House holiday rentals in Dennis Port

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Top-rated house rentals in Dennis Port

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Top guest favourite
A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.
Home in Harwich Port
4.98 out of 5 average rating, 112 reviews

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

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, 410 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
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
Home in Dennis Port
4.98 out of 5 average rating, 279 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
A single-story home is positioned on a large corner lot, surrounded by a well-maintained lawn. A covered front porch enhances the entrance, while landscaping features add visual interest. The semi-private driveway leads to a spacious backyard with trees in the distance.
Home in Dennis Port
4.92 out of 5 average rating, 205 reviews

SUMMERS OFF CAPE HOUSE

All new paver patio and landscaping with enormous back yard. Spacious home on large corner lot just 5 minute walk to downtown Dennis Port or Inman Beach. Fully stocked kitchen. Huge LR w/ 2 couches, large fireplace and TV/DVD. BD#1 has a queen bed with a 1/2 bath ensuite. BD#2 has a queen bed. BD#3 has 2 twin over full bunk beds as well as pack n'play for infants. Covered front porch, screened in side porch, gas and charcoal grill, horseshoe pit and spacious outdoor shower.

Top guest favourite
A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.
Home in Dennis Port
4.96 out of 5 average rating, 220 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Guest favourite
A charming Cape Cod house is presented, featuring a light grey exterior and a sloped roof. A white picket fence surrounds the front yard, adorned with neatly trimmed bushes. A stone pathway leads to the front door, framed by windows and a symmetrical layout.
Home in Dennis Port
4.86 out of 5 average rating, 216 reviews

Lovely! 4Bed 3baths Walk to Beach DennisPort

Dennisport! Excellent location! Great for groups and families! Easy walk to 3 public Beaches with the warm waters of Nantucket sound! This lovely home is fully equipped, comfortably sleeps 8 with 4 bedrooms, 3 baths, outdoor shower and al fresco dining on deck or porch. A mile to downtown where you'll find great restaurants and cafes. The space is designed for comfort and convenience and exploring the Cape from this Dennisport home is easy due to it's central location.

Superhost
Home in West Dennis
4.8 out of 5 average rating, 188 reviews

Walk2Beach, HotTub, FirePit, PetsOk

Enjoy the perfect Cape Cod getaway in this spacious, updated home! Walk or bike to West Dennis Beach or South Village Beach and stroll to Cuffy’s World for shopping. Relax in the private backyard with outdoor dining, lounge seating, and a grill. Close to 16 public beaches, golf, mini golf, arcades, a water park, the Cape Cod Rail Trail, shopping, and ice cream — perfect for families and groups!

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, 113 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).

Guest favourite
A charming Cape Cod cottage is shown featuring dark wooden shingles and bright blue shutters. The front porch is adorned with a screen door, and surrounded by landscaped shrubs and a stone pathway leading to the entrance, inviting guests into a cozy retreat.
Home in Dennis Port
4.85 out of 5 average rating, 146 reviews

Cozy Centrally Located 3BR Cottage

Cozy, quaint Cape Cod cottage centrally located to all Cape Cod attractions, golf and beaches. Steps from Swan Pond for kayaking, swimming, and fishing. This adorable cottage has everything required for a fun and restorative Cape Cod family vacation! Located in the heart of Cape Cod, it is central to all the Cape has to offer.

Superhost
An aerial view captures the house situated on a private beach, alongside the shore. A calm blue water body is visible nearby, with several houses lining the waterfront. Bright umbrellas and chairs are placed on the sand, inviting relaxation near the ocean.
Home in West Dennis
4.88 out of 5 average rating, 183 reviews

7 Bedroom Beach House. Private Beach. Sleeps 19

The house sits directly on our 100 yard private beach, just steps to the ocean. Located at the end of a dead-end road, guests enjoy unmatched privacy and seclusion for relaxation, or *quiet and respectful* social gathering. Perfect for a week-long family reunion in the summer, or long weekend with friends in the off season!

Top guest favourite
A spacious backyard is highlighted, featuring a deck furnished with seating and an umbrella for shade. A well-maintained lawn surrounds the area, complemented by a fenced perimeter. Various seating arrangements, including Adirondack chairs, are positioned for relaxation in the outdoor space.
Home in Dennis Port
4.96 out of 5 average rating, 125 reviews

Cape Escape

Come stay at our cozy Cape Escape. Centrally located in Dennis Port within walking distance of many popular and famous amenities and beaches. Walk to breakfast, the beach, famous hot dog restaurant, BBQ, mini-golf, home made ice cream and more…. Private fenced in yard for family fun with more than adequate parking.

Popular amenities for house rentals in Dennis Port

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Quick stats about house rentals in Dennis Port

  • Total holiday rentals

    Explore 250 holiday rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 6,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    250 of Dennis Port holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool 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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