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Vacation rentals with a kayak in Greenport West

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Top-rated kayak rentals in Greenport West

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A beachfront house with a wooden exterior is depicted, featuring multiple windows adorned with green planters. Soft sand covers the area in front, leading to the water, which reflects the clear blue sky. A small chair is visible on the sand, emphasizing the serene beach setting.

Home in North Fork

4.89 out of 5 average rating, 27 reviews

The Sandy Shack - Coastal Escape

Escape to your own private oasis at this charming beach house in Greenport. This beachfront home offers views of the ocean in every room. Inside, the living space gives plenty of natural light and sitting areas. The kitchen has everything you need to cook for family & friends. There are 4 beds to choose from, which can sleep 6 total. Outside, enjoy your own private beach as well as kayaks to use at your leisure. Located next to Greenport's best restaurants and wineries, book your stay today!

An aerial view provides insight into the waterfront cottage's layout, showcasing the grassy yard surrounding the home. A patio area with seating is visible, alongside a garden shed and trees offering shade. The peaceful lake borders the property, enhancing the serene environment.

Home in North Fork

4.89 out of 5 average rating, 37 reviews

Waterfront NoFo Cottage w/ public beach access

Enjoy this waterfront cottage overlooking Marion Lake surrounded by lush landscape and wildlife. Experience the local Vineyards, take a leisurely stroll in downtown Greenport, ferry to Shelter Island, drive to Orient, or discover local hiking trails. Savor the culinary delights at the area's great restaurants, with fresh seafood and farm-to-table dining. Nestled between Greenport and Orient Point, East Marion provides access to all the North Fork has to offer. Rental Permit #1060

Top guest favorite

A waterfront home is seen with a spacious deck overlooking the calm water. Lush trees frame the property, and a boat is docked nearby. The house features large windows and multiple outdoor seating areas, blending into the natural surroundings.

Home in Southampton

4.98 out of 5 average rating, 103 reviews

Breezy Waterfront Home With private Dock

This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

Top guest favorite

A bright living area showcases a comfortable leather sofa paired with a colorful accent chair. Large windows allow natural light to fill the space, while a small globe and decorative items add a touch of character. Wooden floors complement the cozy atmosphere.

Cottage in Groton

4.96 out of 5 average rating, 328 reviews

Charming Historic Schoolhouse on Mystic River

Enjoy stunning Mystic River views from this newly renovated 1BR/1Bath historic schoolhouse. Originally built in 1857 as a one-room school and later relocated, this charming retreat blends historic charm with modern comfort. Thoughtfully furnished to honor its past, it offers a cozy, inviting space for families or couples, to relax and explore Mystic’s rich history, scenic beauty, and waterfront attractions. Perfect for a memorable getaway in a storied New England setting.

Top guest favorite

The beachfront home features a wrap-around balcony and large windows that provide views of the shore. The exterior is surrounded by a stone wall and sandy beach, with a staircase leading down to the water from the deck.

Home in North Fork

5 out of 5 average rating, 14 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

An oceanfront space features a kayak positioned on the floor, with sunlight illuminating the area. The backdrop showcases expansive views of the water and sky, complemented by picnic tables set outside, visible through large windows. Stairs lead to an upper level, enhancing accessibility.

Home in Woodmont

4.96 out of 5 average rating, 108 reviews

Oceanfront Retreat: Modern Beach House

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Top guest favorite

A serene riverfront retreat is displayed with a spacious outdoor deck and patio area. The home features large windows allowing natural light, greenery surrounding the property, and a floating dock accessible from the water, creating a peaceful and inviting outdoor atmosphere.

4.98 out of 5 average rating, 285 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

Top guest favorite

The exterior of a two-story, grey-shingled building is showcased, featuring multiple windows aligned symmetrically. A well-maintained garden with colorful flowers and greenery surrounds the entrance, which includes a modest front door. A gravel path leads to the property, set against a cloudy sky.

Cottage in Clinton

4.98 out of 5 average rating, 106 reviews

Guest House at the Marina

Traveling nurses, academic rentals happily considered! A beautiful, modern one bedroom apartment on the second floor with a gorgeous view of the Indian River and tidal marsh. It is 600 sq feet, completely renovated, with a queen size bed, a well-appointed kitchen & bathroom. Walking distance to the Clinton train station. Stays in-season include use of 2 kayaks or SUPs per day (2 hours) provided by Indian River Kayak from Memorial Day to Labor Day.

Top guest favorite

A sunlit porch area features a spacious bed adorned with a white quilt and colorful accent pillows. A striped rug lies on the floor, while wicker furniture and large windows create an airy atmosphere. Natural light fills the space, offering views of the outdoors.

Cottage in Guilford

4.94 out of 5 average rating, 274 reviews

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Top guest favorite

A sunset view over Jordan Cove is captured, showcasing vibrant pink and orange hues blending into the evening sky. The American flag gently flutters in the foreground, while the calm water reflects the colorful display, creating a serene atmosphere.

Home in Waterford

4.95 out of 5 average rating, 119 reviews

Coastal New England Waterfront Home-The Reed House

The Reed House – Waterfront Getaway in Waterford, CT Enjoy the best of both relaxation and adventure at The Reed House, located in the peaceful Pleasure Beach neighborhood of Waterford. This charming home offers breathtaking views of Jordan Cove and is just steps away from the beach, making it the ideal retreat for families, friends, or anyone looking to unwind by the water..

Top guest favorite

A traditional New England-style house features a front porch supported by white columns. Two white chairs and a small table are arranged on the porch, complemented by a dark front door. Large windows allow natural light to fill the space, surrounded by green landscaped areas.

Cottage in Shelter Island

4.97 out of 5 average rating, 115 reviews

3 Bedroom Cottage Gem

Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...

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Popular amenities for Greenport West kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

A spacious lawn is surrounded by mature trees, providing shade and greenery. A vintage home is visible, with outdoor seating and a grill setup nearby. Gravel paths lead through the property, inviting exploration of the shared outdoor space.

Home in Rocky Point

4.88 out of 5 average rating, 248 reviews

The Katalpa House -by the beach

A spacious deck extends toward the water, featuring a railing that offers unobstructed views. The surface is light-colored, and the ocean sparkles in the background. The sandy beach is visible to the left, providing a serene setting for relaxation.

Home in East Haven

4.96 out of 5 average rating, 104 reviews

Cozy Beach - Direct Waterfront!

Top guest favorite

A staircase leading upward is complemented by wooden railings, with a canoe suspended overhead. Natural light filters through a window at the top of the stairs, illuminating the warm tones of the wood and the walls.

Home in Old Mystic

5 out of 5 average rating, 109 reviews

Waterfront Retreat on the Mystic River

A spacious outdoor area features a heated gunite pool surrounded by a wooden deck. A modern black house is visible in the background, with large windows and a covered seating area. Lush greenery frames the scene, creating a serene environment.

Home in East Hampton

4.85 out of 5 average rating, 55 reviews

Cedar Hot Tub, Suana, Heated Pool walk to water

Top guest favorite

A two-story home features a light-colored exterior with traditional shutters and a welcoming front porch. The yard is neatly landscaped with greenery and flowers. A wooden deck is visible at the back, providing an inviting outdoor space.

Home in Old Saybrook

4.96 out of 5 average rating, 131 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Top guest favorite

A scenic waterfront terrace is framed by natural rock formations and lush greenery. An umbrella provides shade over a seating area featuring two Adirondack chairs and a small table, all offering unobstructed views of the water and boats in the distance.

Home in Guilford

5 out of 5 average rating, 18 reviews

Mulberry Seaside Cottage

Top guest favorite

A pair of bicycles, one blue with a wicker basket and one red, are positioned on sandy terrain. Dark, dramatic clouds loom overhead, while a kite soars against a backdrop of sunset hues. The scene captures the coastal atmosphere, with the beach visible in the distance.

Home in Old Saybrook

5 out of 5 average rating, 61 reviews

Great Hammock Getaway | Beaches, Views & Hot Tub

The modern villa is depicted from an aerial view, showcasing its unique architectural design. The exterior features soft curves and a light-colored façade, harmoniously blending with the surrounding greenery. A wooden walkway leads to the entrance, emphasizing its connection to the natural landscape.

Home in Deep River

4.86 out of 5 average rating, 81 reviews

Starship River Views: Dates Just Newly Released

Cottage rentals with a kayak

A spacious great room is highlighted by a cathedral ceiling with exposed wooden beams. Comfortable sofas frame a central coffee table, while large windows provide natural light, accentuated by sheer white curtains. A cozy reading nook is positioned against the wall, complemented by a variety of books.

Cottage in North Fork

5 out of 5 average rating, 22 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

A bright living room area features two light blue sofas, complemented by decorative pillows with coastal themes. A white coffee table sits in the center, showcasing a decorative bowl and a remote. Wooden flooring adds warmth to the inviting space.

Cottage in East Lyme

4.99 out of 5 average rating, 76 reviews

Little Gem Waterfront beach home/ cottage

Top guest favorite

An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.

Cottage in Guilford

4.99 out of 5 average rating, 107 reviews

Waterfront Joshua Cove Cottage with private beach.

A light-colored boat is anchored in calm water, surrounded by lush greenery. Reflections of the boat can be seen on the still surface, while distant homes are visible along the shoreline under a clear blue sky.

Cottage in Southampton

4.87 out of 5 average rating, 91 reviews

Waterfront Beach Home & Garden —AC, BBQ, Kayaks!

Top guest favorite

The image features a serene waterfront scene, highlighting a private dock that extends over the calm water. A cozy seating area is visible on the deck, surrounded by lush greenery. In the background, a spacious cottage is framed by tall trees, providing a peaceful retreat.

Cottage in North Fork

4.98 out of 5 average rating, 50 reviews

Stunning waterfront modern farmhouse with dock.

Aerial view of a tranquil waterfront landscape featuring numerous small islands and rocky shorelines. The serene blue waters reflect sunlight, and a few scattered trees dot the land, enhancing the natural beauty of the coastal environment.

Cottage in Guilford

4.86 out of 5 average rating, 43 reviews

Your own Thimble Islands private cottage!

Top guest favorite

A wooden dock extends into calm waters, featuring an orange kayak secured alongside. Lush greenery surrounds the area, with a bright sun shining overhead and a charming cottage visible in the background, framed by trees.

Cottage in North Fork

5 out of 5 average rating, 26 reviews

The Bay Breeze

Top guest favorite

A modern kitchen is presented with sleek cabinetry and stainless steel appliances. A large island with a marble countertop is surrounded by several cushioned stools. Natural light floods in from a nearby window, illuminating a small vase of blue hydrangeas on the island.

Cottage in North Fork

5 out of 5 average rating, 45 reviews

Renovated 2-Bedroom Cottage on the North Fork

Other vacation rentals with a kayak

Top guest favorite

A charming exterior of a single-story house is presented with light gray siding and a striking teal door. Surrounding landscaping includes vibrant blue hydrangeas and a gravel driveway, leading to a serene view of the nearby grassy area and trees in the distance.

Home in Clinton

5 out of 5 average rating, 11 reviews

Bliss by the Sea - Cozy Beachside Escape

A private entrance is visible, featuring a light-colored wooden walkway leading to a white door. Flanking the entrance are two lattice panels with flowering plants beneath. Garden beds are arranged with green foliage and ornamental flowers, enhancing the welcoming atmosphere.

Guest suite in North Fork

4.79 out of 5 average rating, 42 reviews

Garden Studio with private entrance

The lake house features a spacious deck overlooking the water, with a private dock extending into the lake. Surrounded by lush greenery, the home has multiple outdoor seating areas and provides easy access to kayaks and boats, enhancing the scenic lakeside environment.

Home in Clinton

4.88 out of 5 average rating, 25 reviews

Boulder Lake House Retreat

Top guest favorite

A two-story house is set on a well-maintained lawn, featuring a paved driveway that leads to a garage. A pathway lined with shrubs directs attention to the inviting entrance with double doors, framed by decorative plants under a clear blue sky.

Home in North Fork

5 out of 5 average rating, 27 reviews

Peaceful Guesthouse

Aerial view captures the scenic shoreline and marina, with the quaint town of Niantic visible nearby. The image highlights the calm water, vibrant community spots, and access to local attractions. A clear path leads from the residential area towards the water, inviting exploration.

Home in Waterford

5 out of 5 average rating, 8 reviews

Waterfront CT Coast Niantic

Top guest favorite

The floating unit, Harbor View Landing, is showcased against a colorful sunset, reflecting on calm water. Warming hues of orange and purple fill the sky, while the contemporary structure features large glass windows and a spacious deck, inviting views of the serene surroundings.

5 out of 5 average rating, 23 reviews

Harbor View Landing - Mystic, CT - The Patriot

Top guest favorite

An outdoor deck features a large dining table surrounded by multiple chairs, shaded by a sun umbrella. In the background, beach chairs and an umbrella are set on the sand, with calm waters extending toward the horizon.

Home in North Fork

5 out of 5 average rating, 29 reviews

Hang by the (Chel)SEA

Top guest favorite

An outdoor pool area features a rectangular swimming pool surrounded by a stone patio. Two lounge chairs with cushions are positioned beside a small glass-top table under a large umbrella. Lush greenery and trees provide a natural backdrop in the distance.

Guesthouse in Westhampton

4.98 out of 5 average rating, 50 reviews

The “Birdy” Guest house

Quick stats about vacation rentals with a kayak in Greenport West

Total rentals
20 properties
Nightly prices starting at
R5,247 ZAR before taxes and fees
Total number of reviews
530 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore