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Vacation rentals with a kayak in Dennis

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Vacation rentals for every style

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Popular amenities for Dennis kayak rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a kayak

Superhost
An inviting exterior view of the home features a well-maintained façade with light gray siding. A charming window with divided panes allows natural light to illuminate the interior, while a wooden fence surrounds a landscaped area with shrubs and flowering plants.
Home in South Dennis
4.6 out of 5 average rating, 35 reviews

Comfy Family Oasis ~ Games, Backyard, BBQ

Top guest favorite
Two white Adirondack chairs are positioned on a sandy beach area by Wequaquet Lake, facing calm waters. A swan glides gracefully in the distance, surrounded by greenery. The serene landscape offers a sense of tranquility, ideal for relaxation.
Home in Barnstable
4.98 out of 5 average rating, 48 reviews

Private Lake Beach | Spectacular Views & Amenities

Top guest favorite
An outdoor space featuring a fire pit surrounded by Adirondack chairs, set on a grassy area. In the background, a two-story house is visible with a staircase leading to the second floor deck, nestled among trees.
Home in South Yarmouth
5 out of 5 average rating, 16 reviews

Amazing Mid-Cape Home, 5 Bedroom, 3 Bath, A/C

Guest favorite
Home in Dennis Port
5 out of 5 average rating, 7 reviews

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

Guest favorite
Home in South Yarmouth
4.94 out of 5 average rating, 36 reviews

LUXURY WATERFRONT HOME - Private Dock - Near Beach

Superhost
An aerial view of a charming single-story home surrounded by lush greenery, featuring a well-maintained lawn and a spacious driveway. The house is complemented by landscaped gardens, and nearby trees provide a natural backdrop. The community setting is lightly wooded, adding to the tranquil atmosphere.
Home in South Yarmouth
4.88 out of 5 average rating, 8 reviews

Serenity by Bass River: Your Ultimate Cape Cod

Top guest favorite
A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.
Home in Wareham
4.99 out of 5 average rating, 90 reviews

Sunset Cove Beach

Top guest favorite
A spacious, newly constructed home is showcased with a dark blue exterior and white accents. The façade features a prominent front porch with chairs and a large garage. A gravel driveway leads to the entrance, framed by a lush green lawn and trees.
Home in Oak Bluffs
4.97 out of 5 average rating, 36 reviews

The Blue Lagoon, Oak Bluffs

Cottage rentals with a kayak

Guest favorite
A spacious wooden deck features a single folding chair, providing a comfortable spot to relax. In the background, a scenic view of the tranquil lake is visible, surrounded by green trees under a clear blue sky.
Cottage in Falmouth
4.86 out of 5 average rating, 111 reviews

Spectacular Beach- front home, includes linen

Top guest favorite
A well-maintained pathway leads to a serene cottage entrance, flanked by lush greenery and landscaped beds. A stone water feature creates a calming ambiance, while lounge chairs are positioned nearby for relaxation. Sunlight filters through the trees, enhancing the tranquil outdoor setting.
Cottage in North Eastham
5 out of 5 average rating, 50 reviews

Cape Cottage Escape

Top guest favorite
The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.
Cottage in Marion
4.99 out of 5 average rating, 183 reviews

Little Boho Retreat by the Beach

Guest favorite
A circular seating area contains five Adirondack chairs in various colors, arranged around a firepit. The space is surrounded by trees, with a view of the lake visible in the background, providing a serene outdoor spot for relaxation.
Cottage in Harwich
4.88 out of 5 average rating, 33 reviews

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

Superhost
A serene waterfront scene captures the tranquil water reflecting a gradient of colors from sunset. Soft hues of orange and pink blend into deep blue, while silhouettes of distant trees line the horizon, enhancing the peaceful atmosphere.
Cottage in Pocasset
4.81 out of 5 average rating, 125 reviews

* Rustic Cape Cod Captain's Quarters Cottage

Guest favorite
The cottage exterior is showcased, featuring a charming purple façade with black shutters. A landscaped yard with a gravel pathway leads to a private deck area. Surrounding greenery includes trees and shrubs, creating a tranquil outdoor setting.
Cottage in Brewster
4.94 out of 5 average rating, 16 reviews

Modern Cottage on 6 Acres -Walk to Beach and 6A!

Superhost
A spacious deck area features a wooden railing overlooking a private lake. The calm water reflects the surrounding greenery, with a dock visible in the distance. Outdoor furniture is arranged nearby, offering a place to relax and enjoy the tranquil setting.
Cottage in Wareham
4.85 out of 5 average rating, 159 reviews

Onset beach, Cape code.Private Waterfront cottage

Superhost
A serene view of the ocean at sunset is presented, with soft pink and purple hues reflecting on the calm water. A rocky jetty is visible extending into the water, leading toward the tranquil shoreline.
Cottage in Dennis Port
4.9 out of 5 average rating, 49 reviews

Ocean Front Cottage

Other vacation rentals with a kayak

Top guest favorite
Home in Sandwich
4.99 out of 5 average rating, 89 reviews

"Cape Escape" luxury home w/pool & beach access.

Superhost
A bright and airy living space features large windows offering views of the ocean. A blue sofa and woven chairs provide seating options, while a dining table with wooden chairs is set for meals. Natural light fills the room, highlighting the coastal decor.
Apartment in Harwich Port
4.73 out of 5 average rating, 113 reviews

Cape Cod Cozy Beachfront 1 bedroom Cottage

Top guest favorite
The exterior view showcases a waterfront property with a spacious backyard. Red Adirondack chairs surround a fire pit, inviting relaxation. Two kayaks are visible on the water, and the serene landscape is complemented by soft evening light reflecting off the water.
Home in Buzzards Bay
4.97 out of 5 average rating, 64 reviews

Oceanfront | Firepit | Gameroom | Pets | Kayaks

Guest favorite
The sunlit living area features vaulted ceilings and exposed wooden beams. Two cozy sofas are arranged around a central coffee table on a decorative rug. Light flows through large windows, enhancing the inviting atmosphere. A small dining table is positioned in the background for additional seating.
Home in Brewster
5 out of 5 average rating, 6 reviews

NEW! Water Views + Dog Friendly Cape Cod Retreat

Superhost
A cozy game room features a high, wooden-beamed ceiling and ample natural light from large windows. Comfortable bean bags and a sofa provide seating near a coffee table and foosball game. A wall-mounted TV adds entertainment options to this inviting space.
Home in Orleans
4.89 out of 5 average rating, 9 reviews

Private Beach - 3 bedroom

Guest favorite
An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.
Condo in Brewster
5 out of 5 average rating, 84 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Guest favorite
Home in Barnstable
4.8 out of 5 average rating, 15 reviews

Private Waterfront Haven: New! Linens Included!

Top guest favorite
A spacious wooden deck is surrounded by trees, offering a serene view of the natural landscape. A small round table with drinks is set between two folding chairs. A gas grill is positioned against a wooden railing, with sunlight filtering through the foliage.
Apartment in Barnstable
4.94 out of 5 average rating, 54 reviews

Studio Apartment

Quick stats about vacation rentals with a kayak in Dennis

  • Total rentals

    110 properties

  • Nightly prices starting at

    $140 before taxes and fees

  • Total number of reviews

    7.1K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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