House vacation rentals in Dennis Port

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Top-rated house rentals in Dennis Port

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Top guest favorite
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, 106 reviews

Spacious Modern Cottage, beach& Wychmere <1.4mile

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 favorite
The living room features a comfortable blue sofa and an accent chair, complemented by a coffee table and decorative elements. Soft natural light enters through the windows, illuminating the light-colored walls and wooden flooring. A cozy atmosphere is created by the surrounding furnishings and artwork.
Home in Dennis Port
4.92 out of 5 average rating, 401 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 favorite
An outdoor dining setting features a table with a plate of salad and wine glasses, accompanied by a bottle of white wine. In the background, a charming shed displays ‘Cape Away’ signage, surrounded by well-maintained greenery and a cozy lounge area.
Home in South Yarmouth
5 out of 5 average rating, 177 reviews

Relaxing Retreat | King Beds * Sauna * Bar Shed

Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

Superhost
A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.
Home in Brewster
4.86 out of 5 average rating, 219 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Guest favorite
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 6 with 4 bedrooms, 3 baths, al fresco dining on deck or porch. A mile to downtown where you'll find great restaurants, cafes, bars and shopping. Walk to fine dining at The Ocean House, Pelham House, desert at Sundae School and several restaurants! Easy drives to Cape Cod's 6A, Hyannis and Chatham.

Guest favorite
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 favorite
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, 213 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.

Top guest favorite
A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.
Home in Chatham
4.97 out of 5 average rating, 152 reviews

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Guest favorite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in East Dennis
4.93 out of 5 average rating, 318 reviews

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Guest favorite
A spacious hot tub is featured on a well-lit deck, with ambient blue lighting enhancing the relaxing atmosphere. Surrounding seating includes a propane fire pit and comfortable furniture. Nearby, doors lead into the house, with decorative lights adding to the inviting ambiance.
Home in Dennis Port
4.83 out of 5 average rating, 118 reviews

Waterfront, HotTub, PetsOK, Firepit, PoolTable

Enjoy stunning Swan River views from every room at this spacious Cape Cod getaway! Just 1 mile from South Village and West Dennis Beach, you can launch kayaks or paddle boards right from the property and float down Swan River to the ocean. Relax on the expansive deck with a large dining table, fire pit, and hot tub overlooking the water. Inside, enjoy two living rooms, a game room with pool table, foosball, and four bedrooms with 3.5 baths — perfect for families and groups.

Superhost
A private hot tub is set beneath a wooden pergola, surrounded by vertical slatted fencing. Natural light filters through the structure, casting patterns on the spa surface. Green foliage is visible in the background, creating a serene outdoor retreat.
Home in West Dennis
4.92 out of 5 average rating, 154 reviews

Violet’s Place- king bed- pet friendly- hot tub!

Fully renovated Cape Cod bungalow, less than a mile to West Dennis beach, bass river, restaurants and convenience store! The interior is chic with all new walk-in shower, soaking tub, boho butchers block kitchen and a warm living space with king bed and flat screen TV. Enjoy the pedicured yard with grill, fire pit, and private open roof hot tub! Pet friendly!

Top guest favorite
A charming living room features a comfortable sofa with blue and white patterns, situated beside a warm gas fireplace. Sunlight filters through windows, illuminating a coffee table with a tray and snacks. Bookshelves adorned with decorative items line the walls, enhancing the cozy ambiance.
Home in Harwich Port
4.97 out of 5 average rating, 116 reviews

Pebbles-romantic cottage for two!

Pebbles, our sun drenched romantic cottage, is on nearly an acre of complete privacy with convenient parking. One adorable king BR, queen pull-out sleeper sofa in the living room, gas fireplace heats entire cottage, cable TV, full internet. Full indoor bath and outside shower and tub--complete privacy. Full kitchen and eating area.

Popular amenities for Dennis Port house rentals

When is the best time to visit Dennis Port?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,986 ZARR4,141 ZARR3,900 ZARR4,072 ZARR4,467 ZARR5,601 ZARR6,666 ZARR6,443 ZARR5,017 ZARR4,106 ZARR3,986 ZARR3,883 ZAR
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Quick stats about house rentals in Dennis Port

  • Total vacation rentals

    Explore 270 vacation rentals in Dennis Port

  • Nightly prices starting at

    Dennis Port vacation rentals start at R1,546 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 6,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    270 of Dennis Port vacation rentals include wi-fi 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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