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Search results; Over 1,000 homes in Jamesport

Top guest favorite
Home in Jamesport
Walk to the beach in wine country
3 bedrooms, 5 beds, 1 private bath
Oct 12 – 18
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4.96 out of 5 average rating, 165 reviews
Guest favorite
Home in Jamesport
Beach cottage with a barn, 150ft from bay
5.0 out of 5 average rating, 9 reviews, 4 bedrooms, 4 beds, 1.5 baths
Sep 7 – 12
Guest favorite
Cottage in Riverhead
Wine country with a wood-burning fireplace
4.94 out of 5 average rating, 67 reviews, 1 bed, No bathroom
Aug 31 – Sep 5
Top guest favorite
Home in Mattituck
Modern farmhouse with pool, next to vineyard
4.93 out of 5 average rating, 134 reviews, 3 bedrooms, 5 beds, 2 baths
Oct 18 – 23
Guest favorite
Cottage in Laurel
Quiet retreat near Peconic Bay
4.77 out of 5 average rating, 373 reviews, 3 bedrooms, 6 beds, 1.5 baths
Oct 3 – 8
Top guest favorite
Place to stay in Riverhead
Creek views and a whirlpool bath
4.92 out of 5 average rating, 206 reviews, 1 bedroom, 1 bed, 1 bath
Aug 31 – Sep 5
Guest favorite
Home in Jamesport
Private beach with Peconic Bay views
4.91 out of 5 average rating, 34 reviews, 5 bedrooms, 5 beds, 2.5 baths
Sep 7 – 12
Home in Jamesport
Fire pit, kayak, and a boat slip
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3 baths
Aug 17 – 22
Guest favorite
Apartment in Mattituck
Open-concept retreat near the vineyards
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
Cottage in Flanders
Private dock and kayaks on Reeves Bay
4.94 out of 5 average rating, 68 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 19 – 24
Guest favorite
Home in Mattituck
Fire pit, decks, and beach access
4.92 out of 5 average rating, 115 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 15 – 20
Superhost
Camper/RV in Aquebogue
Farm woodlot near Long Island Sound
4.94 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bath
Aug 16 – 21
Top guest favorite
Houseboat in Riverhead
Panoramic river views from the deck
5.0 out of 5 average rating, 34 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 10 – 15
Guest favorite
Home in Mattituck
Lakehouse with kayaks and lake views
4.98 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 baths
Aug 16 – 21
Top guest favorite
Home in Mattituck
Hilltop home overlooking Mattituck Inlet
4.97 out of 5 average rating, 77 reviews, 4 bedrooms, 4 beds, 2 baths
Aug 30 – Sep 4
Top guest favorite
Home in Mattituck
Kayaks, bikes, and a fire pit
5.0 out of 5 average rating, 23 reviews, 4 bedrooms, 6 beds, 2.5 baths
Aug 23 – 28
Top guest favorite
Place to stay in Cutchogue
Historic farmhouse suite near vineyards
4.97 out of 5 average rating, 195 reviews, 1 bedroom, 1 bed, 1 bath
Oct 4 – 9
Home in Riverhead
Bayfront home with sunsets and beach access
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 14 – 19
Guest favorite
Cottage in Southold
Nautical cottage on a freshwater pond
4.89 out of 5 average rating, 199 reviews, 2 bedrooms, 3 beds, 1.5 baths
Oct 11 – 16