Holiday rentals in Dennis Port

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Quick stats about holiday rentals in Dennis Port

  • Total holiday rentals

    Explore 510 holiday rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port holiday rentals start at €53 per night before taxes and fees

  • Verified guest reviews

    Over 12,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    500 of Dennis Port holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Gym across Dennis Port rentals

  • 4.8 Average rating

    Dennis Port stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Dennis Port

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in Dennis Port
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**

Top guest favourite
Cottage in Dennis Port
4.94 out of 5 average rating, 130 reviews

Steps to the Beach Kid Friendly

Sip your coffee on the patio or at the water with the sandpipers , spend some family time at the swings, making sandcastles or swimming in the warmer waters of Nantucket sound. It's all just footsteps from your door! You’ll also be just 3 miles from the bike trail! Nip back to the cottage to cool off before heading out to enjoy the local attractions. End your day watching a beautiful beach sunset and enjoying the starry sky on the patio. *Previous positive reviews are required to book

Superhost
A cozy living area features exposed wooden beams and natural light from a window. A small white coffee table rests on warm wooden flooring, and a television is positioned on an open shelf adorned with books and decor. Nearby, a green plant adds a touch of nature.
Cottage in Dennis Port
4.92 out of 5 average rating, 25 reviews

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.

Top guest favourite
Cottage in Dennis Port
4.93 out of 5 average rating, 103 reviews

Oceanview Cottage, Million $ View Sea Street Beach

Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!

Top guest favourite
A circular stone fire pit is surrounded by four white Adirondack chairs, offering a cozy gathering spot. Flames flicker above a bed of decorative stones, casting a warm glow. A smooth patio surface extends around the area, enhancing the outdoor experience.
Cottage in West Dennis
4.99 out of 5 average rating, 143 reviews

5 min walk to beach w/modern amenities

Welcome to west_dennis_rental! 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!

Top guest favourite
A well-equipped kitchen features light cabinetry and a granite countertop. Essential appliances, including a stove and refrigerator, are present. The space is well lit by natural light from a nearby window, highlighting the neutral flooring and clean lines of the design.
Townhouse in Dennis Port
4.94 out of 5 average rating, 145 reviews

Dennis Port Townhouse3 close to Beach & Dining

Welcome to Blue Ocean Cottage located in Cape Cod Dennis Port, MA. Our 1 queen bedroom also has a twin bed in same room. The kitchen is downstairs and the downstairs living room has a full sleep sofa. Located 3/4 of a mile to Sea Street beach and a short walk to downtown and restaurants. The queen bedroom is upstairs with a twin bed in that same room. The bathroom is upstairs and you need to walk through the bedroom to get to the bathroom. ~~~SEE PROFILE FOR OTHER PROPERTIES

Guest favourite
Home in Dennis Port
5 out of 5 average rating, 7 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

Guest favourite
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.
Cottage in Dennis Port
4.9 out of 5 average rating, 30 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

Superhost
Home in Dennis
5 out of 5 average rating, 4 reviews

Private Beachfront Home: Sleeps 10.

Rare prime summer weeks have just opened up, offering week-long stays only! Experience the ultimate beachfront getaway at this stunning Cape Cod Bay retreat! This renovated home offers breathtaking views stretching from the bridge to P-town. With 5 spacious bedrooms, 2 modern bathrooms, a cozy living room, a fully equipped kitchen, a den, and an office/game area, it's perfect for families and friends alike. *Bed Linens & towels included. Free parking available for 4 vehicles

Guest favourite
A quaint cottage exterior is featured, showcasing a covered porch with seating and a few decorative items. The shingle siding and gray roof complement the natural landscape. Grass and paved stones lead up to the entrance, enhancing the welcoming outdoor space.
Cottage in Dennis Port
4.81 out of 5 average rating, 26 reviews

Cape Dreams: Beach cottage, 2BR, private beach

BEST OF THE CAPE: Relax and beach with your family in this charming, 2BR cottage in Chase's Ocean Grove, a family-friendly ocean-side community in Dennis Port. 250 steps to private beach on beautiful Nantucket Sound. This community is old Cape Cod at its best! Great location in Dennisport with access to many attractions. Everything you need to enjoy a few days on the beach at the Cape! Linens not included. We hope you enjoy our cottage! Early check in available.

Top guest favourite
A newly renovated studio features a queen bed with a light blue throw and decorative pillows. A kitchenette is visible, equipped with a refrigerator and stove. A dining table with chairs is present, with wall art depicting seahorses adding a touch of character.
Apartment in Dennis Port
4.98 out of 5 average rating, 224 reviews

#2 Seahorse Studio, 300 yards to Glendon Beach

Newly renovated 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio waits for your Cape Cod getaway. Head to the beach in the morning and you're close enough to walk back for lunch. Studio comes with a queen bed, a fold down couch, kitchenette with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

Guest favourite
Cottage in Dennis Port
4.94 out of 5 average rating, 18 reviews

3 bedroom Cape Escape!

Have fun with the whole family at our newly renovated cottage. This relaxing 3BR/1BA house is walking distance to wonderful restaurants & shops. Only a .8 mile walk to the beach. Enjoy a private fenced in backyard, patio, firepit, & outdoor shower. Sleeps 5. The house is stocked with bath & beach towels as well as a fully stocked kitchen with utensils, plates, cups, etc. The shed has a beach wagon, beach toys and beach chairs for guests to use.

Popular amenities for Dennis Port holiday rentals

When is the best time to visit Dennis Port?

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