
Vacation rentals in Greenport West
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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.

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 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).

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.

Renovated Townhouse, Walk to All
Discover the North Fork from our stylishly renovated 100-year-old townhouse! Perfectly located, you can walk to town, beaches, and a local brewery. This bright, airy home features a new kitchen, central AC, and a private patio with a grill. Comfortably sleeping up to 8 guests, it's the ideal base for families or groups exploring Long Island's wine country. Park your car and enjoy a walkable getaway!

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!

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-

Designer Home w/ Heated, Salt-Water Pool

Victorian Pearl

Walk to town, Marina Views, Greenport Village

The Hideaway | Clearwater Beach

Riverfront Antique Cabin in the Heart of Madison

Long Island home w/ large pool

Walk to Beach and Greenport Village, Two King Beds
When is the best time to visit Greenport West?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $480 CAD | $498 CAD | $506 CAD | $514 CAD | $593 CAD | $686 CAD | $778 CAD | $808 CAD | $679 CAD | $562 CAD | $543 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 530 vacation rentals in Greenport West, over 530 vacation rentals in Dering Harbor, and over 530 vacation rentals in Greenport.
Do apartment rentals in Greenport West have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Greenport West. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Greenport West have air conditioning?
Absolutely! We offer over 20 condo 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 condo rentals in Greenport West have free parking?
Absolutely! We offer over 20 condo rentals with free parking in Greenport West. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greenport West have a kitchen?
Absolutely! We offer over 190 house rentals with a kitchen in Greenport West. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Greenport West?
Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with free parking, 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!
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- Rentals with a patio Greenport West
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- Rentals with pools Greenport West
- Apartment rentals Greenport West
- Rentals with a fireplace Greenport West
- Beachfront rentals Greenport West
- Family-friendly rentals Greenport West
- Rentals with beach access Greenport West
- Rentals with a firepit Greenport West
- Rentals with a kayak Greenport West
- Rentals with a washer and dryer Greenport West
- Fitness-friendly rentals Greenport West
- Pet-friendly rentals Greenport West
- Rentals with breakfast Greenport West
- Rentals with outdoor seating Greenport West
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