Cottage vacation rentals in Dennis

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Top-rated cottage rentals in Dennis

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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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
4.81 out of 5 average rating, 110 reviews

Directly on Pleasant Beach – 30 Steps to the 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
An outdoor patio area is surrounded by lush greenery, featuring a round dining table set with wood chairs. A vibrant red umbrella provides shade, while a barbecue grill is positioned nearby. The stone pavers lead to a cozy cottage beyond, framed by flowering shrubs.
Cottage in Dennis Port
4.95 out of 5 average rating, 222 reviews

The Strandloper / Beachwalker Cottage

This very clean and spacious 1 bedroom cottage has AC, is within walking distance to two public Nantucket Sound Beaches and is centrally located on Cape Cod. The vaulted ceilings and ample array of windows gives off natural light and a sense of space. FYI The cottage's name, The Strandloper, the Beachwalker, is a member of an extinct tribe of Khoikhoi Bushmen who lived on seafood gathered along the beaches of Southern Africa. Walking beaches is just as special today as it was a millennium ago.

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
Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.
Cottage in South Dennis
4.96 out of 5 average rating, 145 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favourite
A sandy beach is visible in the foreground, leading to a calm body of water. The surface of the lake reflects a bright blue sky filled with white clouds, while lush greenery lines the shore in the background.
Cottage in Dennis
4.98 out of 5 average rating, 217 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Top guest favourite
Cottage in Harwichport
5 out of 5 average rating, 111 reviews

Pristine Beach Cottage in Heart of Harwichport!

Walk everywhere from this Charming 1 bedroom cottage with AC, next to an antique captain’s house. Private entrance with parking for 2 cars. One block walk to town, ice cream & restaurants. 3 block walk to Beaches. Perfect location for Harwich and Chatham wedding guests, Music in the Port, or just a beach escape. Updated and clean. Includes use of 2 beach chairs, towels, beach bag with extras, toiletries plus many bonus amenities. Coffee & Snacks included. Pack lightly! This place has it all!

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
An open kitchen and living area is highlighted by a large, marble-topped dining table surrounded by woven chairs. Soft lighting is provided by pendant fixtures, while large windows with patterned curtains offer views of the outdoors. A television and shelving are visible in the living space.
Cottage in West Dennis
4.97 out of 5 average rating, 107 reviews

Cape Cod Charm with Modern Style--Fully Renovated

Our cottage is quintessentially Cape Cod with a modern twist. A fully renovated two-bedroom escape near West Dennis Beach features a stunning kitchen and living room with a vaulted ceiling as well as a porch and deck. This cottage is perfect for a relaxing weekend or a week-long getaway. In addition, the cottage is next door to our sister property, 'Cape Cod Gathering Place-Stylish & Fully Renovated.' Close to Cape Cod Rail Trail, golf, yoga, movies, beaches, and fabulous local restaurants.

Top guest favourite
A circular stone fire pit is surrounded by four white Adirondack chairs, offering a cozy gathering spot. Flames flicker above a bed of decorative stones, casting a warm glow. A smooth patio surface extends around the area, enhancing the outdoor experience.
Cottage in West Dennis
4.99 out of 5 average rating, 131 reviews

5 min walk to beach w/modern amenities

Welcome to west_dennis_rental! Just 5 minutes from the beach, this updated Cape Cod home is perfect for small families seeking a relaxing getaway. Inside, enjoy a remodeled space with modern comforts and cozy charm. Out back, unwind on the patio with a lush lawn and easy-start gas fire pit—great for dinners or s’mores under the stars. Stocked with linens, beach gear, toys, games, Wi-Fi, AC, full kitchen, and grill. Close to Holiday Hill mini golf, ice cream, and seafood shacks!

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 bright and airy interior space features a light wood table accompanied by two chairs. A comfortable gray sofa is positioned nearby, with decorative cushions adding a touch of color. Large windows allow natural light to fill the room, enhancing a cozy atmosphere.
Cottage in South Dennis
4.88 out of 5 average rating, 466 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

Guest favourite
A charming cottage exterior features light grey shingles and a teal front door. Lush greenery surrounds the entrance, with vibrant peonies and a decorative wooden fence accenting the gravel pathway leading to the door.
Cottage in West Yarmouth
4.96 out of 5 average rating, 103 reviews

Cozy 1-bedroom cottage

Welcome to the Sandbox! Close to Englewood and Seagull beaches, mini golf, shops, dining, and walking distance to Cape Cod Inflatable Park and Wicked Waves water park. This central location makes getting to any place on the Cape a breeze. The cottage has a brand new kitchen and is furnished with a queen bed and a sofa. The perfect place for a getaway with your significant other or a fun time with a few friends! 2 beach chairs and small cooler included.

Popular amenities for Dennis cottage rentals

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Quick stats about cottage rentals in Dennis

  • Total vacation rentals

    Explore 190 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 11,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    190 of Dennis vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dennis rentals

  • 4.9 Average rating

    Dennis stays are highly rated by guests—averaging 4.9 out of 5!

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