Discover a selection of 1,000 vacation rentals in Greenport West that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $200 per night, and houses and cottages are popular options for a stay in Greenport West. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Greenport West
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What are the top vacation rentals in or near Greenport West?

The heart wants what it wants, and right now it wants to take a vacation. It's time to pack your suitcase and head to one of these top vacation rentals in or near Greenport West:

  • Take advantage of handy amenities like spa and beauty services and a dishwasher at "Private And Spacious Five Room Suite Steps To Bay Beach And Walk To Village". Situated around 1 mile from Greenport West, this quality property has 2 bedrooms and is a hit with guests.
  • Another enticing choice is "Southold Waterfront Complete With Boat Dock", which is around 5 miles from Greenport West. Offering 3 bedrooms, a theme park and winery tours, it has everything you need to keep you comfortable and happy.

For even more great options, use the search bar at the top of the page to find the perfect Greenport West vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Greenport West?

If you've been busier than a hamster on a treadwheel, you deserve to get away for a couple of glorious days. Leave work early on Friday and head for one of these weekend getaways in or near Greenport West:

  • Put your feet up at "Porch On Front~ Greenport Village 1st Floor Apartment". About 1 mile to the east of Greenport West, it has all you need for a chilled out stay, including a nearby bay and a garden.
  • "Fabulous Waterfront Property In The Heart Of Wine Country" is another excellent option. It's located about 6 miles to the southwest of Greenport West and comes with a microwave oven, a water park and more.

Can I find studio apartments for rent in and around Greenport West?

Yes, you can! If you're looking for a simple but stylish stay, you can't beat a studio apartment. These compact properties ooze charm and are often conveniently located in the middle of town. We suggest the following options in or near Greenport West:

  • After a fun-filled day of urban exploration, enjoy total comfort and privacy at "Waterfront Enchanted Cottage". A fenced pool and a smart TV are just some of the amenities on offer here.
  • An equally fantastic property is "American Beech - Deluxe King 5". Don't be fooled by its modest size — this comfortable apartment is loaded with useful amenities like a garage, a hair dryer and lots more.

Can I find short term rentals in or near Greenport West?

Whether you're after a studio apartment or a house big enough to fit the family, you'll find the perfect place on Vrbo. Sneak in a mini break at one of these retreats in or near Greenport West:

  • Close to the center of Greenport West, "Spectacular Beachfront Contemporary In Wine Country • Private Beach • 5br" rolls out the welcome mat for short-term guests. When you're not holed up in your cozy digs, get out and explore all the fun stuff around you.
  • Another terrific option is "Greenport Village Walking Distance To All". Round up your crew and enjoy a comfortable stay close to the heart of Greenport West.

What are the best romantic weekend getaways in or near Greenport West?

Forget chocolates and flowers. Sometimes all you need is a weekend away, just the two of you. At Vrbo, we've got romantic getaways in and around Greenport West that would make Cupid envious. Here are some we think you'll adore:

  • Located around 1 mile from Greenport West, "Private And Spacious Five Room Suite Steps To Bay Beach And Walk To Village" is an ideal place for doting lovebirds. Winery tours and a nearby bay are just some of the amenities you'll find here.
  • "Southold Waterfront Complete With Boat Dock" is another popular option that's bound to impress. It's about 5 miles from Greenport West and comes with a fireplace and winery tours.

What are the best large group vacation rentals in or near Greenport West?

Big groups mean big fun. They also mean finding someplace that'll easily fit your entire squad. Browse our large group vacation rentals in or around Greenport West and get everybody together under the same roof:

  • A great range of amenities including a kitchen and a garden make "4 Bd 3bth With Gated Yard And Heated Pool Close To All Of The North Fork" a standout. This popular getaway has 4 bedrooms and accommodates up to 12 guests. From Greenport West's center, it's around 1 mile away to the southeast.
  • "Rent The Jewel Of The North Fork" is another fantastic option. It's around 1 mile to the east of Greenport West, has 3 bedrooms and welcomes up to 12 guests. A kitchen and a fireplace are just a couple of things that'll help make your stay more comfortable.

What are the best houses for rent with a pool in or near Greenport West?

A pool is often a highlight of any good vacation. Enjoy hours of entertainment frolicking around or simply chilling out by the water at one of these refreshing retreats in or near Greenport West:

  • Toss your swimsuit in your suitcase and enjoy a fun stay with your guests at "Cozy Greenport Village House W". Other amenities here include a living room and a dishwasher.
  • "Greenport Beach House" is another highly rated option. After you've enjoyed a dip with the fam, take advantage of other conveniences like a garden and a living room.

What are the best large family vacation rentals in or near Greenport West?

The first mission of any big family trip is finding the right place to stay. Whether you're planning an adventure-packed escape with the kids or a multi-generational getaway with relatives, we've got large family vacation rentals in and around Greenport West with plenty of room for everyone. Here are a couple of popular options to try on for size:

  • Around 5 miles south of Greenport West, "Southold Waterfront Complete With Boat Dock" has 3 bedrooms that sleep as many as 10 guests. Some amenities here include a separate dining area and a microwave oven.
  • "Spectacular Beachfront Contemporary In Wine Country • Private Beach • 5br", around 14 miles to the southwest of central Greenport West, was made for family get-togethers. As many as 10 of your favorite people can fit into this sought-after property which has 5 bedrooms, a balcony, childrens activities and more.

It may be tempting, but don't spend all your time kicking back indoors. Get out and discover the area's family-friendly attractions, starting with Greenport Carousel.

Are there one-bedroom vacation rentals in or near Greenport West?

Romantic retreats, business trips or adventures of the solo kind — a one-bedroom rental property is an ideal solution for a multitude of occasions. One of these options in or near Greenport West is sure to impress:

  • Book "Waterfront Enchanted Cottage" for a couple of nights. This one-bedroom vacation home comes with a kitchen and a fireplace and is not far from the action of downtown.
  • Also within easy reach of all the excitement of Greenport West, "American Beech - Deluxe King 5" is another popular one-bedroom option. After a day of exploring, come home and enjoy amenities like a fireplace and a garden.

Can I find two-bedroom vacation rentals in or near Greenport West?

At Vrbo, we've got properties in or near Greenport West to suit just about everyone. Here are some of our favorite two-bedroom options to get you started:

  • First on the list — "Private And Spacious Five Room Suite Steps To Bay Beach And Walk To Village". This two-bedroom delight provides amenities like a kitchen and a garden. You can easily visit Greenport West's many attractions from this comfortable base.
  • "Porch On Front~ Greenport Village 1st Floor Apartment" is another popular two-bedroom property in the Greenport West area. It provides convenient amenities like a firepit and a fireplace.