Holiday rentals with a patio in 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.

Outdoor spaces · Amenities · Indoor spaces

Private fenced yard Dog friendly Bayside studio

Summer weeks run Sat-Sat. This cheery, private (yet near everything!) spot is walk distance to the Lost Dog Pub, a horse farm Smuggers Ice Cream, Grumpy's, The Marshside Restaurant AND Sesuit Cafe, Beach and Harbor are only a mile away! You have your own driveway, fenced yard, and private entrance. A Weber gas grill and patio set grace the back yard. A WELL MANNERED, crate trained dog is welcome. Possibility of dog sit/walk/training while you beach, attend an event, or take a local day trip!

Outdoor spaces · Value · Comfort

Gorgeous Home 1 mi to Beach, by Cape Cod Bikepath

Escape to this newly remodeled open-concept stunner, located right next the Cape Cod Rail Trail bikepath. Quick access to great bayside & oceanside beaches - w/ all the beach essentials provided! Enjoy an evening under the stars in our huge backyard with a firepit, outdoor seating & tables + a grill. Plenty of space in the house to spread out w/ numerous living rooms and dining areas. Books, games & ping pong for rainy days. Ideal for families or groups seeking classic Cape Cod charm & comfort.

Walkability · Long stay · Cleanliness

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.

Value · View · Walkability

★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

Outdoor spaces · Value · Condition

Billy's Beach Bungalow

Step into vacation mode at this stunning, fully remodeled Cape Cod retreat, designed to deliver the ultimate coastal getaway. Located on the exclusive bay side of South Dennis, you’ll be less than 10 minutes away from Mayflower Beach, Corporation Beach, Chapin’s Bayside and more! Enjoy high-end finishes, a designer kitchen, two spa-style bathrooms, and a finished basement perfect for entertaining. Outside, relax in a private fenced-in yard with an updated outdoor shower, deck, and fire pit!

Cleanliness · Biking · Family

Cozy Summer Cottage w/ Water Access

Welcome to your cozy summer cottage. Whether it’s a Netflix night in or an Adventurous day Kayaking to the beach, we got you covered. You can head straight to Swan Pond right in the neighborhood and paddle to the beach! You won’t have to pay or fight for parking! You can also easily bike around scenic trails next door. Located in Dennis Port, you can bike to the Beach (about 10 min) and spend the day at the beach or head to Main St. Just bring your own bike/kayak or rent them close by.

Value · Outdoor spaces · Accuracy

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

Outdoor spaces · View · Biking

3bdrm, 2miles 2 beach, kayaks, AC, firetable, pond

Our home is the perfect destination and close proximity to all attractions and beaches! Upon arrival, you will be instantly charmed by this carefully designed piece of paradise. The completely renovated 3-bedroom saltbox with welcoming spaces, all new furniture, and decor boasts a fenced private yard with a deck & patio, fire pit, & outdoor shower. Take a short walk to Swan Pond & enjoy the provided kayaks or take a stroll on the boardwalk. 6 beach chairs and a cooler are included!

Outdoor spaces · Layout · Amenities

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

View · Indoor spaces · Sleep quality

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

Value · Outdoor spaces · Decor

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

Outdoor spaces · View · Condition