
Holiday rentals with a kayak in Greenport West
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Greenport West

Total holiday rentals
Explore 10 holiday rentals in Greenport West

Nightly prices starting at
Greenport West holiday rentals start at $696 NZD per night before taxes and fees

Verified guest reviews
Over 460 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Greenport West holiday 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 Accommodation with a Kayak in Greenport West
Guests agree: these holiday homes with a kayak 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
Outdoor spacesLocationDecor
4.78 out of 5 average rating, 145 reviews
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
LocationValueBathroom
4.97 out of 5 average rating, 146 reviews
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.
Outdoor spacesValueComfort
4.96 out of 5 average rating, 69 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!
Outdoor spacesLocationView
4.9 out of 5 average rating, 31 reviews
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.
ValueOutdoor spacesCleanliness
4.88 out of 5 average rating, 109 reviews
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.
ValueOutdoor spacesNearby
4.99 out of 5 average rating, 109 reviews
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!
LocationValueLayout
4.89 out of 5 average rating, 174 reviews
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.
ValueOutdoor spacesCheckout
5.0 out of 5 average rating, 113 reviews
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.
Outdoor spacesLocationAccuracy
4.87 out of 5 average rating, 137 reviews
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
Outdoor spacesLocationBarbecue
4.97 out of 5 average rating, 59 reviews
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.
ValueOutdoor spacesFamily
4.89 out of 5 average rating, 44 reviews
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.
LocationValueComfort
5.0 out of 5 average rating, 103 reviewsPopular amenities for Greenport West kayak rentals
Holiday House Rentals with a Kayak

Harborfront Star Walk to Harbor & Village
Outdoor spacesLocationIndoor spaces
4.91 out of 5 average rating, 221 reviews
Laid Back Relaxation
Outdoor spacesLocationQuiet
5.0 out of 5 average rating, 22 reviews
Lakefront NoFo Cottage, walkable to public beach
Outdoor spacesLocationBathroom
4.91 out of 5 average rating, 44 reviews
The Captain's Crib
Outdoor spacesLocationBackyard
4.96 out of 5 average rating, 56 reviews
Private Waterfront Access + Hot Tub + Scenic Yard
Outdoor spacesLocationCheck-in
5.0 out of 5 average rating, 45 reviews
Coastal Cottage on the Water
Outdoor spacesLocationWalkability
4.9 out of 5 average rating, 41 reviews
White Bird Beachfront. Dock available extra.
LocationValueIndoor spaces
4.88 out of 5 average rating, 40 reviews
Sag Harbor Village Waterfront Cottage
LocationOutdoor spacesQuiet
4.92 out of 5 average rating, 12 reviewsCottages with a kayak

Renovated 2-Bedroom Cottage on the North Fork
Outdoor spacesValueBathroom
5.0 out of 5 average rating, 56 reviews
Stunning waterfront modern farmhouse with dock.
Outdoor spacesLocationFamily
4.98 out of 5 average rating, 62 reviews
Bayside bliss - Charming 2bdrm on the water w dock
Outdoor spacesLocationSleep quality
4.95 out of 5 average rating, 73 reviews
The Bay Breeze
Outdoor spacesLocationNearby
5.0 out of 5 average rating, 29 reviews
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Outdoor spacesValueCleanliness
4.94 out of 5 average rating, 33 reviews
Amagansett Beach Cottage - Short Walk to the Ocean
LocationOutdoor spacesQuiet
5.0 out of 5 average rating, 33 reviews
Ret's Coastal Cottage w/Private Association beach
ValueOutdoor spacesSleep quality
4.96 out of 5 average rating, 68 reviews
Cottage at the Marina
LocationOutdoor spacesFamily
4.97 out of 5 average rating, 39 reviewsCabin rentals with a kayak

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
Outdoor spacesLocationDecor
4.87 out of 5 average rating, 124 reviews
Modern Cabin near the Beach
LocationHospitalityCleanliness
5.0 out of 5 average rating, 6 reviews
Riverfront Antique Cabin in the Heart of Madison
Outdoor spacesValueGetting around
4.98 out of 5 average rating, 49 reviews
Southampton Cottages
LocationFamilyView
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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- Foxwoods Resort Casino
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