Holiday rentals in Dennis Port

Find and book unique accommodation on Airbnb

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.

1 of 1 pages1 / 1
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, 101 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!

Top guest favourite
A bright kitchen area is visible, featuring white cabinetry and modern appliances. A small dining table with two wooden stools is positioned near a window. The space is enhanced by natural light and wooden flooring, creating a welcoming atmosphere that connects to an adjoining living space.
Cottage in Dennis Port
4.9 out of 5 average rating, 118 reviews

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.

Top guest favourite
Home in Dennis Port
4.98 out of 5 average rating, 291 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.

Top guest favourite
The image displays four sections of the cottage. A cozy sleeping area features a full-size bed with soft linens. A bright kitchen with marble counters is visible, alongside a comfortable living space with seating. An outdoor deck with furniture showcases a partially fenced yard.
Tiny home in Dennis Port
4.83 out of 5 average rating, 523 reviews

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" walk to ocean beach, dog park & Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counter ✅ 2 Bike w helmets ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels- or our cleaners can provide for a charge ✅ Pet friendly-only 1 pet $25/nt

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, 24 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, 71 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.

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, 9 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, 128 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

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, 225 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.

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, 593 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, 120 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?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€222€218€213€227€222€263€317€310€230€191€193€193
Avg. temp0°C0°C3°C7°C12°C17°C21°C21°C18°C13°C8°C3°C
  1. Airbnb
  2. United States
  3. Massachusetts
  4. Barnstable County
  5. Dennis
  6. Dennis Port