Bed and Breakfast and Inn in Southold, NY

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Southold, NY B&B
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17 Bed and Breakfasts and Inn in Southold, NY

Best Southold, NY bed and breakfasts with breakfast included

Arbor View House Bed And Breakfast - Southold, NY
9.3 34 reviews
Southold, NY
12/10 – 23/10
$1356/nighttotal: $14916 (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.
A Walk In The Woods Bed And Breakfast - Southold, NY
9.8 16 reviews
Southold, NY
12/10 – 23/10
$1181/nighttotal: $12991 (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.
Harbor Knoll Bed And Breakfast - Southold, NY
9.7 30 reviews
Southold, NY
12/10 – 23/10
$1739/nighttotal: $19129 (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 a pool

Among the 17 accommodations in Southold, NY, here are the 3 best b&b with a pool

The Pridwin- Waterview Room - Southold, NY
10 1 review
Southold, NY
10/07 – 12/07
$2148/nighttotal: $4296 (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.
Harbor Knoll Bed And Breakfast - Southold, NY
9.7 30 reviews
Southold, NY
12/10 – 23/10
$1739/nighttotal: $19129 (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.
The Pridwin- Private Studio Style Cottage. - Southold, NY
Southold, NY
10/07 – 12/07
$3046/nighttotal: $6092 (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.

Frequently Asked Questions about bed and breakfast in Southold, NY

Destinations nearby

Best Southold, NY bed and breakfasts with a garden

Zey Hotel - Southold, NY
8.5 257 reviews
Southold, NY
12/10 – 23/10
$1032/nighttotal: $11352 (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.
North Fork Vineyard Red Farmhouse Airbnb - Southold, NY
9.8 24 reviews
Southold, NY
10/07 – 12/07
$2022/nighttotal: $4044 (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.
The Pridwin- Private Studio Style Cottage. - Southold, NY
Southold, NY
10/07 – 12/07
$3046/nighttotal: $6092 (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.
Arbor View House Bed And Breakfast - Southold, NY
9.3 34 reviews
Southold, NY
12/10 – 23/10
$1356/nighttotal: $14916 (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.

Best Southold, NY bed and breakfasts with air conditioning

Harbor Knoll Bed And Breakfast - Southold, NY
9.7 30 reviews
Southold, NY
12/10 – 23/10
$1739/nighttotal: $19129 (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.
North Fork Vineyard Red Farmhouse Airbnb - Southold, NY
9.8 24 reviews
Southold, NY
10/07 – 12/07
$2022/nighttotal: $4044 (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.
A Walk In The Woods Bed And Breakfast - Southold, NY
9.8 16 reviews
Southold, NY
12/10 – 23/10
$1181/nighttotal: $12991 (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.
The Pridwin- Private Studio Style Cottage. - Southold, NY
Southold, NY
10/07 – 12/07
$3046/nighttotal: $6092 (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.
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