Holiday houses in Dennis Port

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Top-rated holiday rentals in Dennis Port

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Guest favourite
An outdoor dining area features a wooden table surrounded by chairs, facing the beach. The view overlooks sandy shores and the ocean under a clear blue sky. Green plants and a tree are positioned nearby, adding to the natural surroundings.
Cottage in Harwich Port
4.81 out of 5 average rating, 110 reviews

2BR Directly on Pleasant Beach – 30 Steps to Ocean

You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Top Guest favourite
The living area features a cozy arrangement of blue sofas surrounding a coffee table, with artwork on the walls and soft lighting. A fire pit shines brightly in the backyard, where guests gather under string lights, creating a welcoming atmosphere. A spacious bedroom includes a neatly made bed with beach-themed decor and a fan overhead. A storage area displays bicycles, demonstrating available amenities for outdoor activities.
Home in Dennis Port
4.92 out of 5 average rating, 412 reviews

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

✅4 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen BR’s downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C ✅All linens included & beds made Locally managed

Top Guest favourite
A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.
Cottage in Yarmouth
5 out of 5 average rating, 241 reviews

SerenityViews | Waterfront | King Bed | Kayaks SUP

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

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
4.89 out of 5 average rating, 105 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
An open living space features vaulted ceilings and large windows, allowing natural light to fill the room. A blue sofa is positioned alongside a wooden coffee table on a decorative rug. A dining area with chairs is visible, with a kitchen area in the background.
Home in West Dennis
4.97 out of 5 average rating, 141 reviews

Cape Cod Gathering Place-Stylish & Fully Renovated

You'll love the Cape Cod charm, open floor plan and high ceilings, and the location of our home. Families, friends, girls' getaway, golf weekend. A short walk to West Dennis Beach and next door to our sister property, 'Cape Cod Charm with Modern Style.'. Dennis has it all! Cape Cod Rail Trail, golf, yoga, movies, beaches and charter fishing, and fabulous local restaurants. Dennisport and Harwichport shops are within a few miles & Chatham is a 15 min drive. Wellfleet/P-Town just a 45 min drive.

Top Guest favourite
The exterior of a charming two-story home is presented, featuring a sloped roof and light blue shutters. Well-maintained greenery surrounds the entrance, which is framed by a modest walkway and bordered by vibrant hydrangeas. A fenced yard offers a sense of privacy.
Home in Dennis Port
4.96 out of 5 average rating, 194 reviews

4 Minute Walk to Beach, Cape Cod Serenity

Located on a quiet corner with lots of privacy, 2 full baths, 4 bedrooms, outdoor shower, and a quick stroll to the beach. Activities, great restaurants and shopping are moments away! Fully equipped kitchen, linens included, outdoor seating, a grill and beach accessories will make your trip great. 1 full bath down with two bedrooms, 1 full bath up with two bedrooms. AC/Heating units installed to make your stay more enjoyable! June, July and Aug are 7 day stays w/ Friday as arrival day!

Top Guest favourite
A cozy living room features a large, light-colored sectional sofa adorned with various decorative pillows. A neutral coffee table sits centrally on a woven area rug. Natural light enters through multiple windows, and a wall-mounted flat-screen TV is visible, enhancing the inviting atmosphere.
Cottage in Dennis Port
4.94 out of 5 average rating, 278 reviews

Walk to Beach - Experience Dennis Beach House - AC

A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

Top Guest favourite
Cottage in Dennis Port
4.96 out of 5 average rating, 149 reviews

Escape to the Cape

Description Escape to the heart of Cape Cod and enjoy a relaxing stay in my charming 2 bedroom cottage in Dennis Port. Offering a cozy and inviting atmosphere, this home is perfect for families or small groups looking for a peaceful retreat. 0.9 miles to Sea Street Beach and 1.1 miles to Glendon Beach. Close to restaurants, ice cream shops, souvenir shops, bakeries, delis, markets, golf courses, boat rentals, and other attractions. This cottage has everything you need for a memorable stay.

Top Guest favourite
Home in Yarmouth Port
5 out of 5 average rating, 105 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
The cottage's exterior features a welcoming entrance with a white door and blue shutters. A well-maintained lawn stretches in front, bordered by a gravel path. Two Adirondack chairs are positioned on the lawn, inviting relaxation under the clear blue sky.
Cottage in Dennis Port
5 out of 5 average rating, 120 reviews

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport

Explore Cape Cod from a Beautiful Cottage in Dennisport Village Freshly updated and sunny! This cozy cottage exudes coastal charm. It has a large yard perfect for the kids to play & located just .2 miles to Glendon Beach on Nantucket Sound. It’s a great place to get away for a Cape Cod vacation: central AC, fenced-in backyard with a Weber gas Grill & fire-pit, quintessential outdoor shower, WiFi, Smart TV’s, updated kitchen including a dishwasher, washer & dryer.

Guest favourite
A charming home features a light grey exterior with a dark shingled roof and two dormer windows. A front yard with green grass is accented by a wooden fence. Two black Adirondack chairs are positioned invitingly on the lawn.
Home in Dennis Port
4.78 out of 5 average rating, 104 reviews

Sandy Feet Retreat

Located on highly desirable Oak Street in Dennisport, you will relax and unwind in a newly updated 3BR/ 2 BA home. 2021 updates included a fully fenced in backyard and central air conditioning! Exterior renovations will be done Spring 2022! Updated master bedroom with a master bathroom including Electrolux washer and dryer. Less than 1000/ft walk to private Oak Street Beach and located in a family friendly neighborhood with many restaurants within walking distance.

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, 131 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.

Popular amenities for Dennis Port holiday rentals

When is the best time to visit 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 $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 13,470 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

    120 properties feature pools

  • Rentals with dedicated workspaces

    160 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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