Cottage vacation rentals in Dennis Port

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.

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.

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.

A charming white cottage is surrounded by a well-maintained grassy yard, featuring a stone walkway leading to the front door. The exterior is complemented by large windows adorned with shutters, and a light chimney is visible on the roof, adding to the welcoming curb appeal.

4.85 out of 5 average rating, 119 reviews

Cozy & Bright Cape Cod Cottage- Walk to the beach!

Come enjoy all the Cape has to offer in this peaceful and conveniently located home. Half-mile walk to the ocean! You'll be just five minutes away from both downtown Harwich Port and Dennis Port. Spectacular hiking and kayaking can be found right down the road at Bells Neck and Herring River. With a spacious yard that is perfect for relaxing and a cozy living area, this is the perfect coastal home away from home. The cottage is equipped with central A/C, speedy internet, and an outdoor shower.

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, 277 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

Cottage in South Yarmouth

A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. The light wood floor complements the bright blue walls, while a flat-screen TV and a coffee table with remote sit within the space. Natural light filters through large glass doors, overlooking a private patio.

4.92 out of 5 average rating, 508 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

A charming cottage with a shingle exterior is framed by a vibrant yard. A white picket fence encloses flower beds, and a small patio features an umbrella for shade. A welcoming pathway leads to the front door, surrounded by greenery and a manicured lawn.

4.97 out of 5 average rating, 279 reviews

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.

4.95 out of 5 average rating, 397 reviews

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

4.96 out of 5 average rating, 251 reviews

Cottage in West Yarmouth

Cozy Coastal Cottage With Sprawling Sea Views

Take in endless views of the ocean walking up to this quaint cottage. Here, the pace is leisurely – sip coffee on the deck, watch the sunrise, and swim in the warm waters of Nantucket Sound just outside. We make changes yearly! A new marble bath was just installed! Close by is downtown Hyannis to shop and eat, mini golf, a water park, ferries to the islands, harbor tours, biking, and more. You will be at peace and filled with serenity staying here on Cape Cod. Can't wait to host you!

Cottage in South Yarmouth

An inviting seating area features two patterned armchairs and a comfortable couch. A round coffee table sits in the center, adorned with candles. Natural light filters through windows with white shades, illuminating the room's warm wood flooring and light green walls.

4.96 out of 5 average rating, 130 reviews

*Tiny Cottage* Dog Friendly*1/2 mile2beach

Welcome to Blue Heron Cottage We are Dog Friendly $20/night -pay after reservations are made. (No other pets allowed) ✅This tiny cottage is 450sq ft.- 1/2 mile walk to South Shore Beaches *Cozy 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. ✅There is another cottage on the premises

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.

Popular amenities for Dennis Port cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.92 out of 5 average rating, 293 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 East 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, 11 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!

4.96 out of 5 average rating, 142 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*

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

4.87 out of 5 average rating, 39 reviews

The Front Cottage: Waterfront/Dock/Hot tub

Pet-friendly cottage rentals

4.99 out of 5 average rating, 97 reviews

A charming cottage exterior is surrounded by lush green grass and vibrant flower boxes. The house features a shingle facade and windows adorned with traditional shutters. A tranquil garden area adds to the serene atmosphere, inviting guests to enjoy the peaceful surroundings.

Cottage in East Orleans

Hobbit Cottage with Marsh View

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.

4.93 out of 5 average rating, 188 reviews

Cape Cod Classic Cottage Near Forest Beach

4.85 out of 5 average rating, 255 reviews

The cottage exterior features a shingle facade with flower boxes adorned with colorful blooms. Two large windows provide natural light, while a wooden step leads to the entrance. The surrounding yard is well-kept, with green grass and vibrant hydrangeas adding to the inviting atmosphere.

Cottage in West Yarmouth

Charming Cottage near Beach and Ferry.

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

A charming cottage is set against a backdrop of flowering rose bushes and greenery. The light blue exterior features welcoming porch seating and a large umbrella. Seasonal decorations add a cheerful touch to the inviting entrance.

4.9 out of 5 average rating, 89 reviews

Cozy Storybook Cottage-Cape Charm, Dog Friendly

Superhost

The exterior of a white cottage is shown, featuring green accents and a welcoming front porch. Two green chairs and a small table are positioned in the yard, surrounded by greenery. Sunlight filters through the trees, creating a pleasant outdoor setting.

Cottage in South Yarmouth

4.85 out of 5 average rating, 27 reviews

McCormick Cottages - Efficiency

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

4.86 out of 5 average rating, 14 reviews

*Pond Views + Fire Pit + Pet Friendly

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

A cozy living area is highlighted by a blue sofa adorned with decorative pillows. Natural light floods in from a large window, accentuating the light-colored walls and dark wood flooring. A comfortable bench and a small chair complete the welcoming space.

5 out of 5 average rating, 18 reviews

Bright, beachy Cape retreat

4.94 out of 5 average rating, 16 reviews

3 bedroom Cape Escape!

The renovated windmill exterior showcases unique architectural features with a pointed roof and prominent wooden blades. A bright blue door is framed by a brick pathway, leading to a garden of blooming daffodils, offering a cheerful first impression.

4.95 out of 5 average rating, 76 reviews

Renovated Chatham Windmill! Walk to Beach/Town!

Superhost

A cozy living area features exposed wooden beams and natural light from a window. A small white coffee table rests on warm wooden flooring, and a television is positioned on an open shelf adorned with books and decor. Nearby, a green plant adds a touch of nature.

4.92 out of 5 average rating, 25 reviews

Cozy Summer Cottage w/ Water Access

The cottage exterior features a grey shingled facade and a welcoming front porch with multiple windows. A gravel driveway leads to the entrance, flanked by neatly landscaped grass and shrubs. An American flag decorates the entrance, enhancing the charming curb appeal.

4.98 out of 5 average rating, 56 reviews

Harwich Port Cottage, Close to Town & Beaches

The image depicts a wooden dock painted in red, extending into calm waters. Pillars frame the dock, and the surrounding landscape features soft marsh grasses. A cloudy sky reflects varying shades of blue and gray above, while a water tower and buildings are visible in the distance.

4.85 out of 5 average rating, 74 reviews

Near BEACH, WATER VIEW, SUNSETS-Swan River Cottage

A cozy living room features a light gray sectional sofa arranged around a brick fireplace. A flat-screen TV is mounted above the mantel, with nautical decor enhancing the space. Warm natural light filters through yellow curtains, complementing the blue accent wall.