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Search results; Over 1,000 homes in Cutchogue

Top guest favourite
Home in Cutchogue
Private Oasis W/Stunning Vinyard and Pool Views
4 bedrooms, 4 beds, 3 private bathrooms
3–8 Oct
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4.97 out of 5 average rating, 218 reviews
Top guest favourite
Place to stay in Cutchogue
Sunset Suite - walk to vineyards, beaches, & more
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 206 reviews
Guest favourite
Guest suite in Cutchogue
Walk to Vineyards, Beaches, Farms & Town
1 bedroom, 1 king bed, 1 bathroom
25–30 Oct
4.88 out of 5 average rating, 750 reviews
Top guest favourite
Home in Cutchogue
Secluded Farmhouse - Studio Apartment Style Unit
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 221 reviews
Home in Cutchogue
Steps to Beach, Vineyards, Farm Stands & Village
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in Cutchogue
Just renovated! North Fork life: pool, beach, wine
Individual host
19–25 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Peconic
Farmhouse Escape: 4BR + sunroom
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Cutchogue
Sunny Harbor Suite
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Cutchogue
Walk to beach! Pool! Renovated 4 bedroom 3 baths
4 bedrooms, 5 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Laurel
Peaceful Guesthouse
2 bedrooms, 2 beds, 1.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Mattituck
3 bed 2 bath sleeps 5 on north fork of Long Island
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Mattituck
Mattituck Dream House - Rental Opportunity
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.98 out of 5 average rating, 80 reviews
Guest favourite
Home in Cutchogue
Nassau Point, North Fork Home w/ Pool
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
4.95 out of 5 average rating, 87 reviews
Guest favourite
Home in Cutchogue
Wine Country Home
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 51 reviews
Guest favourite
Room in Cutchogue
Glam Garden Grotto
1 bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Cutchogue
Stunning waterfront modern farmhouse with dock.
4 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 63 reviews
Guest favourite
Cottage in Southold
Bordeaux meets Côte d’Azur—1763 Historic Farmhouse
3 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.91 out of 5 average rating, 70 reviews
Top guest favourite
Holiday home in Cutchogue
Renovated North Fork Retreat-Rental Permit #0781
4 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Cutchogue
Historic Cutchogue-North Fork Home
3 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
4.94 out of 5 average rating, 52 reviews