
Holiday houses in Greenport
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Top-rated holiday rentals in Greenport
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Greenport
Superhost

Cabin in Shirley
4.87 out of 5 average rating, 150 reviewsA-Frame cabin with private beach & epic sunsets
TomRating, 5 stars5 days ago
This unique home is in a beautiful location right on the Great South Bay. The views and sunsets are amazing. House is well appointed with the basics and fireplace is a cozy bonus. Amber was an amazing host and incredibly responsive!

Home in West Haven
4.63 out of 5 average rating, 35 reviewsCoastal Cottage.
YuchengRating, 5 stars3 months ago
Pretty good! We enjoyed our holiday in this beautiful and peaceful house.
Top Guest favourite

Cottage in Guilford
4.99 out of 5 average rating, 133 reviews"Red House on the Knoll" at Indian Cove
FranRating, 5 stars3 days ago
Best Air bnb we've stayed at so far. House is spacious, beautifully decorated and immaculately clean. we felt very welcomed with snacks and a stocked fridge. The layout was ideal for our two families to each have our own wing. We will try to stay here anytime we are in CT.
Top Guest favourite

Home in East Patchogue
5 out of 5 average rating, 20 reviewsHo Hum Holiday In Bellport with Pool
GraceRating, 5 stars4 months ago
We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.
Guest favourite

Home in Hampton Bays
4.89 out of 5 average rating, 95 reviewsHamptons Escape minutes from Beaches and Nightlife
SummerRating, 5 stars1 week ago
Amazing stay defiantly recommend to anyone
Guest favourite

Cabin in Rocky Point
4.89 out of 5 average rating, 478 reviewsGreat little place just for a couple
AmandaRating, 5 stars1 week ago
Marina’s place was exactly as described and just what we needed to be able to stay somewhere with our pups and attend our friend’s wedding. It was very clean and there was a wide range of amenities available! The neighborhood was very quiet and the little outdoor area with fire pit is so cute!
Guest favourite

Home in North Fork
4.92 out of 5 average rating, 12 reviewsPrivate Beach access along the Wine Trail
RaeganRating, 5 stars1 week ago
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Top Guest favourite

Home in Old Saybrook
5 out of 5 average rating, 49 reviewsGreat Hammcock Getaway, Nearby beaches, Hot tub
DavidRating, 5 stars2 weeks 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.
Quick stats about holiday rentals in Greenport
Total rentals
160 properties
Nightly prices starting at
$142 AUD before taxes and fees
Total number of reviews
9.6K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
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- Hudson Valley Holiday rentals
- Boston Holiday rentals
- Cape Cod Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Philadelphia Holiday rentals
- Rentals with a fire pit Greenport
- Cottage rentals Greenport
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- Pet-friendly rentals Greenport
- Rentals with beach access Greenport
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- Family-friendly rentals Greenport
- Condo rentals Greenport
- Rentals with a fireplace Greenport
- Rentals with pools Greenport
- Rentals with a patio Greenport
- Beach house rentals Greenport
- Kid-friendly rentals Greenport
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Cooper's Beach, Southampton
- Woodmont Beach
- Horton Lane Beach
- Mystic Seaport Museum
- South Pine Creek Beach
- Connetquot River State Park Preserve
- Wildemere Beach
- Morningside Beach
- Anchor Beach
- Sasco Hill Beach
- Fenway Beach
- East Beach
- Monhegan Bluffs Beach
- Sunken Meadow State Park
- Sailors Haven
- Great South Beach