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Cottage vacation rentals in Dennis

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Dennis cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Guest favorite
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
4.92 out of 5 average rating, 276 reviews

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

Guest favorite
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.
Cottage in Dennis Port
5 out of 5 average rating, 10 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.
Cottage in Dennis Port
4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

Superhost
The exterior of the house is viewed from the shore, featuring a grassy area with purple loungers positioned by the water. The house, with its light-coloured siding and multiple windows, overlooks a calm pond surrounded by trees and nearby residences.
Cottage in Onset
4.68 out of 5 average rating, 40 reviews

The Crab House @ The OBC Beach Resort and Habitat

Guest favorite
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
4.88 out of 5 average rating, 33 reviews

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, 38 reviews

The Front Cottage: Waterfront/Dock/Hot tub

Pet-friendly cottage rentals

Top guest favorite
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
4.99 out of 5 average rating, 96 reviews

Hobbit Cottage with Marsh View

Top guest favorite
Cottage in Sagamore
4.97 out of 5 average rating, 252 reviews

Beach Cottage, without going over bridges to Cape!

Guest favorite
The exterior of a seaside cottage is presented, featuring white siding and blue shutters. A clear pathway leads to the front steps, surrounded by well-maintained landscaping, including shrubs and a tree. A lamp post stands near the entrance, enhancing the home's welcoming appearance.
Cottage in Dennis
4.88 out of 5 average rating, 75 reviews

Escape to the Cape! Close to Mayflower Beach!

Superhost
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
4.93 out of 5 average rating, 183 reviews

Cape Cod Classic Cottage Near Forest Beach

Guest favorite
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 South Yarmouth
4.97 out of 5 average rating, 131 reviews

Sept/Oct Avail* Walk 7/10 mile to Beaches

Superhost
A single-story cape cottage is set against a clear blue sky, featuring a light blue exterior and white trim. The landscaped front yard is adorned with shrubs and flowers, while a welcoming front door stands at the center, flanked by symmetrically placed windows.
Cottage in South Yarmouth
4.85 out of 5 average rating, 86 reviews

Offseason Monthly Rental 50% Off! - Dog Friendly

Superhost
A dock is shown by the tranquil lake, featuring three metal lounge chairs positioned for relaxation. A small white boat is moored nearby, while a person is seen paddling in a kayak a short distance from the dock. Surrounding nature adds to the serene atmosphere.
Cottage in Wareham
4.85 out of 5 average rating, 160 reviews

Onset beach, Cape code.Private Waterfront cottage

Guest favorite
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.
Cottage in Harwich Port
4.9 out of 5 average rating, 87 reviews

Cozy Storybook Cottage-Cape Charm, Dog Friendly

Private cottage rentals

Guest favorite
The cottage's exterior is framed by lush greenery, featuring a spacious deck with a large blue umbrella and picnic table. Vibrant flower pots add color, while stepping stones lead towards the entrance, inviting guests to enjoy the peaceful surroundings.
Cottage in North Eastham
4.91 out of 5 average rating, 233 reviews

Classic Cape Cod Cottage

Guest favorite
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

Guest favorite
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.
Cottage in Dennis Port
4.84 out of 5 average rating, 31 reviews

Beach House Getaway 40 Steps To The Beach

Guest favorite
The cottage is set amidst lush gardens, featuring a wooden archway adorned with hanging planters and red flowers. A stone pathway leads up to the charming entrance, surrounded by vibrant greenery and trees under a clear blue sky.
Cottage in North Eastham
4.99 out of 5 average rating, 224 reviews

The Salt Pond Cottage

Top guest favorite
A charming fisherman's cottage is surrounded by lush greenery and well-maintained landscaping. The exterior features a yellow facade with a screened-in porch, red accents, and a stone pathway leading to the entrance. Sunlight filters through the trees, creating a serene outdoor setting.
Cottage in Dennis
4.96 out of 5 average rating, 24 reviews

Walk to Beach, Lake & Downtown

Superhost
A serene view of a clear, spring-fed pond is visible, edged by lush greenery. A wooden dock extends into the water, inviting activities such as swimming or kayaking. Gentle waves ripple on the surface, reflecting the surrounding trees under a clear blue sky.
Cottage in Wareham
4.84 out of 5 average rating, 276 reviews

Cozy Cottage on a Private Pond

Guest favorite
A bright living area features a comfortable brown leather couch and a wooden dining table surrounded by white chairs. Large windows offer ocean views, and light filters in through sheer curtains. A decorative bowl sits at the center of the table, enhancing the inviting space.
Cottage in Dennis Port
4.83 out of 5 average rating, 60 reviews

Oceanfront 3 bedroom cottage with private beach

Guest favorite
The ocean front view features a rainbow arching over Cape Cod Bay, with a grassy area leading to the water. A swing set and a vehicle are visible in the foreground, while lush greenery borders the bay in the background.
Cottage in Plymouth
4.91 out of 5 average rating, 140 reviews

Ocean Front Cottage With A Million Dollar View

Quick stats about cottage rentals in Dennis

  • Total rentals

    200 properties

  • Nightly prices starting at

    R1,387 ZAR before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    180 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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