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.

Guest favorite

Home in North Fork

4.9 out of 5 average rating, 29 reviews

Lovely 1st floor of farmhouse, wineries/downtown

Lovely Victorian home with private entrance, porch, & brick patio. Floor to ceiling windows in light filled large bedroom with en suite bathroom. Cozy den has a beautiful bay window and a queen-size pull-out sofa bed for additional guests. Sunny sitting room just off of the kitchen for reading or games. Full kitchen, washer dryer, high speed internet, and new flat screen TV can be found in the unit. Fantastic restaurants, wineries, beaches are nearby. Enjoy all the North Fork as to offer!

Jan 27 – Feb 3

R5,448 ZAR per night
Guest favorite

Home in North Fork

4.98 out of 5 average rating, 85 reviews

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, and recently & lovingly fully renovated and restored. 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.

Jan 12 – 19

R8,175 ZAR per night
Guest favorite

Condo in North Fork

4.91 out of 5 average rating, 107 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

May 12 – 19

R4,474 ZAR per night

Popular amenities for Greenport West vacation rentals

Stay near Greenport West's top sights

Lavender By the Bay56 locals recommend
Kontokosta Winery75 locals recommend
American Beech52 locals recommend
Lucharitos51 locals recommend
Claudio's39 locals recommend
Claudio's Waterfront44 locals recommend

Other great vacation rentals in Greenport West

Guest favorite

Guest suite in North Fork

5.0 out of 5 average rating, 45 reviews

Private Suite in Greenport Historical District

Aug 23 – 30

R6,626 ZAR per night
Guest favorite

Home in North Fork

5.0 out of 5 average rating, 18 reviews

The Corwin House

Apr 24 – May 1

R8,816 ZAR per night
Guest favorite

Home in North Fork

4.9 out of 5 average rating, 84 reviews

North Fork Escape - Walk To Village, Beach, Parks

Mar 20 – 27

R10,238 ZAR per night
Guest favorite

Home in North Fork

5.0 out of 5 average rating, 10 reviews

The Sandy Shack - Coastal Escape

Mar 7 – 14

R12,384 ZAR per night
Guest favorite

Home in North Fork

5.0 out of 5 average rating, 29 reviews

Historic Stunner in Heart of Village

Nov 11 – 18

R10,582 ZAR per night
Guest favorite

Home in North Fork

5.0 out of 5 average rating, 32 reviews

Beachfront Greenport Villa

Nov 7 – 14

R14,708 ZAR per night
Guest favorite

Home in North Fork

4.96 out of 5 average rating, 24 reviews

Water front 3 bedrooms 2 bathrooms beach house

Nov 1 – 8

R14,562 ZAR per night
Guest favorite

Home in North Fork

5.0 out of 5 average rating, 68 reviews

Beach House in L.I. Wine Country

Sep 24 – Oct 1

R10,552 ZAR per night
Guest favorite

Apartment in North Fork

5.0 out of 5 average rating, 31 reviews

The Crow's Nest

Oct 4 – 11

R5,863 ZAR per night
Guest favorite

Home in North Fork

4.99 out of 5 average rating, 84 reviews

Greenport Village Rental

Aug 2 – 9

R13,042 ZAR per night
Guest favorite

Home in North Fork

5.0 out of 5 average rating, 17 reviews

Walk to Beach or to Town …

Apr 6 – 13

R7,412 ZAR per night
Superhost

Home in North Fork

5.0 out of 5 average rating, 6 reviews

North Fork beach house paradise

Mar 11 – 18

R11,946 ZAR per night

Quick stats about vacation rentals in Greenport West

Total rentals

260 properties

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

80 properties allow pets

Family-friendly rentals

190 properties are a good fit for families

Total number of reviews

10K reviews

Nightly prices starting at

R1,704 ZAR before taxes and fees

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Greenport West?

    Greenport West has more than 190 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 60 vacation homes with pools in Greenport West, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Greenport West have wifi?

    Absolutely! We offer over 150 house rentals with wifi in Greenport West. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Greenport West have air conditioning?

    Absolutely! We offer over 30 apartment 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 80 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 120 vacation rentals in Greenport West featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do hotel rentals in Greenport West have free parking?

    Absolutely! We offer over 10 hotel 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 20 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 Condo Rentals in Greenport West?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in hotel rentals in Greenport West?

    Experience the best of Greenport West with our hotel rentals, starting at about $220 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore