Cottage vacation rentals in Dennis

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Dennis

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

%{current} / %{total}1 / 1
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
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, 148 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 bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.
Cottage in Dennis
4.98 out of 5 average rating, 220 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

Guest favourite
A charming Cape cottage is framed by lush greenery, with sections of neatly mulched garden beds featuring flowering plants. An American flag hangs at the entrance, complemented by a stone walkway leading to the front door. The property is bathed in natural sunlight.
Cottage in Dennis Port
4.93 out of 5 average rating, 134 reviews

Cape Escape-The Perfect Getaway

Enjoy Nantucket Sound beaches, Cape Cod Rail Trail bike path, shops, restaurants and charter boat fishing. Take a scenic drive to Provincetown or stroll seaside festivals. You will love this quintessential Cape cottage for its charm, location, and outdoor space. Spring and fall are beautiful times with everything open without the crowds of the summer. Winter provides a combination of solitude and comfort. Explore the nuances of Cape Cod from this centrally located cottage All are welcome!

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
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
A cozy living area features a sectional sofa and a single accent chair in soft blue tones. A glass coffee table sits on a plush area rug, with a gas fireplace integrated into a brick mantel. Natural light enters through large windows, enhancing the warm ambiance.
Cottage in Yarmouth
4.97 out of 5 average rating, 133 reviews

Walk 7/10 mile to Beaches *Summer Fri-Fri* Dogs OK

Welcome to Willow Breeze Cottage We are Dog Friendly- $20/night per dog (maximum 2 dogs) pay after reservations are made. (No other pets allowed) Walk 7/10 mile to South Shore Beaches. *Newly renovated Gorgeous quintessential Cape Cod cottage tucked away in a quiet neighborhood, located in South Yarmouth near Nantucket sound beaches, Bass River and Rt 28/Main Street. Minutes from shopping, go carts, miniature golf, ice cream, bakeries, bike trails & 4 ocean beaches

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, 468 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 light-filled living area features a navy blue sofa and striped accent chairs, complemented by a natural fiber rug. A flat-screen TV is mounted above a white fireplace, with wall art displayed on the blue walls. Windows allow natural light to enhance the space.
Cottage in Yarmouth
4.9 out of 5 average rating, 134 reviews

Memorable Moments Cottage

Amazing Beach House for Family & Friends. 4 miles to the closest Beach. Beach parking pass available for Barnstable. (9+ beaches and ponds in the Yarmouth area, this parking is not included in the beach pass) Minutes away to great Restaurants, Museums, Mini golf, Ice Cream and so much more. The newly renovated cottage has hardwood floors, updated fully equipped kitchen, Streaming TV, WiFi, high speed internet, and washer and dryer.

Top guest favourite
A cozy living area is equipped with comfortable seating, including a gray couch and armchair. A nautical-themed rug anchors the space, while a wall clock and decorative items add character. A fireplace against the light-colored wall enhances the welcoming atmosphere, with a view of the kitchen beyond.
Cottage in Dennis Port
4.94 out of 5 average rating, 232 reviews

Walk to beach - firepit - fireplace

Classic Cape cottage with new bamboo hardwood flooring, updated kitchen, beautiful new tiled bath and overall decorated like a true Cape Cod cottage. *There is parking for 2 cars only.* Linens can be provided for a fee of $20 per bed. One dog under 50 lbs. $50 wknd/$100 week pet fee. No Cats allowed. Walk to beach, Seaview Park and restaurants/ice cream. Nice patio with firepit and large yard.

Top guest favourite
A cozy living room is presented, featuring a blue tufted sofa paired with a gray loveseat. Natural light streams through two front-facing windows, with white curtains gently framing them. A circular coffee table sits on a patterned area rug, complemented by decorative cushions in various colors.
Cottage in Yarmouth
4.97 out of 5 average rating, 115 reviews

Charming Cape Near Beaches + Dog Friendly

☀️ Welcome to Cape June Cottage A bright, thoughtfully renovated family-friendly Cape in South Yarmouth — just minutes from Seagull Beach, Bass River Beach, dining, mini golf, and the Cape Cod Rail Trail. 🌊 Designed for relaxed summer living 🐶 Dog-friendly (1 dog) ⚡ EV-ready

Popular amenities for Dennis cottage rentals

When is the best time to visit Dennis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$290 CAD$263 CAD$286 CAD$281 CAD$299 CAD$362 CAD$436 CAD$418 CAD$337 CAD$279 CAD$256 CAD$277 CAD
Avg. temp0 °C0 °C3 °C7 °C12 °C17 °C21 °C21 °C18 °C13 °C8 °C3 °C

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 $84 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!

Destinations to explore