Holiday houses in Dennis Port

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Top-rated holiday rentals in Dennis Port

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

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Apartment in Dennis Port
4.73 out of 5 average rating, 11 reviews

Captain's Lookout at Seaside Condos | Oceanfront

Escape to serenity at our one-bedroom oceanfront condo in Dennis Port. Wake up to the sound of waves crashing just steps away from your private patio. Enjoy a fully equipped kitchen perfect for whipping up beachside meals. With direct beach access nearby and cozy, coastal-inspired interiors, it’s an ideal retreat for couples or solo adventurers. Experience the best of Cape Cod with breathtaking ocean views and a peaceful atmosphere – your perfect getaway awaits! *Now has air conditioning!*

Top Guest favourite
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
5 out of 5 average rating, 22 reviews

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.

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

Guest favourite
The exterior of the home is shown, featuring a white facade with multiple gables and large front windows. A neatly landscaped yard with green grass and low shrubs surrounds the driveway, leading to a two-car garage. Trees provide a natural backdrop.
Home in West Dennis
4.86 out of 5 average rating, 29 reviews

New Home in the heart of South Dennis

Centrally located in the heart of South Dennis and approximately 1/2 mile to the Cape Cod Rail Trail, this new home features an open floor plan with 9 foot ceilings, a living room with a gas fireplace, kitchen with a spacious island, quartz countertops, stainless steel appliances and a dining area. In Dennis there are 16 ocean beaches, 2 fresh water lakes and 2 municipal golf courses. This peaceful location also has convenient access to shopping, highways and many area attractions.

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!

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

Top Guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 126 reviews

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

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

Top Guest favourite
A cozy studio space showcases a grey sofa with decorative cushions, positioned beside a small table featuring a fan. The kitchenette is visible in the background, equipped with white cabinetry and essential appliances. Natural light filters through a window, illuminating the warm and welcoming interior.
Apartment in West Dennis
4.99 out of 5 average rating, 136 reviews

The Cape Cod Perch at West Dennis Beach Studio Apt

Take it easy at this unique and tranquil getaway just a short walk from three Nantucket Sound beaches. This 300-square-foot studio apartment on the second floor of our home. With a brand new Weber grill, picnic table, and fire pit, there is plenty of outside living. Trotting Park, South Village, and West Dennis Beaches are all walkable. Enjoy food from Sandbar, Swan River Seafood, Chapin's, Cleat & Anchor, & Bandera's Market in the summer. Call off season.

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.
Condo in Dennis Port
4.99 out of 5 average rating, 223 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
The exterior of the cottage is displayed with a light grey shingle facade and multiple windows. A well-maintained pathway lined with rocks and shrubs leads to the entrance. Skylights atop the structure allow natural light to filter in, enhancing the inviting appearance.
Cottage in Dennis Port
4.93 out of 5 average rating, 27 reviews

The Sand Lot Cottage, DennisPort, Cape Cod

Nestled in one of Cape Cod’s last remaining seaside, cottage colonies, on Nantucket Sound, in the town of DennisPort, you will find the ‘Sand Lot Cottage.’ Generations of families for almost 70 years have chosen this destination to celebrate summer and the special flavor of Olde Cape Cod. A unique location, brimming with community, charm, ocean breezes and a private beach that is within walking distance from the cottage on a private lane.

Guest favourite
The exterior of a cottage is presented, featuring a welcoming front porch with a gabled roof. Pebbled white gravel surrounds the home, and flower beds with colorful blooms enhance the entrance. Soft sunlight illuminates the traditional shingle siding, with a flag displayed on the property.
Home in Dennis Port
5 out of 5 average rating, 10 reviews

New! Beach Cottage| 3 min walk to Beach| Pet Ok

Welcome to Sandy Cheeks 🐚 ☀️ 🌊 Cape Cod Beach Cottage | 3 Min Walk to Beach Welcome to your perfect beach getaway! Our newly renovated, quintessential Cape Cod cottage is packed with character, charm, and all the amenities you need for a memorable stay. Nestled in a prime location just a 3 minute walk to the beach and steps from local restaurants, shops, and cafes, this cozy retreat offers the best of both relaxation and convenience.

Popular amenities for Dennis Port holiday rentals

When is the best time to visit Dennis Port?

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Avg. price$362 AUD$356 AUD$347 AUD$370 AUD$362 AUD$429 AUD$518 AUD$506 AUD$376 AUD$312 AUD$315 AUD$315 AUD
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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 $86 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    500 of Dennis Port holiday rentals include Wi-Fi 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!

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