit poolside! Updated studio!

Adorable condo in the heart of vacationland in Dennis Port! This studio unit is full of natural light and comfortable for two people! The floor plan offers a living area with a queen sized bed and a pull out full sofa. Step out the sliders onto a deck with outdoor seating. There is a shared pool open late June- Aug. All this and right in the middle of the summer fun of Dennis Port and all its activities. The beach is under 1/4 mile away in walking distance. Beach chairs and wagon included!

4.83 out of 5 average rating, 63 reviews

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.

Cottage in Dennis Port

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.

5 out of 5 average rating, 12 reviews

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

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.

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.

4.98 out of 5 average rating, 55 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.

4.95 out of 5 average rating, 140 reviews

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.

Apartment in Dennis Port

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.

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, 17 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, 105 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

4.97 out of 5 average rating, 60 reviews

An outdoor patio features a dining table with four black chairs beneath a large striped umbrella. Surrounding the space are colorful planters with flowers and shrubs, enhancing the inviting atmosphere of the cottage's exterior.

Tiny home in Dennis Port

Pearl Haven: A Seaside Cottage

Located directly across from the beach, we welcome you to Pearl Haven, our “tiny” coastal escape on the coast of Dennis Port, MA! Nestled within a seaside cottage community, Pearl Haven is just steps away from the shimmering shores of Nantucket Sound. Our cozy studio cottage is a newly renovated, charming retreat designed for simplicity and comfort. *Note: 7 night stay, Sat-Sat for June 21- July and August. (2025 exceptions: August 16-19, 22, 30, 31)

The living area features a comfortable grey sofa and light-colored accent chairs, inviting relaxation. Natural light filters through large windows adorned with sheer curtains, offering a view of the landscaped yard. A coffee table with plants and decor completes the welcoming ambiance.

4.94 out of 5 average rating, 32 reviews

Renovated Coastal Cape Home

Renovated 3-bed, 2-bath Cape home in Dennis Port with bright, open living spaces and central AC/heat. The home offers a private backyard with a new patio, gas firepit, and seating for relaxing or social evenings, plus a deck for BBQs and an outdoor shower after the beach. Conveniently located near Dennis Port beaches, local dining, bike trails, and Swan Pond for kayaking..

Popular amenities for Dennis Port Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.78 out of 5 average rating, 32 reviews

A bright kitchenette area features light wood cabinetry and a blue countertop. Three wooden bar stools are positioned at the counter. A ceiling fan hangs above, and a flat-screen TV is mounted to the wall. Sliding glass doors open to an outdoor view.

Apartment in Dennis Port

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, 54 reviews

Billy & Beth's Bayside Lodging Cape Cod

4.82 out of 5 average rating, 11 reviews

A single-story structure features weathered grey shingles and multiple windows allowing natural light. A small deck is present, accompanied by colorful chairs and a picnic table. Surrounding greenery adds to the outdoor space, providing a relaxed and inviting environment.

Apartment in Chatham

Studio in South Chatham

4.95 out of 5 average rating, 22 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.

5 out of 5 average rating, 67 reviews

The Brewster Book Store features a charming two-story structure with a dark shingle exterior. Large windows display colorful ice cream cone designs, creating a welcoming atmosphere. A sign above the entrance indicates the store name, while planters with flowers add a touch of greenery in front.

Apartment in Brewster

The Book Nook

5 out of 5 average rating, 13 reviews

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.

Apartment in Dennis Port

Studio on Cape Cod, Walk to the Beach

4.79 out of 5 average rating, 228 reviews

A spacious studio room features a queen bed with a patterned comforter and a futon. Natural light enters through a window, illuminating a kitchenette with bar stools. Decorative wall art includes aquatic themes, contributing to a relaxed atmosphere.

Apartment in Yarmouth

Cozy clean walk out studio-dogs stay free-fire pit

4.77 out of 5 average rating, 22 reviews

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.

Apartment in Harwich

Cozy beachfront unit in Harwich - Unit 1

Holiday House Rentals with a Verandah

A charming cottage features a light blue exterior with brick accents and a welcoming front porch. Two pink adirondack chairs are positioned on a grassy area, surrounded by lush greenery and colorful flower beds. The sunny sky adds to the inviting ambiance of the property.

5 out of 5 average rating, 6 reviews

Cape Escape! – Cottage Walk to Beach & Restaurants

4.95 out of 5 average rating, 81 reviews

A spacious outdoor deck features comfortable, cushioned seating with a view of the ocean. A table is positioned centrally, inviting gatherings. The tranquility of the scene is enhanced by natural grass and the serene waters in the background, creating an ideal relaxing space.

Home in Yarmouth

Oceanfront Vacation Home with Private Beach for 6

4.95 out of 5 average rating, 195 reviews

The spacious kitchen features white cabinetry and a modern layout. A central island with seating is complemented by a dining table nearby. Natural light floods the area through sliding glass doors, enhancing the welcoming ambiance.

Home in Yarmouth

Cape Cod Life is Good Rentals

4.92 out of 5 average rating, 106 reviews

A spacious outdoor area features a circular arrangement of colorful chairs, including blue, red, and green options. The inviting lawn is framed by trees, with a large glassed-in porch visible in the background, providing a seamless connection to the natural surroundings.

Home in Harwich Center

Stunning Home in Harwich Port

4.96 out of 5 average rating, 48 reviews

The cottage is nestled among trees, displaying a classic shingle exterior. A welcoming screened-in porch with multiple windows provides natural light. The landscaped yard features greenery and flower beds, along with a set of wooden steps leading up to the home.

Home in Chatham

Chatham Beach Cottage 2BR - 5 min walk to beach

5 out of 5 average rating, 8 reviews

Home in Harwich Center

The Hideaway - Harwich Port Getaway

5 out of 5 average rating, 56 reviews

Home in South Dennis

Family Retreat in the Heart of Cape Cod!

The cottage interior features a cozy living area with a patterned throw blanket draped over the spacious sofa. An outdoor patio includes seating arrangements and a doghouse, while a nearby beach presents a sandy shoreline bordered by a wooden fence.

4.82 out of 5 average rating, 17 reviews

Tiki Bar, Firepit, Pond View | Cottage near Beach

Holiday condos with a patio

5 out of 5 average rating, 50 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, 74 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, 55 reviews

Condo in Brewster

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

4.96 out of 5 average rating, 95 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

4.89 out of 5 average rating, 107 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, 58 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

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

4.97 out of 5 average rating, 68 reviews

A bright and airy studio features a queen bed with a soft blanket, paired with a small dining table and chairs. The kitchenette is equipped with modern appliances, while a flat-screen TV hangs above. A large window opens to a private balcony with outdoor seating.

Condo in West Dennis

Centrally located | Private Balcony | April promo