
Family-friendly vacation rentals in Greenport West
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Top-rated family-friendly rentals in Greenport West
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Waterfront Autumn Escape in Wine Country: 2BR
Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on your private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

Cozy Farmhouse Retreat in North Fork, NY
A 1905 farmhouse with modern touches, Arthur's Vineyard is a cozy 3-bed, 2-bath home in walking distance of Greenport village's beaches, marina, restaurants and boutiques. An open plan living area, breezy decor and a large landscaped backyard for spending relaxed summer days and nights with your family and friends, including the 4-legged ones. Walk to the train station/jitney or take a short drive to the wineries & farm stands of the North Fork. Recent updates: central heat/AC & new bathrooms.

Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Private 1st flr apt w/ patio 3 blocks from beach
We are centrally located in a quiet neighborhood within blocks from the heart of Greenport Village, Peconic Bay Beach, LIRR/Jitney, restaurants, shopping, Mitchell Park, and more! Explore local farms, wineries, breweries and all the North Fork has to offer. Beautifully furnished, ground floor apt with private entrance & patio area comfortably sleeps four, features a queen Tempur-Pedic mattress & convertible couch. Friendly, housetrained pets are welcome for an additional charge.

The Greenport Suite—private entry + near the beach
Welcome to The Greenport Suite! With its separate entrance, secluded outdoor patio space and ideal location, this newly-redesigned private suite in our contemporary Village home is perfect for enjoying a North Fork getaway. We are located just a few short blocks from bay beaches, the harbor, and public transport, while the area's celebrated wineries are a short drive or bike ride away. Come see why Forbes named Greenport one of the 11 prettiest villages in the United States!

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH
4-6 GUEST MAXIMUM PLEASE. Cozy 2 BR and 1 BTHRM apartment in private home in Greenport NY. Total privacy and separation of unit!! Perfectly situated on 1.75 acres. 3 minute drive, or easy walk, to the center of Greenport village, 2 minute ferry ride to quaint Shelter Island, and a 6 minute drive to tip of Orient. So right in the middle of the action with the peace and serenity of living outside the village. Private beach a short walk/ride down the street.

The Greenport Bungalow
Sweet Modern Bungalow Walking Distance to Town Located in the historic town of Greenport Village - 8 min walk to the beach, center of town, Shelter Island Ferry and LIRR... A newly built sun filled 3 bedroom house with all the amenities you would need when renting a home. Enjoy the large and fenced in back yard after a fun day in this historic Long Island fishing village. Great restaurants, and even better locally produced wine and beer!

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

1830 Historic garden wing - walk to it all
This historic Captain's house is located in the heart of beautiful Greenport Village. It dates back to 1830 and has been beautifully renovated preserving its historic detail. It has a huge garden with mature trees, plants and a wonderful gazebo. Once you step outside, you can walk to all the restaurants, bars, shops, the water as well as the Hampton Jitney and the LIRR. It's an ideal yet very quaint location.

Greenport Village Rental
Exquisitely renovated traditional style home offers an open concept first floor, expansive rear deck covered by fixed-in-place awning with a meticulously landscaped backyard and outdoor shower. Located on charming 5th avenue in Greenport Village, Mitchell Park, renowned restaurants and the best of what the North Fork has to offer is only a short walk away.

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!
Popular amenities for Greenport West family-friendly rentals
Family-friendly home rentals with a hot tub

Walk-To-The-Beach House In The Dunes

Private Oasis W/Stunning Vinyard and Pool Views

Greenport Village walking distance to all

Luxury cottage by the sea with hot tub and pool

Montauk Waterfront Condo w/ Sunset Views

Oceanfront Retreat with Hot Tub

Guilford Lakes Cottage, with hot tub and fire pit.

1800 Historical EH Home, 1 Mile to Town, Hot Tub!
Family- and pet-friendly home rentals

Modern & Cozy Beach House - Walk to Ocean Beach

Luxury Tiny Home Near Rocky Neck

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Beautiful Airy Barn in Springs

Salty Breeze - Waterfront Cottage on the Cove

Pet Friendly Bungalow!!!

Unique apartment in former art gallery.

Spacious East Hampton Getaway with Pool
Family-friendly home rentals with a pool

Beautiful condo on Long Islands Northfork

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

Beautiful Waterview Condo on the North Fork of LI

Southampton Charmer, 5 bedrooms w pool - Location

Beachside Waterview 2Br Condo w/ Pool in Greenport

Port Jefferson Convenient, Cozy and Chic!

The Pond Mill Retreat w/ 2 Bdrms & Pool

Stunning 3 bed 2 bath home W Pool
Quick stats about vacation rentals that are family-friendly in Greenport West
Total vacation rentals
Explore 260 vacation rentals in Greenport West
Nightly prices starting at
Greenport West vacation rentals start at $154 CAD per night before taxes and fees
Verified guest reviews
Over 11,690 verified reviews to help you choose
Pet-friendly vacation rentals
Find 90 rentals that welcome pets
Vacation rentals with a pool
80 properties feature pools
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Wifi availability
250 of Greenport West vacation rentals include wifi 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!
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- Family-friendly rentals Suffolk County
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- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
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- TPC River Highlands
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- Woodmont Beach
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- Wildemere Beach
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- Outer Beach at Smith Point County Park