
Vacation rentals with a kayak in Greenport West
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Greenport West
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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

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.

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!

Harborfront Star Walk to Harbor & Village
Leave your car parked , hang your keys, and step into the charm of Port Jefferson Village from this beautifully styled coastal retreat. Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

Waterfront Joshua Cove Cottage with private beach.
Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

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,

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

Waterfront Greenport Boathouse
Watch the boats go by from this waterfront 1840's Greenport boathouse. Step back in time with this home that was originally part of Greenport's working waterfront. It has been recently restored while retaining its wide-plank floors and exposed beams. Private dock and beach area for launching kayaks (provided in season). It has three bedrooms with queen sized beds as well as two full bathrooms. New central air-conditioning throughout house. Wifi, Smart TV, Bose stereo

Cheerful 3 Bedroom Cottage with Fire Place
There is still time to book for some summer dates at the beach. 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.

The Katalpa House -by the beach
-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

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.

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..
Popular amenities for Greenport West kayak rentals
House rentals with a kayak

Amagansett walk-to-the-bay Beach House

Boulder Lake House Retreat

5 Star Branford Cozy Cottage Steps from the Beach

Niantic Cove Waterfront Escape: Relax & Unwind

Magnificent Bayfront Retreat

Chic & Spacious Designer Home, Heated Pool/Spa

Hamptons Waterview Cottage

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
Cottage rentals with a kayak

Salty Kisses Beach Cottage Milford CT

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

Little Gem Waterfront beach home/ cottage

Stunning waterfront modern farmhouse with dock.

Cottage at the Marina

The Bay Breeze

The Beach Cottage Oasis

Prime location, walk to all, cozy cottage WHB
Other vacation rentals with a kayak

July 19k Perfect Days SouHptn A+ Cottage on pond

Hamptons Elegant and Comfortable Apartment

Spacious apartment in Sag Harbor

Sky of Blue, Sea of Green

Brand new Waterfront house | Dock | Hot Tub& Kayak

Beach House on the Bay

Bayfront Retreat | Fire Pit, Sunsets, Beach

Coastal getaway with water views in every room
Quick stats about vacation rentals with a kayak in Greenport West

Total vacation rentals
Explore 20 vacation rentals in Greenport West

Nightly prices starting at
Greenport West vacation rentals start at ﺩ.ﺇ1,212 per night before taxes and fees

Verified guest reviews
Over 660 verified reviews to help you choose

Family-friendly vacation rentals
20 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
20 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Rentals with a patio Greenport West
- Rentals with a hot tub Greenport West
- Rentals with a washer and dryer Greenport West
- Rentals with breakfast Greenport West
- Condo rentals Greenport West
- Family-friendly rentals Greenport West
- Rentals with beach access Greenport West
- Pet-friendly rentals Greenport West
- Apartment rentals Greenport West
- Rentals with a fireplace Greenport West
- Fitness-friendly rentals Greenport West
- Beachfront rentals Greenport West
- Waterfront rentals Greenport West
- Rentals with pools Greenport West
- Rentals with a fire pit Greenport West
- Rentals with outdoor seating Greenport West
- House rentals Greenport West
- Rentals with a kayak Suffolk County
- Rentals with a kayak New York
- Rentals with a kayak United States
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Blue Shutters Beach
- Sherwood Island State Park
- Wölffer Estate Vineyard
- Mount Southington Ski Area
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards





