This newly renovated four-bedroom farmhouse, sleeping eight, is situated on a working vineyard in Cutchogue, New York, offering proximity to local wineries and beaches, though precise distances aren't specified. The self-catering property boasts a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and access to locally sourced wine, providing a relaxing retreat for guests seeking a North Fork experience.
8.5 257 reviews
Southold, NY
12/10 – 23/10
£551/nighttotal: £6061 (11 )
Zey Hotel
1 4
B&B , Greenport
ZEY HOTEL is situated in Greenport, a charming village on Long Island's North Fork, just 26 miles from Splish Splash water park and 48 miles from Long Island MacArthur Airport. The hotel has received very good user ratings, with excellent marks for its location and cleanliness. This one-bedroom guesthouse features a private bathroom with bathrobes, slippers, and a hairdryer. Guests can enjoy a range of amenities, including a terrace, garden, picnic area, lounge, and free bikes.
Southold, NY
10/07 – 12/07
£1626/nighttotal: £3252 (2 )
The Pridwin- Private Studio Style Cottage.
1 2
B&B , Shelter Island Heights
This studio apartment is located in Shelter Island Heights, offering convenient access to local attractions and amenities. This studio offers accommodation for up to four guests with a king bed, a full-size sleeper sofa, a separate bathroom, a private deck, and a wetbar-style kitchenette with a half-size refrigerator and sink.
9.3 34 reviews
Southold, NY
12/10 – 23/10
£724/nighttotal: £7964 (11 )
Arbor View House Bed And Breakfast
2 4
B&B , East Marion
Arbor View House Bed and Breakfast is situated in East Marion, Long Island, just a short distance from Island End Golf and Country Club, the Railroad Museum of Long Island, and Hortons Point Lighthouse. The property has received excellent ratings for its location, cleanliness, and overall experience. The guest house offers a single bedroom with a private bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, terrace, garden, spa, fitness centre, and tennis court, alongside a delicious breakfast and free Wi-Fi.
9.8 16 reviews
Southold, NY
12/10 – 23/10
£630/nighttotal: £6930 (11 )
A Walk In The Woods Bed And Breakfast
2 4
B&B , Southold
This charming bed and breakfast is situated just a mile from Cedar Beach and five miles from Pindar Vineyards, offering easy access to the beautiful Long Island Sound and its surrounding attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The guest house has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a private terrace, a garden, free Wi-Fi, and a complimentary breakfast, providing a relaxing and enjoyable stay.
10 1 review
Southold, NY
10/07 – 12/07
£1147/nighttotal: £2294 (2 )
The Pridwin- Waterview Room
1 2
B&B , Shelter Island Heights
This charming bed and breakfast is situated in Shelter Island Heights, just a short drive from the Shelter Island Lighthouse and a short walk from the village shops and restaurants. The peaceful waterfront setting offers breathtaking views of Crescent Beach and the Shelter Island Sound. This cosy guesthouse has one bedroom and one bathroom, accommodating up to two guests. Enjoy a king-size bed, air conditioning, a swimming pool, a fitness centre, parking, and free Wi-Fi.
9.7 30 reviews
Southold, NY
12/10 – 23/10
£928/nighttotal: £10208 (11 )
Harbor Knoll Bed And Breakfast
2 4
B&B , Greenport
Harbor Knoll Bed and Breakfast is situated in Greenport, a short distance from the town's beaches and within easy reach of attractions like Splish Splash, just 26 miles away. The property enjoys excellent ratings for location, cleanliness, and overall guest satisfaction. The guest house offers comfortable accommodation with a choice of rooms featuring a private bathroom and a floor area of 21 square meters. Guests can enjoy a variety of amenities, including a swimming pool, a tennis court, a garden, a terrace, and a bar, as well as free Wi-Fi and parking.
Best Southold, NY bed and breakfasts with air conditioning
8.5 257 reviews
Southold, NY
12/10 – 23/10
£551/nighttotal: £6061 (11 )
Zey Hotel
1 4
B&B , Greenport
ZEY HOTEL is situated in Greenport, a charming village on Long Island's North Fork, just 26 miles from Splish Splash water park and 48 miles from Long Island MacArthur Airport. The hotel has received very good user ratings, with excellent marks for its location and cleanliness. This one-bedroom guesthouse features a private bathroom with bathrobes, slippers, and a hairdryer. Guests can enjoy a range of amenities, including a terrace, garden, picnic area, lounge, and free bikes.
9.3 34 reviews
Southold, NY
12/10 – 23/10
£724/nighttotal: £7964 (11 )
Arbor View House Bed And Breakfast
2 4
B&B , East Marion
Arbor View House Bed and Breakfast is situated in East Marion, Long Island, just a short distance from Island End Golf and Country Club, the Railroad Museum of Long Island, and Hortons Point Lighthouse. The property has received excellent ratings for its location, cleanliness, and overall experience. The guest house offers a single bedroom with a private bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, terrace, garden, spa, fitness centre, and tennis court, alongside a delicious breakfast and free Wi-Fi.
9.8 16 reviews
Southold, NY
12/10 – 23/10
£630/nighttotal: £6930 (11 )
A Walk In The Woods Bed And Breakfast
2 4
B&B , Southold
This charming bed and breakfast is situated just a mile from Cedar Beach and five miles from Pindar Vineyards, offering easy access to the beautiful Long Island Sound and its surrounding attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The guest house has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a private terrace, a garden, free Wi-Fi, and a complimentary breakfast, providing a relaxing and enjoyable stay.
Southold, NY
10/07 – 12/07
£1626/nighttotal: £3252 (2 )
The Pridwin- Private Studio Style Cottage.
1 2
B&B , Shelter Island Heights
This studio apartment is located in Shelter Island Heights, offering convenient access to local attractions and amenities. This studio offers accommodation for up to four guests with a king bed, a full-size sleeper sofa, a separate bathroom, a private deck, and a wetbar-style kitchenette with a half-size refrigerator and sink.
Best Southold, NY bed and breakfasts with breakfast included
9.8 16 reviews
Southold, NY
12/10 – 23/10
£630/nighttotal: £6930 (11 )
A Walk In The Woods Bed And Breakfast
2 4
B&B , Southold
This charming bed and breakfast is situated just a mile from Cedar Beach and five miles from Pindar Vineyards, offering easy access to the beautiful Long Island Sound and its surrounding attractions. The property has received excellent ratings for location, cleanliness, and overall user experience. The guest house has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a private terrace, a garden, free Wi-Fi, and a complimentary breakfast, providing a relaxing and enjoyable stay.
9.7 30 reviews
Southold, NY
12/10 – 23/10
£928/nighttotal: £10208 (11 )
Harbor Knoll Bed And Breakfast
2 4
B&B , Greenport
Harbor Knoll Bed and Breakfast is situated in Greenport, a short distance from the town's beaches and within easy reach of attractions like Splish Splash, just 26 miles away. The property enjoys excellent ratings for location, cleanliness, and overall guest satisfaction. The guest house offers comfortable accommodation with a choice of rooms featuring a private bathroom and a floor area of 21 square meters. Guests can enjoy a variety of amenities, including a swimming pool, a tennis court, a garden, a terrace, and a bar, as well as free Wi-Fi and parking.
9.3 34 reviews
Southold, NY
12/10 – 23/10
£724/nighttotal: £7964 (11 )
Arbor View House Bed And Breakfast
2 4
B&B , East Marion
Arbor View House Bed and Breakfast is situated in East Marion, Long Island, just a short distance from Island End Golf and Country Club, the Railroad Museum of Long Island, and Hortons Point Lighthouse. The property has received excellent ratings for its location, cleanliness, and overall experience. The guest house offers a single bedroom with a private bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, terrace, garden, spa, fitness centre, and tennis court, alongside a delicious breakfast and free Wi-Fi.
Frequently asked questions about bed and breakfast in Southold, NY
What outdoor activities can visitors enjoy in and around Southold, NY?
Southold is great for outdoor activities. You can go for a swim at the Southold Town Beach, go kayaking or paddleboarding on the Long Island Sound, or hike the trails at the Orient Point State Park. If you're looking for something more active, there are plenty of cycling routes in the area.
What are the best bed and breakfasts in Southold, NY?
Best Southold, NY bed and breakfasts with a garden
9.7 30 reviews
Southold, NY
12/10 – 23/10
£928/nighttotal: £10208 (11 )
Harbor Knoll Bed And Breakfast
2 4
B&B , Greenport
Harbor Knoll Bed and Breakfast is situated in Greenport, a short distance from the town's beaches and within easy reach of attractions like Splish Splash, just 26 miles away. The property enjoys excellent ratings for location, cleanliness, and overall guest satisfaction. The guest house offers comfortable accommodation with a choice of rooms featuring a private bathroom and a floor area of 21 square meters. Guests can enjoy a variety of amenities, including a swimming pool, a tennis court, a garden, a terrace, and a bar, as well as free Wi-Fi and parking.
9.8 24 reviews
Southold, NY
10/07 – 12/07
£1079/nighttotal: £2158 (2 )
North Fork Vineyard Red Farmhouse Airbnb
1 2
gîte , Cutchogue
This newly renovated four-bedroom farmhouse, sleeping eight, is situated on a working vineyard in Cutchogue, New York, offering proximity to local wineries and beaches, though precise distances aren't specified. The self-catering property boasts a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and access to locally sourced wine, providing a relaxing retreat for guests seeking a North Fork experience.
9.3 34 reviews
Southold, NY
12/10 – 23/10
£724/nighttotal: £7964 (11 )
Arbor View House Bed And Breakfast
2 4
B&B , East Marion
Arbor View House Bed and Breakfast is situated in East Marion, Long Island, just a short distance from Island End Golf and Country Club, the Railroad Museum of Long Island, and Hortons Point Lighthouse. The property has received excellent ratings for its location, cleanliness, and overall experience. The guest house offers a single bedroom with a private bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, terrace, garden, spa, fitness centre, and tennis court, alongside a delicious breakfast and free Wi-Fi.
Southold, NY
10/07 – 12/07
£1626/nighttotal: £3252 (2 )
The Pridwin- Private Studio Style Cottage.
1 2
B&B , Shelter Island Heights
This studio apartment is located in Shelter Island Heights, offering convenient access to local attractions and amenities. This studio offers accommodation for up to four guests with a king bed, a full-size sleeper sofa, a separate bathroom, a private deck, and a wetbar-style kitchenette with a half-size refrigerator and sink.
Our Favourite Bed and Breakfasts with a Pool in Southold, NY
Enjoying a refreshing dip in your B&B pool is a superb way to complement a day in Southold, NY.
10 1 review
Southold, NY
10/07 – 12/07
£1147/nighttotal: £2294 (2 )
The Pridwin- Waterview Room
1 2
B&B , Shelter Island Heights
This charming bed and breakfast is situated in Shelter Island Heights, just a short drive from the Shelter Island Lighthouse and a short walk from the village shops and restaurants. The peaceful waterfront setting offers breathtaking views of Crescent Beach and the Shelter Island Sound. This cosy guesthouse has one bedroom and one bathroom, accommodating up to two guests. Enjoy a king-size bed, air conditioning, a swimming pool, a fitness centre, parking, and free Wi-Fi.
9.7 30 reviews
Southold, NY
12/10 – 23/10
£928/nighttotal: £10208 (11 )
Harbor Knoll Bed And Breakfast
2 4
B&B , Greenport
Harbor Knoll Bed and Breakfast is situated in Greenport, a short distance from the town's beaches and within easy reach of attractions like Splish Splash, just 26 miles away. The property enjoys excellent ratings for location, cleanliness, and overall guest satisfaction. The guest house offers comfortable accommodation with a choice of rooms featuring a private bathroom and a floor area of 21 square meters. Guests can enjoy a variety of amenities, including a swimming pool, a tennis court, a garden, a terrace, and a bar, as well as free Wi-Fi and parking.
Southold, NY
10/07 – 12/07
£1626/nighttotal: £3252 (2 )
The Pridwin- Private Studio Style Cottage.
1 2
B&B , Shelter Island Heights
This studio apartment is located in Shelter Island Heights, offering convenient access to local attractions and amenities. This studio offers accommodation for up to four guests with a king bed, a full-size sleeper sofa, a separate bathroom, a private deck, and a wetbar-style kitchenette with a half-size refrigerator and sink.
Discover Bed and Breakfasts by the Sea in Southold, NY
Enjoy a peaceful maritime vibe at shoreside bed and breakfasts situated a short distance from the coast in Southold, NY.
Southold, NY
10/07 – 12/07
£1626/nighttotal: £3252 (2 )
The Pridwin- Private Studio Style Cottage.
1 2
B&B , Shelter Island Heights
Discover Luxury Bed and Breakfasts in Southold, NY
Staying in a luxury B&B in Southold, NY ensures every detail of your trip is considered with high-end finishes and a great location.
9.7 30 reviews
Southold, NY
12/10 – 23/10
£928/nighttotal: £10208 (11 )
Harbor Knoll Bed And Breakfast
2 4
B&B , Greenport
Guest-Favourite Guesthouses with Parking in Southold, NY
On-site parking at your B&B in Southold, NY ensures reaching the waterfront is entirely stress-free every single day.
9.3 34 reviews
Southold, NY
12/10 – 23/10
£724/nighttotal: £7964 (11 )
Arbor View House Bed And Breakfast
2 4
B&B , East Marion
9.7 30 reviews
Southold, NY
12/10 – 23/10
£928/nighttotal: £10208 (11 )
Harbor Knoll Bed And Breakfast
2 4
B&B , Greenport
8.5 257 reviews
Southold, NY
12/10 – 23/10
£551/nighttotal: £6061 (11 )
Zey Hotel
1 4
B&B , Greenport
9.8 16 reviews
Southold, NY
12/10 – 23/10
£630/nighttotal: £6930 (11 )
A Walk In The Woods Bed And Breakfast
2 4
B&B , Southold
Explore Bed and Breakfasts with a Hot Tub in Southold, NY
A B&B with a hot tub in Southold, NY is tailor-made for an indulgent private soak following a day on the coast.
10 1 review
Southold, NY
10/07 – 12/07
£1147/nighttotal: £2294 (2 )
The Pridwin- Waterview Room
1 2
B&B , Shelter Island Heights
Top-Rated Guesthouses with a Spa in Southold, NY
Discover spa and wellness access at these B&Bs in Southold, NY, ensuring coastal relaxation is always at the heart of your stay.
