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Vacation rentals with a kayak in Brewster

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brewster 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

Guest favorite
The exterior of the house showcases a wooden facade framed by lush greenery. A large wooden deck extends from the back, furnished with chairs, ideal for relaxation. Sunlight filters through the trees, highlighting the serene outdoor space.
Home in Yarmouth Port
4.88 out of 5 average rating, 166 reviews

* Walk to the beach - Swiss Beach House! *

Guest favorite
The classic residence features a sandy-colored exterior with a peaked roof and prominent chimney. A well-maintained lawn surrounds the entrance, which includes a porch with seating. Two garages are visible, and an American flag adds a touch of character to the welcoming facade.
Home in Harwich
4.97 out of 5 average rating, 35 reviews

Large Family Home on Long Pond - Harwich

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

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
A calm freshwater pond is surrounded by lush greenery and tall trees. A float is visible on the water, providing a serene spot for relaxation. Lilypads are scattered across the surface, reflecting the clear blue sky.
Home in Chatham
4.91 out of 5 average rating, 93 reviews

Spacious studio on lovely pond in Chatham

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

Superhost
The exterior of the house showcases a wood-shingled façade and a red door, providing a contrasting accent. A spacious deck holds a set of five outdoor chairs around a small table, ideal for al fresco dining. Clear skies and scattered clouds form the backdrop.
Home in Brewster
4.78 out of 5 average rating, 37 reviews

Cape Cod Escape Pet Friendly Hot Tub Sleeps 10

Cottage rentals with a kayak

Superhost
A hammock is suspended between two trees, providing a relaxing vantage point over a calm bay. The water reflects the clear sky, while greenery frames the serene landscape. The distant shore showcases patches of sandy beach among clusters of trees.
Cottage in Wellfleet
4.71 out of 5 average rating, 17 reviews

Waterfront Cape Cottage by Wellfleet’s TOP Beaches

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, 51 reviews

Cape Cottage Escape

Superhost
A sandy beach area is viewed, featuring four white Adirondack chairs arranged to overlook a calm lake. Various boats, including kayaks and a sailboat, are visible on the water. Lush green foliage surrounds the scene, enhancing the natural setting.
Cottage in Barnstable
4.83 out of 5 average rating, 30 reviews

Historic Lakehouse w/PRIVATE beach, boats and SUPs

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
The exterior of the condo duplex is showcased, featuring a shingle-style façade, a welcoming porch with a white door, and large windows. Lush greenery, including shrubs and a small tree, surrounds the entrance, enhancing the inviting appearance of the property.
Cottage in Brewster
4.85 out of 5 average rating, 13 reviews

Cottage near bay beach- 1 Bd/1Ba

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!

Guest favorite
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

Top guest favorite
A wooden staircase leads down through lush greenery to a sandy beach, where the gentle waves meet the shore. The clear blue water stretches into the horizon under a bright sky, inviting visitors to enjoy the coastal atmosphere.
Cottage in Plymouth
4.98 out of 5 average rating, 82 reviews

Plymouth Cozy Cottage Hot Tub Private Beach

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.

Top guest favorite
Home in Mashpee
5 out of 5 average rating, 20 reviews

Swan nest escape

Top guest favorite
A spacious living area features high ceilings and large windows, creating an open atmosphere. A comfortable arrangement of sofas and armchairs provides ample seating. A fireplace with a decorative mantel is situated against a soft blue wall, complemented by a natural woven coffee table.
Home in Chatham
5 out of 5 average rating, 23 reviews

Make some wonderful memories at Red Door Retreat

Guest favorite
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, 114 reviews

Cape Cod Cozy Beachfront 1 bedroom Cottage

Guest favorite
A wooden deck extends from the house, featuring a seated area with an Adirondack chair. Expansive views of the ocean and shoreline are visible, framed by low coastal vegetation and a wooden fence. A clear sky with scattered clouds creates a serene backdrop.
Home in Plymouth
4.96 out of 5 average rating, 28 reviews

Oceanfront Home on Cape Cod Bay with Beach Access

Top guest favorite
A serene view of a freshwater pond is captured, with gentle ripples reflecting the clear blue sky. Leafless trees frame the scene, adding a touch of nature's beauty. Lush greenery can be seen in the distance, showcasing the peaceful surroundings.
Home in North Eastham
4.97 out of 5 average rating, 35 reviews

Cozy Cape Stay! bike path, beaches, water view!

Top guest favorite
A spacious living area features a sectional sofa adorned with decorative pillows, positioned near a fireplace with a large wall-mounted TV above it. The room’s blue walls complement a dining space visible in the background, showcasing a round dining table surrounded by upholstered chairs.
Home in New Seabury
5 out of 5 average rating, 35 reviews

Beach/Dining |Fully Renovated| Fire Pit| King Bed!

Guest favorite
A wooden boardwalk extends towards the calm ocean, framed by a sandy beach and gentle blue waves. Smooth rocks accompany the path, and the sky is clear with wispy clouds, creating a serene coastal scene.
Home in Plymouth
5 out of 5 average rating, 55 reviews

The Quarterdeck | Oceanfront Fun for All Ages

Quick stats about vacation rentals with a kayak in Brewster

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ551 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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