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

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.

Updated apartment in historic village home
Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

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 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).

Designer's Dream - Charming Boathouse
An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's with modern updates. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

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).

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!

Greenport Village walking distance to all
Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.

Private Suite in a Greenport Historical Townhouse
Enjoy the Greenport experience at this centrally located, renovated Victorian home. Our place is a few minutes walk into town, where there is a flourishing restaurant and food scene. Lots of shops, cafes to explore too and beaches are a 15 minute walk. Take a boat tour of the harbor from nearby Preston's Dock.

Nofo Bungalow-In The Heart of Greenport Village
This historic Greenport home has been completely renovated . The Bungalow is in the heart of Greenport Village on a quiet dead end. The home includes 1500 square feet of open concept living, two bedrooms, and two full baths. The downstairs bedroom features a queen and upstairs bedroom four twins.
Popular amenities for Greenport West vacation rentals
Other great vacation rentals in Greenport West

Elegant Greenport Victorian -Winter Harbor House-

Greenport Getaway - North Fork Rental

Year-Round Heated Pool Villa - 3 blocks from town

Greenport Village Relaxation

Incredible 2 Bedroom Waterfront Cottage!

North Fork Sound Front Home with Pool

Long Island home w/ large pool

Delightful Cape House in Greenport
When is the best time to visit Greenport West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $481 CAD | $498 CAD | $507 CAD | $515 CAD | $593 CAD | $687 CAD | $779 CAD | $809 CAD | $680 CAD | $563 CAD | $544 CAD | $516 CAD |
| Avg. temp | 0 °C | 1 °C | 4 °C | 10 °C | 16 °C | 21 °C | 24 °C | 24 °C | 20 °C | 14 °C | 8 °C | 3 °C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Greenport West?
Greenport West has more than 260 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Greenport West vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 100 vacation homes with pools in Greenport West, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Greenport West?
Make yourself at home in Greenport West by choosing from our most frequently booked neighborhoods. We have over 510 vacation rentals in Greenport, over 510 vacation rentals in Greenport West, and over 510 vacation rentals in Dering Harbor.
Do house rentals in Greenport West have wifi?
Absolutely! We offer over 200 house rentals with wifi in Greenport West. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenport West have air conditioning?
Absolutely! We offer over 200 house rentals with air conditioning in Greenport West. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Greenport West?
Four-legged friends are welcome in Greenport West. Choose from more than 100 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Greenport West?
Yes! Work meets play with ease at over 160 vacation rentals in Greenport West featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Greenport West have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Greenport West. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Greenport West have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Greenport West. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Greenport West?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 30 homes with a kitchen, over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Greenport West

Total vacation rentals
Explore 320 vacation rentals in Greenport West

Nightly prices starting at
Greenport West vacation rentals start at $151 CAD per night before taxes and fees

Verified guest reviews
Over 14,960 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
310 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!
Destinations to explore
- Plainview Vacation rentals
- New York City 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
- The Hamptons Vacation rentals
- Rentals with a hot tub Greenport West
- Rentals with pools Greenport West
- Rentals with a patio Greenport West
- Rentals with a kayak Greenport West
- Rentals with a washer and dryer Greenport West
- Rentals with outdoor seating Greenport West
- Rentals with breakfast Greenport West
- Rentals with beach access Greenport West
- House rentals Greenport West
- Family-friendly rentals Greenport West
- Rentals with a firepit Greenport West
- Beachfront rentals Greenport West
- Pet-friendly rentals Greenport West
- Waterfront rentals Greenport West
- Apartment rentals Greenport West
- Rentals with a fireplace Greenport West
- Fitness-friendly rentals Greenport West
- Condo rentals Greenport West
- 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
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Napeague Beach
- Amagansett Beach
- Jennings Beach
- Wildemere Beach
- Sandy Beach
- Seaside Beach
- Ninigret Beach




