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Search results; 41 places in Southold

Guest favourite
Room in Southold
Stay with Johnny & MarkWe are both actors,
Vine + Sand Southold, NY's Newest B&B-4
20–25 Apr
5.0 out of 5 average rating, 7 reviews
Guest favourite
Hotel room in Cutchogue
Sunny Side Up B&B: Florentine Room
Hosted by Cheryl & Adam
27 May – 1 Jun
4.96 out of 5 average rating, 56 reviews
Superhost
Bed and breakfast in Hampton Bays
1KING, Beaches, Kayaks, Wineries
Hosted by Adrianna
21–26 Apr
5.0 out of 5 average rating, 3 reviews
Superhost
Room in Cutchogue
Stay with Cheryl & AdamHosting for 10 years,
Sunny Side Up B&B: Benedict Room
23–28 May
5.0 out of 5 average rating, 16 reviews
Room in Greenport
Stay with Charles
Lions Inn Downtown Greenport Room 5
22–27 May
Superhost
Room in Hampton Bays
Stay with AdriannaHosting for 7 years,
2BedKitchenette KayakBeachWinery
21–26 Apr
Superhost
Room in Hampton Bays
Stay with AdriannaHosting for 7 years,
1KING,Min to Beaches,KayaksPaddleboards,Wineries
19–24 Apr
Guest favourite
Room in Southampton
Stay with JayneHosting for 6 years,
Southampton Center ~ Light & Airy Private Room
20–25 Apr
5.0 out of 5 average rating, 33 reviews
Room in Shelter Island
Stay with Susan CReal estate broker,
Magnolia Cape with private entrance & private bath
19–24 Apr
4.43 out of 5 average rating, 7 reviews
Guest favourite
Room in Sag Harbor
Stay with Linley
Room 3, best view over the bay
19–24 Apr
5.0 out of 5 average rating, 13 reviews
Superhost
Room in Hampton Bays
Stay with AdriannaHosting for 7 years,
2BR, Mins to Beaches/Wineries, Kayaks Paddleboards
26 Apr – 1 May
Room in Shelter Island
Stay with JohnHosting for 9 years,
Candlelite Inn Queen Onsuite Bath
19–24 Apr
4.89 out of 5 average rating, 36 reviews
Room in Sag Harbor
Stay with ChephrenHosting for 4 years,
Room in house with sunny pool
19–24 Apr
4.75 out of 5 average rating, 4 reviews
Room in Southampton
Stay with ZachHosting for 7 years,
Free parking 8
1–6 NovHosted by a business,
4.92 out of 5 average rating, 25 reviews
Room in Shelter Island
Stay with AnuHosting for 13 years,
A room for 2 with a shared bath
19–24 AprHosted by a business,
4.67 out of 5 average rating, 45 reviews
Room in Sag Harbor
Stay with MikkiPhysical therapist,
beach bungalow quiet neighborhood walk to beach
9–14 Jun
4.67 out of 5 average rating, 3 reviews
Room in Southampton
Stay with ChrisHosting for 4 years,
Goose Creek - A Butler's Manor
4–9 OctHosted by a business,
Room in Shelter Island
Stay with JohnHosting for 9 years,
Honeymoon Cottage
19–24 Apr
5.0 out of 5 average rating, 7 reviews