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.

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

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.

★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

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!

Sea Cottage-Walk to Beach, Coffee, Restaurants

This bright & airy cottage has 2 BR, 1 Bath, and an outdoor shower for post-beach rinsing, as well as a relaxing patio for barbecuing and enjoying the company of friends & family. The living room includes an A/C & heater split, and each BR is equipped with a ceiling fan &heat. Sea Street & Inman Road Beach are a 10-minute walk (.4 miles), and other nearby attractions include, Sea View Park, Sundae School Ice Cream, Sea Street Beach, Ocean House & other trendy restaurants. Linens provided.

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.

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.

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.

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

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)

Violet’s Place- king bed- pet friendly- hot tub!

Fully renovated Cape Cod bungalow, less than a mile to West Dennis beach, bass river, restaurants and convenience store! The interior is chic with all new walk-in shower, soaking tub, boho butchers block kitchen and a warm living space with king bed and flat screen TV. Enjoy the pedicured yard with grill, fire pit, and private open roof hot tub! Pet friendly!