Cottage vacation rentals in Dennis

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.

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.

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.

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.

4.96 out of 5 average rating, 150 reviews

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

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

4.98 out of 5 average rating, 220 reviews

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

★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

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.

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!

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.

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

4.99 out of 5 average rating, 131 reviews

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

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!

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.

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.

4.88 out of 5 average rating, 468 reviews

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

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!

4.96 out of 5 average rating, 103 reviews

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

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.

4.9 out of 5 average rating, 134 reviews

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

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.

4.97 out of 5 average rating, 115 reviews

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

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.92 out of 5 average rating, 302 reviews

The cottage, surrounded by mature landscaping, is located near a private beach. A sandy expanse is visible in the background, highlighting the close proximity to the shore. Nearby structures exhibit a rustic charm, contributing to the serene beach environment.

Cottage in Sandwich

Hideout at Water's Edge, 131 North Shore Blvd, #4

Cottage in Orleans

4.93 out of 5 average rating, 30 reviews

Modern 1 bedroom cottage on 2 acres of waterfront.

The open kitchen features modern cabinetry with ample storage and stainless steel appliances. A large island with bar seating is complemented by a dining area. Natural light fills the space through a nearby door leading to the outdoor area.

5 out of 5 average rating, 12 reviews

Willows Main House

A shaded outdoor dining area is present, featuring a red patterned tablecloth over a circular table. Two white chairs are positioned alongside the table, with a striped umbrella providing protection from the sun. A grassy yard and wooden fencing serve as the backdrop.

4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

Superhost

Cottage in Onset

4.7 out of 5 average rating, 44 reviews

The Crab Cottage@The Compound Beach Resort Habitat

4.88 out of 5 average rating, 34 reviews

A view from the dock extends across the calm water of Sand Pond, with lush trees lining the opposite shore. The clear blue sky is reflected in the water, creating a tranquil atmosphere. Two wooden posts stand towards the edge of the dock.

Cottage in Harwich

Lakeside Waterfront House in Harwich: 4+beds, 3bth

Superhost

An outdoor area features white Adirondack chairs arranged around a stone fire pit, filled with firewood. The scene overlooks a calm river lined with trees, under a clear blue sky. A boat is visible in the distance, enhancing the waterfront view.

Cottage in Mashpee

4.85 out of 5 average rating, 40 reviews

The Front Cottage: Waterfront/Dock/Hot tub

Pet-friendly cottage rentals

4.97 out of 5 average rating, 265 reviews

Cottage in Bourne

Beach Cottage, without going over bridges to Cape!

4.93 out of 5 average rating, 125 reviews

The exterior of the cottage features a raised deck with a lattice design, offering a clear view of the entrance. Brightly colored umbrellas and planters add subtle touches to the space. A gravel pathway leads to the stairs, surrounded by greenery.

Cottage in Bourne

Buzzards Bay - Beach Bungalow

4.79 out of 5 average rating, 118 reviews

The charming beach cottage features a light-colored exterior with multiple windows, framed by lush greenery and well-maintained bushes. A grassy lawn leads to the entrance, with a clear path visible and surrounding trees providing a natural backdrop.

Cottage in Bourne

Adorable Gray Gables Beach Cottage

4.93 out of 5 average rating, 188 reviews

A cozy cottage is framed by tall trees, showcasing a landscaped yard with a mix of grass and small shrubs. The home features a light-colored exterior with dark shutters and a welcoming front porch with steps leading up to the entrance.

Cottage in Chatham

Cape Cod Classic Cottage Near Forest Beach

4.96 out of 5 average rating, 152 reviews

Soft waves gently lap against smooth stones along a sandy beach. The tranquil water reflects the pastel hues of the sky, creating a serene coastal scene. In the distance, small waves ripple towards the horizon.

Cottage in Plymouth

Coastal Cottage — 7 min walk to private beach

4.99 out of 5 average rating, 138 reviews

A cozy living area is highlighted by a stone fireplace, contributing to the room's warmth. A light-colored sofa and a decorative throw are arranged atop a patterned rug. Natural light enters through windows, enhancing the inviting space with a relaxed atmosphere.

Cottage in West Yarmouth

Charming cape cod cottage

4.98 out of 5 average rating, 326 reviews

A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.

Cottage in Pocasset

Upper Cape Cozy Cottage

4.8 out of 5 average rating, 121 reviews

A recreational area is presented, featuring a large wooden pool table at its center. Nearby, an air hockey table is visible. Comfortable seating is arranged along a wall with a mix of light and pastel colors, contributing to the spacious layout.

Cottage in Barnstable

Koi pond ranch w. Game room near the lake

Private cottage rentals

The cottage exterior is showcased, featuring a shingled facade and a welcoming front porch. Colorful flowers and greenery line the pathway leading to the entrance, while a sign details the property's name. A clear blue sky complements the inviting appearance of the home.

4.98 out of 5 average rating, 55 reviews

Steps to the Beach, Ocean View Dennisport Cottage

4.94 out of 5 average rating, 50 reviews

Cottage in East Dennis

Perfect, modern cottage with all you need to relax

4.94 out of 5 average rating, 16 reviews

3 bedroom Cape Escape!

A cozy living area is presented with a comfortable sofa and nautical-themed decor. Fresh blue curtains frame the windows, allowing natural light to fill the space. A dining table is visible, accompanied by a well-equipped kitchenette featuring light blue cabinets and modern appliances.

4.97 out of 5 average rating, 89 reviews

Stone's Throw #1 *Steps to the Beach*

4.98 out of 5 average rating, 96 reviews

The exterior of the beach house displays a welcoming porch adorned with two light blue Adirondack chairs and a small table. A bird feeder hangs nearby, while a decorative lantern and a birdbath provide additional charm. The entryway features a bright yellow door with a sign reading 'Cottage.'

Cottage in North Eastham

Cottage Getaway walk to beach

An expansive view of the ocean is captured from the shore, with soft waves gently lapping at the sand. Clouds interplay with sunlight, creating a serene atmosphere. A rocky formation extends along the beach, adding a natural element to the coastal scenery.

4.84 out of 5 average rating, 32 reviews

Beach House Getaway 40 Steps To The Beach

5 out of 5 average rating, 8 reviews

A charming cottage is surrounded by lush gardens filled with blooming hydrangeas. The property features a well-maintained lawn, neatly edged flower beds, and mature trees, creating a serene outdoor setting. The roof and siding are painted in soft hues, complementing the vibrant landscape.

Cottage in Yarmouth Port

"Wharf Cottage" Idyllic Cape in Yarmouth Port