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Search results; Over 1,000 homes in Cutchogue

Top guest favourite
Home in Cutchogue
The Perfect North Fork Escape
3 bedrooms, 5 beds, 2.5 private bathrooms
1–6 Dec
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4.88 out of 5 average rating, 139 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, 203 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, 749 reviews
Home in Cutchogue
Steps to Beach, Vineyards, Farm Stands & Village
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
New place to stay
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, 217 reviews
Top guest favourite
Home in Cutchogue
Private Oasis W/Stunning Vinyard and Pool Views
4 bedrooms, 4 beds, 3 bathrooms
6–11 Sept
4.97 out of 5 average rating, 218 reviews
Top guest favourite
Home in Cutchogue
Sunny Harbor Suite
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.96 out of 5 average rating, 25 reviews
Guest favourite
Room in Cutchogue
Glam Garden Grotto
1 bed, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 23 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
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, 62 reviews
Guest favourite
Home in Cutchogue
North Fork Paradise
4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Cutchogue
Beautiful 1930s 4 bed 3 bath! Walk to Beach
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 29 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, 37 reviews
Guest favourite
Home in Cutchogue
Wine Country Home
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 48 reviews
Guest favourite
Home in Southold
Private Waterfront Access + Hot Tub + Scenic Yard
3 bedrooms, 5 beds, 2.5 bathrooms
4–10 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Peconic
Farmhouse Escape: 4BR + sunroom
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Mattituck
Mattituck Dream House - Rental Opportunity
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 79 reviews
Top guest favourite
Cottage in Cutchogue
Renovated 2-Bedroom Cottage on the North Fork
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 56 reviews
Guest favourite
Cottage in Southold
Bordeaux meets Côte d’Azur—1763 Historic Farmhouse
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 70 reviews