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The Chequit Inn Bed & Breakfast, built in 1872, is a charming Victorian country inn on Shelter Island, New York located in the island's historic district, Shelter Island Heights, which is a lively downtown atmosphere.

Drawing inspiration from its original roots in the 1800s, Shelter Island House has been reinvented with luxurious modern beach flair and opulent accommodations. Style, distinction, warmth, and intimacy are combined with architecture that has maintained its historic details and chic elegance. You will discover casual sophistication and a chance to explore the local feel.

Nearby Listings

Harbor Knoll Bed and Breakfast offers relaxing and beautiful accommodations along the shore of Greenport, New York in Long Island’s North Fork wine country. Guests may enjoy breathtaking views of Shelter Island from this b&b as well Greenport’s shopping and dining.

Ruby's Cove Bed & Breakfast is perfect for a serene, intimate getaway. This delightful b&b is located in the heart of the old whaling village of Greenport, NY, on the North Fork of Long Island, close to the Hampton’s. Make your day or weekend even more memorable!

If you’re thinking of a Coastal Living getaway, chose The Stirling House Bed & Breakfast in Greenport. As one of the Top 5 Waterfront B&Bs in Wine Countries of North America" the inn offers delicious full breakfasts

Wells House Bed & Breakfast offers guests an opportunity to unwind and re-connect in a beautifully restored 19th century home, leaving the 21st century’s problems behind.

Welcome to the recently renovated Candlelite Inn Bed & Breakfast, located on beautiful Shelter Island, NY. The inn is in a convenient location close to all major attractions and we look forward to your visit!

One of the finest original homes in Greenport, Fordham House Bed & Breakfast is dedicated to providing lodgings with a higher standard of style, comfort and privacy on Long Island's wonderful semi-rural East End. Celebrate Valentine's Day at the Fordham House throughout February with complimentary Godiva chocolates and champagne.

Historic Bed and Breakfast filled with antiques and overlooking the Long Island Sound in wine country.

Welcome to Arbor View House an award-winning North Fork Long Island Bed and Breakfast Inn- Greenport NY wineries. We are a Wine Country Bed and Breakfast (B&B) with award-winning gourmet breakfasts, boutique hotel accommodations, fireplaces, and romantic getaways. Consider us your Home away from Home.

Quintessentials is a North Fork Long Island Bed and Breakfast and Spa where you will find pure relaxation and romance. The elegant 1840s Victorian Bed and Breakfast is set on almost an acre of lush, landscaped grounds just two hours away from New York City. We have a full-service day spa and a Japanese meditation garden for serenity and rejuvenation.

The Ram's Head Inn Bed & Breakfast, in Shelter Island Heights, NY is an inviting seaside getaway on Shelter Island, with a relaxing atmosphere, gracious country accommodations, and world class dining and wines, year round.

North Fork Table and Inn is an experience like no other!

The Orient Inn bed and breakfast in Orient, New York, just minutes from the Hamptons of Long Island and Shelter Island, offers comfortable accommodations near hiking and biking trails, golf, fishing, kayaking and Long Island vineyards and wine tours.

A couple hours from NYC, New England, and New Jersey, The Harvest Inn is in the heart of wine country in the NoFo. Enjoy modern luxury and chic design in the middle vineyards, farms, and small villages.

The 1708 House is a historic bed & breakfast inn, located in the Village of Southampton. All guest rooms include a king or queen bed with private bath and some have Jacuzzis perfect for romantic getaways.

This Cutchogue, NY bed and breakfast offers luxurious rooms and accommodations in New York. Book your stay today! Click our link above to Book Direct for your next getaway in Cutchogue, New York.