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Vacation rentals with a kayak in Greenport West

Find and book unique kayak rentals on Airbnb

Quick stats about vacation rentals with a kayak in Greenport West

  • Total vacation rentals

    Explore 10 vacation rentals in Greenport West

  • Nightly prices starting at

    Greenport West vacation rentals start at ﺩ.ﺇ 1,506 per night before taxes and fees

  • Verified guest reviews

    Over 460 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Greenport West vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenport West rentals

  • 4.9 Average rating

    Greenport West stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated kayak rentals in Greenport West

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite
The image captures a spacious outdoor area featuring a large heated pool with a fountain and surrounding stone patio. Nearby, lounge chairs are arranged for relaxation, while a generous lawn stretches in the background, accompanied by a well-designed home nestled among trees.
Home in East Hampton

Sprawling Hamptons Estate with Hot Tub & Amenities

Spacious & private Hamptons Oasis. High speed WiFi. Family friendly. Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches

4.78 out of 5 average rating, 145 reviews
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

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

Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

4.97 out of 5 average rating, 146 reviews
Top guest favorite
A weathered wooden sign is attached to a large tree, directing visitors towards the beach. The sign is marked with the words 'TO THE BEACH' and is surrounded by a grassy area with additional trees in the background, offering a sense of calm and connection to nature.
Home in North Fork

The North Star: Greenport Waterview Beach Getaway

Welcome to our charming home in Greenport, NY. Right across the street from the private community beach! We are neighbors to the most famous wineries on the North Fork. 3 bedrooms, 2 baths, & a den that has a pull-out queen sleeper sofa. Private beach. Outdoor shower. Comes fully equipped with towels & linens. 2 miles from the town of Greenport. Perfect house for families/groups. DOG(s) FRIENDLY (w/ a pet fee) with fenced front yard & deck- sorry no cats! Looking for adults aged 30 or over.

4.96 out of 5 average rating, 69 reviews
Guest favorite
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 Greenport

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!

4.9 out of 5 average rating, 31 reviews
Guest favorite
A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.
Cottage in Milford

Cheerful 3 Bedroom Cottage with Fire Place

We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

4.88 out of 5 average rating, 109 reviews
Top guest favorite
Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

4.99 out of 5 average rating, 109 reviews
Guest favorite
A spacious living room is highlighted by a unique whale wall art piece and a cozy seating arrangement. A comfortable gray sofa is paired with a nautical-themed chair. Large windows allow natural light to fill the room, creating a welcoming atmosphere.
Home in New London

Beauty and the Beach!

Welcome to Beauty and the Beach, where you can come and relax with the whole family or come alone to get away from the busynesses of life! The property is located within an 8 minute walk to Ocean Beach Park and a block away from Alwife cove. With all year recreation. we are located within a short distance to: - Coast Guard Academy -Navy Sub Base -Mohegan Sun -Historic Mystic -Shopping and Great Dining Experiences! -Scenic hiking trails Come and embrace the New England Salty Life!

4.89 out of 5 average rating, 174 reviews
Guest favorite
A spacious backyard is framed by mature trees, featuring a fire pit surrounded by white Adirondack chairs. A children’s playground with swing set is visible nearby, while the home, illuminated by warm lights, stands invitingly in the background.
Villa in Southampton

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

5.0 out of 5 average rating, 113 reviews
Guest favorite
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.

4.87 out of 5 average rating, 137 reviews
Top guest favorite
A charming blue house is framed by lush green trees, with a welcoming front porch. Large windows invite natural light, while a white picket fence complements the tranquil outdoor setting. The spacious yard features vibrant grass, enhancing the peaceful atmosphere.
Home in Southold

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

𓇼Walk to the Beach! ༄Location: quiet oasis by nature preserve, vineyards, breweries, farm stands, restaurants + attractions, 5 min to Greenport Village + Southold 𓇼Firepit, outdoor dining with string lights, grill, beverage cooler ༄Equipped kitchen w/blender, coffee, waffle maker + more! 𓇼Bathrooms w/heated floors + a clawfoot soaking tub (Please note there is only 1 shower) ☼Family Friendly: Board games, packNplay, high chair, beach chairs + toys ༄Kayak + bikes 𓇼Smart TVs

4.97 out of 5 average rating, 59 reviews
Guest favorite
A spacious balcony extends along the side of the house, offering unobstructed views of the shimmering water. Weathered wooden benches provide seating, while the gentle waves can be observed lapping against the shore in the distance.
Home in North Fork

North Fork Sound Front Home with Pool

This Long Island Sound front property on nearly three acres of land with an inground, custom designed, gunite pool is the perfect vacation home. Walk down the ramp to your private beach for a kayak, paddle board or swim in the summer and enjoy a luxurious outdoor shower afterwards. In the fall and winter months, enjoy the extensive book collection and stay cozy by the fireplaces. Spacious and bright, this home has a unique aesthetic and can accommodate 8 guests comfortably.

4.89 out of 5 average rating, 44 reviews
Top guest favorite
Home in Old Saybrook

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook! Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.

5.0 out of 5 average rating, 103 reviews

Popular amenities for Greenport West kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Top guest favorite
The exterior features a charming facade with wooden shingles and a welcoming front porch. Two vibrant blue doors highlight the entrance, surrounded by blooming flower pots and neatly arranged greenery. White columns support the porch roof, enhancing the spacious feel of the entryway.
Home in Port Jefferson

Harborfront Star Walk to Harbor & Village

4.91 out of 5 average rating, 221 reviews
Top guest favorite
A spacious living area features a brick fireplace with a mounted television above. Light-colored sofas are arranged around a wooden coffee table. Natural light enters through large windows, with a dining area visible in the background. Decorative lanterns adorn a rustic table.
Home in Shelter Island Heights

Laid Back Relaxation

5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in North Fork

Lakefront NoFo Cottage, walkable to public beach

4.91 out of 5 average rating, 44 reviews
Guest favorite
A charming Italianate villa is framed by verdant trees and lush grass. The exterior, painted in soft hues, features a welcoming porch with decorative columns. A path leads through the manicured lawn towards the entrance, promoting a sense of tranquility in a private setting.
Home in North Fork

The Captain's Crib

4.96 out of 5 average rating, 56 reviews
Guest favorite
A spacious backyard is featured, with a circular stone fire pit surrounded by several colorful Adirondack chairs. Lush green grass extends towards a charming white house in the background, bordered by trees under a clear blue sky.
Home in Southold

Private Waterfront Access + Hot Tub + Scenic Yard

5.0 out of 5 average rating, 45 reviews
Guest favorite
Home in Southold

Coastal Cottage on the Water

4.9 out of 5 average rating, 41 reviews
Superhost
Home in Old Saybrook

White Bird Beachfront. Dock available extra.

4.88 out of 5 average rating, 40 reviews
Guest favorite
A serene waterfront scene captures a vibrant sunset, showcasing a blend of orange, pink, and purple hues reflected on calm water. A wooden dock extends into the water, while silhouettes of people can be seen engaging at the water's edge.
Home in Sag Harbor

Sag Harbor Village Waterfront Cottage

4.92 out of 5 average rating, 12 reviews

Cottage rentals with a kayak

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

Renovated 2-Bedroom Cottage on the North Fork

5.0 out of 5 average rating, 56 reviews
Top guest favorite
A serene waterfront scene captures a vibrant sunset reflecting on calm waters. Silhouetted trees line the background, while a private dock extends into the water, featuring a railing. Warm hues of orange and pink fill the sky, creating a peaceful ambiance.
Cottage in North Fork

Stunning waterfront modern farmhouse with dock.

4.98 out of 5 average rating, 62 reviews
Top guest favorite
An outdoor deck features a dining table surrounded by six chairs, positioned over the water. The scene includes a marina with boats and lush greenery. A tranquil sunset casts soft hues across the landscape, enhancing the serene environment.
Cottage in Flanders

Bayside bliss - Charming 2bdrm on the water w dock

4.95 out of 5 average rating, 73 reviews
Guest favorite
An expansive deck features a picnic table and Adirondack chairs under a large umbrella, providing shade. The calm waters of East/Eugenes creek are visible in the background, with lush greenery and occasional boats contributing to the serene setting.
Cottage in North Fork

The Bay Breeze

5.0 out of 5 average rating, 29 reviews
Guest favorite
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

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

4.94 out of 5 average rating, 33 reviews
Guest favorite
A spacious outdoor deck features a dining table accompanied by seating and an umbrella. The deck is surrounded by sand and greenery, with a grill positioned nearby. A flowering tree adds a pop of color, enhancing the outdoor space's ambiance.
Cottage in Amagansett

Amagansett Beach Cottage - Short Walk to the Ocean

5.0 out of 5 average rating, 33 reviews
Guest favorite
Cottage in Branford

Ret's Coastal Cottage w/Private Association beach

4.96 out of 5 average rating, 68 reviews
Top guest favorite
The exterior of the updated home features a bright white facade with black shutters. A well-maintained staircase leads to the raised entrance, while landscaping includes small shrubs at the base, creating a welcoming approach to the property.
Cottage in Clinton

Cottage at the Marina

4.97 out of 5 average rating, 39 reviews

Cabin rentals with a kayak

Guest favorite
A spacious living area features exposed wooden beams and a cozy brick fireplace. Comfortable seating includes a brown sofa and recliner, with decorative pillows adding warmth. A glass coffee table stands on a colorful area rug, while large windows overlook the greenery outside.
Cabin in North Fork

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

4.87 out of 5 average rating, 124 reviews
Guest favorite
Cabin in Springs

Modern Cabin near the Beach

5.0 out of 5 average rating, 6 reviews
Top guest favorite
Cabin in Madison

Riverfront Antique Cabin in the Heart of Madison

4.98 out of 5 average rating, 49 reviews
Guest favorite
A serene waterfront view captures the sunset reflecting on calm waters. Silhouettes of distant land can be seen beyond the horizon, while tall grasses frame the foreground. The sky transitions through shades of blue and orange, with soft clouds scattered above.
Cabin in Southampton

Southampton Cottages

5.0 out of 5 average rating, 6 reviews

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