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Search results; Over 1,000 homes in Greenport

Guest favourite
Flat in Greenport
Harbor Heights
2 bedrooms, 3 beds, 1 shared bathroom
1–6 Nov
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4.94 out of 5 average rating, 247 reviews
Home in Southold
Greenport Beachfront Home | Private Beach & Sunset
4 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Greenport
Upscale Newly Constructed Apartment
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.96 out of 5 average rating, 178 reviews
Guest favourite
Home in Greenport
Restored Gem w/ Pool
4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 13 reviews
Guest favourite
Villa in Greenport
Year-Round Heated Pool Villa - 3 blocks from town
4 bedrooms, 8 queen beds, 4.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 90 reviews
Guest favourite
Home in Greenport
Bayview house with salt water pool & private chef
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 19 reviews
Guest favourite
Home in Greenport
Cosy North Fork Cottage with large backyard
3 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 163 reviews
Guest favourite
Villa in North Fork
Greenport Villa with Pool
5 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Greenport
Aqua Vista
2 bedrooms, 3 beds, 1 bathroom
29 Oct – 3 Nov
4.95 out of 5 average rating, 270 reviews
Guest favourite
Home in North Fork
Walk to Beach or to Town …
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.88 out of 5 average rating, 43 reviews
Top guest favourite
Home in Greenport
Relaxation in Greenport
3 bedrooms, 4 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 49 reviews
Guest favourite
Flat in Greenport
Amazing Greenport Village Apartment in CENTER!
4 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
4.79 out of 5 average rating, 365 reviews
Guest favourite
Home in Greenport
The Greenport Bungalow
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 295 reviews
Top guest favourite
Home in Greenport
Modern Farmhouse Oasis in GP Village
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 46 reviews
Home in Greenport
Brand New Build! Greenport Gem w/ Yard & Patio
3 bedrooms, 3 beds, 3.5 bathrooms
12–17 Sept
New place to stay
Top guest favourite
Home in Greenport
Designer's Dream - Charming Boathouse
2 bedrooms, 2 queen beds, 1.5 bathrooms
9–14 Sept
4.97 out of 5 average rating, 121 reviews
Top guest favourite
Home in Southold
The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 59 reviews
Guest favourite
Home in Greenport
5 bdrm, Bay views, 1 block to Greenport Village.
5 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 75 reviews
Guest favourite
Apartment in Greenport
Beautiful Waterview Condo on the North Fork of LI
2 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.89 out of 5 average rating, 199 reviews