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Search results; Over 1,000 homes in Jamesport

Top guest favourite
Home in Jamesport
Walk to Beautiful Beach in Heart of Wine Country
3 bedrooms, 5 beds, 1 private bathroom
22–27 Sept
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4.96 out of 5 average rating, 163 reviews
Home in Jamesport
Spacious four bedroom house in peaceful Jamesport.
4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Home in Mattituck
Modern farmhouse w/ pool, beach, horses and winery
4.93 out of 5 average rating, 134 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Guest favourite
Cottage in Riverhead
Beautiful cottage on East End
4.94 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Cottage in Laurel
North Fork Cottage
4.77 out of 5 average rating, 371 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
3–8 Oct
Top guest favourite
Flat in Mattituck
Mattituck 2BR: Open Layout, Deck, BBQ, Near Vines
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Home in Laurel
North Fork Luxury Retreat with Exceptional Comfort
New place to stay, 5 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Guest favourite
Home in Mattituck
Lakehouse Getaway North Fork
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Home in Mattituck
Beach House 300ft to Private Bay Beach. Big yard.
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 7 beds, 3 bathrooms
4–11 Sept
Guest favourite
Home in Mattituck
3 bed 2 bath sleeps 5 on north fork of Long Island
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Cutchogue
Beautiful 1930s 4 bed 3 bath! Walk to Beach
5.0 out of 5 average rating, 25 reviews, 4 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
Top guest favourite
Home in Laurel
Peaceful Guesthouse
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
2–7 Sept
Top guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
4.97 out of 5 average rating, 186 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
Top guest favourite
Place to stay in Riverhead
Gorgeous Water View Private n Cozy
4.92 out of 5 average rating, 204 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Jamesport
New Jamesport Beach Cottage & Barn
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
Guest favourite
Home in Flanders
Stunning house in the heart of Riverhead-Wineries
4.75 out of 5 average rating, 8 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Houseboat in Riverhead
Peconic River Boatel
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Home in Cutchogue
Soundwood Retreat. Get away from the noise.
4 bedrooms, 5 beds, 3 bathrooms
31 May – 5 Jun
Top guest favourite
Guest house in Wading River
North Country Cottage
4.99 out of 5 average rating, 117 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug