Holiday rentals 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

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Apartment suite|pond access|Firepit|Private Deck

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.

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 association 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.

Beachfront· Sauna· Screened Patio· 2Kings· DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ 2 Kayaks & 2 Paddle boards & life vests ☆ Beach chairs provided ☆ Outdoor shower (open May through fall) ☆ Traditional Sauna (open all seasons) ☆ 3-season patio ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ Linens, all towels ☆ 2 King Beds with 50" TVs in bedrooms ☆ Boat launch nearby ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

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)

5 min walk to beach w/ Fire Pit & Modern Amenities

Just 5 minutes from the beach, this updated Cape Cod home is perfect for small families seeking a relaxing getaway. Inside, enjoy a remodeled space with modern comforts and cozy charm. Out back, unwind on the patio with a lush lawn and easy-start gas fire pit—great for dinners or s’mores under the stars. Stocked with linens, beach gear, toys, games, Wi-Fi, AC, full kitchen, and grill. Close to Holiday Hill mini golf, ice cream, and seafood shacks!

2 BD Suite Mayflower Beach & Dennis Village

This newly renovated, tastefully decorated 2nd floor suite is equipped with two bedrooms, one bathroom, living room and kitchen. During warmer months, a grill, fire-pit, ping pong table and bikes are available upon request. Located 1/4 mile off historic Rt 6A on Beach Street. Walking distance to Dennis Village Shops and top-rated restaurants. The house is 1 mile to beautiful Mayflower Beach.