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Vacation rentals in Greenport West

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Vacation rentals for every style

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Popular amenities for Greenport West vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near Greenport West's top sights

Noah's103 locals recommend
North Fork Table & Inn86 locals recommend
Kontokosta Winery75 locals recommend
The Frisky Oyster75 locals recommend
Lavender By the Bay56 locals recommend
Southold Fish Market54 locals recommend

Other great vacation rentals in Greenport West

Superhost
Large windows allow natural light to fill the open living space, showcasing the stunning view of the Great South Bay. A comfortable sofa with decorative pillows faces the water, complemented by a dining area nearby. Warm wood tones enhance the cozy atmosphere of the room.
Cabin in Shirley
4.87 out of 5 average rating, 153 reviews

A-Frame cabin with private beach & epic sunsets

JenniferRating, 5 stars2 weeks ago
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!
Top guest favorite
A sunlit sunroom features large windows that provide views of the surrounding greenery. Comfortable seating is arranged around a wooden coffee table, which is adorned with plants and decorative items. Light-colored furnishings complement the blue area rug, creating a relaxed atmosphere.
Cottage in Guilford
4.99 out of 5 average rating, 136 reviews

"Red House on the Knoll" at Indian Cove

MaryRating, 5 stars2 weeks ago
My family and I loved staying at Gail’s place! We grew up in Madison and were back for a visit. It was such a great place and allowed us to re-live many fond memories of growing up in the area!
Superhost
A serene beach scene captures gentle waves lapping at smooth stones along the shoreline. Soft, sandy areas are visible in the distance, with greenery lining the coast. A cloudy sky provides a soft light over the tranquil waters.
Home in Waterford
4.94 out of 5 average rating, 18 reviews

Summer Beach Cottage Harknes, Ocean Beach N

JenniferRating, 5 stars8 months ago
It was a perfect spot for our little family vacation. We were so close to a few really nice beaches and the area is a short drive to mystic aquarium and village. Patsy and family are very nice and gave some great suggestions for activities in the area.
Guest favorite
A shoreline is depicted with a mixture of smooth, round pebbles covering the sand. Gentle waves are seen rolling onto the beach, and a colorful sunset fills the sky, casting reflections over the water's surface.
Cabin in Rocky Point
4.89 out of 5 average rating, 485 reviews

Great little place just for a couple

PaulRating, 5 stars4 days ago
The property was cozy and clean with great graden sitting are and almost everything you could need. Only qualm was that the property was advertised to have a fence but there isn’t one, there is a hedge but not a gate to make an enclosed space for a dog. This isn’t a huge deal because the beach is so close and great for walks just a minor disappoint other than that the place is incredibly cozy and we would be happy to stay here again
Guest favorite
A spacious outdoor area is highlighted by a refreshing pool surrounded by lounge chairs. The pool house, featuring a white exterior, sits in the background amidst lush greenery. Flower pots and garden plants frame the scene, enhancing the tranquil environment.
Guesthouse in Shelter Island
4.96 out of 5 average rating, 27 reviews

Sleek and Chic cottage/Pool House

YuryRating, 5 stars11 months ago
Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!
Guest favorite
A charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Top guest favorite
Home in Old Saybrook
5 out of 5 average rating, 49 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

DavidRating, 5 stars1 month ago
What a beautiful place and conveniently located. The house was wonderful decorated, was very comfortable and definitely was a relaxing place to get away. Irina was a wonderful host and the home had many wonderful amenities to offer.
Guest favorite
Home in Mystic
4.89 out of 5 average rating, 9 reviews

Family Friendly Mystic Retreat - Close To Town

AlyssaRating, 5 stars4 days ago
Cory was a great host! So responsive and accommodating! The space was beautiful and we had an amazing time for our quick visit to Mystic!
Show all

Quick stats about vacation rentals in Greenport West

  • Total rentals

    330 properties

  • Nightly prices starting at

    ﺩ.ﺇ441 before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    260 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    90 properties have a pool

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 hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 hotel rentals with pools in Greenport West, available on Airbnb. Make a splash and soak up the sun in style!

  • Do hotel rentals in Greenport West have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Greenport West. Enjoy a tailored experience with all the comforts you desire.

  • Do boutique hotel rentals in Greenport West have air conditioning?

    Absolutely! We offer over 10 boutique hotel 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 cottage rentals in Greenport West have free parking?

    Absolutely! We offer over 10 cottage 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 180 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 Apartment Rentals in Greenport West?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with free parking, over 30 homes with air conditioning, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Experience the best of Greenport West with our condo rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore