Holiday rentals in Dennis Port

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Quick stats about holiday rentals in Dennis Port

  • Total holiday rentals

    Explore 580 holiday rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port holiday rentals start at €70 per night before taxes and fees

  • Verified guest reviews

    Over 13,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    400 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    570 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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Top guest favourite
A backyard space is equipped with a fire pit surrounded by four white Adirondack chairs, providing a cozy gathering area. String lights hang overhead, illuminating the outdoor dining table set for a meal. A charming cottage is visible in the background, enhancing the inviting atmosphere.
Home in West Dennis
5 out of 5 average rating, 91 reviews

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.

Top guest favourite
A charming beach house is showcased, featuring a stone-paved driveway and a well-maintained garden with vibrant pink flowers. The exterior reveals a traditional design with light-colored siding and dark green shutters, complemented by grassy areas and trees in the background.
Home in Dennis Port
4.96 out of 5 average rating, 102 reviews

ONE Minute walk to BEACH! High end home special!

ONE Minute walk to the BEACH! High End, newly remodeled beach house SPECIAL! Walk to great bars, restaurants, breakfast spots, shopping and more! 3br, 2bath (1 full ba + 1 half ba + 1 enclosed outdoor shower) with high end granite kitchen. SPACIOUS living area and bonus sun porch & office! Newly landscaped yard, high end patio/driveway/walkways and built in fire pit next to a fully furnished outdoor lounge! Dishwasher, washer/dryer, Central AC, fully applianced kitchen w/ cookware and more!

Guest favourite
A landscaped yard features a stone fire pit surrounded by curved seating. In the background, a view of the ocean is visible beyond the grassy area. The sky is clear, indicating a sunny day, while a vehicle can be seen parked across the street.
Cottage in Dennis Port
5 out of 5 average rating, 18 reviews

Breezy home with easy beach access and ocean views

Across the street from Glendon Beach on Nantucket Sound, this spacious home with views of the ocean will help you create beautiful memories with family and friends. The home is fully furnished with kitchen supplies, beach items, games, books, kayaks, an electric Tesla car charger and more to make your time off comfortable and rejuvenating. Enjoy the ocean breeze in the large grassy yard with firepit. 4-6 car parking in the driveway. Sleeps 8 comfortably, perfect for a small family or friends.

Top guest favourite
Home in Dennis Port
4.98 out of 5 average rating, 293 reviews

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

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
4.96 out of 5 average rating, 25 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
The main living area features an open layout with high ceilings and large windows. A comfortable sectional couch sits adjacent to a media unit with a flat-screen TV. A dining table with benches accommodates four to six people. Natural light enhances the inviting space.
Home in Dennis Port
4.99 out of 5 average rating, 73 reviews

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.

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, 26 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
Home in Dennis Port
5 out of 5 average rating, 10 reviews

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, 129 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

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 596 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Top guest favourite
The exterior of the cottage is showcased, featuring a well-maintained front yard. The house presents a charming façade with a sloped roof and multiple windows. A covered porch with rocking chairs invites relaxation. Vibrant purple flowers and a flagpole add a touch of color to the scene.
Home in Dennis Port
4.95 out of 5 average rating, 121 reviews

2 bedroom home w. screened in porch

The home offers two porches, the screened in front porch with rocking chairs and the back porch for your barbecues with the provided gas grill. FYI, the cottage has a second floor which is not part of the rental. The second floor will be unoccupied and locked. It is only a short walk to Inman Beach on Nantucket Sound ( under half a mile).

Popular amenities for Dennis Port holiday rentals

When is the best time to visit Dennis Port?

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