Boutique hotels in Lake Montauk

Spectacular 2 Bath King Suite in Historic Mansion

Enjoy a luxurious experience when you stay in the Master Suite at Ludington House. Ascend the Grand Staircase to the second floor to find the showpiece of the nine bedroom mansion. The private suite features His and Hers Bathrooms/Dressing Room and a four post King Bed. Outside your suite you have use of the "morning room"; a charming light-filled living area filled with local art and literature that is shared with one other guestroom. The adjoining foyer has a small kitchenette for beverages.

Pet Friendly King Suite 3 Min Walk Downtown Mystic

Located in the heart of downtown Mystic’s Historic District, this charming 600 sq ft suite offers a relaxing coastal stay just a 3 min walk from shops, restaurants, marinas, and the waterfront. The suite includes a king bed, pull out futon, propane fireplace, kitchenette, private bath, AC, Smart TV, WiFi, and off street parking. Behind the Carriage House, enjoy a beautiful brick patio with English gardens, outdoor seating, charcoal grill, hammock, and fire pit, just minutes from Mystic Seaport.

Regatta Suite #102 at the Mystic River Inn

Direct Downtown Access · Sleeps up to 4 Where Historic Charm Meets Modern Indulgence. Designed for flexibility and style, the Regatta Suite features a thoughtful open-flow layout that feels far more residential than a standard hotel room. The dedicated living lounge invites you to unwind after a day of exploration, featuring plush seating that easily converts into a premium sleeper—making this the perfect retreat for couples, small families, or friends looking to share the Mystic experience.

Somewhere in the Hamptons

Southampton LI Hotel - Your Next Vacation Destination. Conveniently located, only minutes from the world's famous Cooper's Beach and charming Village of Southampton with numerous restaurants, cafes and boutiques - Southampton Long Island Hotel will be your favorite lodging choice in the Hamptons. Open all year long - it is perfect for the summer beach getaway, business retreat, relaxing tour of exceptional wineries or just for a well deserved relaxing weekend as a treat for yourself.

Cozy Hotel, Room #5

A unique and versatile space, this room features a queen bed and a full bed in an efficiency setup. It includes two TVs, a bathroom with a stand-up shower, antique farmhouse sink, and a private deck door that leads to a shared balcony for enjoying the fresh air. *This room allows 1 pet under 40lbs with Host approval - There is a $50 pet service charge* *This unit is on the 3rd floor. There is no elevator.*

Montauk Soundview Cottage 2

Welcome to Cottage 2 at the Montauk Soundview! Enjoy our 2 bedroom 1 bath cottage equipped with a Queen Size bed, 2 Twin beds, and a sleeper sofa. We are walking distance to the Montauk Harbor and the neighboring restaurants. Enjoy the breathtaking sunsets from our sand deck area. Do not miss the opportunity to have an excellent stay on the Block Island Sound.

Luxury Lifestyle Hotel, Greenport Village, NY

Located in the heart of Greenport Village, The Menhaden is a boutique hotel with high-end service and modern amenities. Enjoy the North Fork’s only hotel roof deck and easy access to all the North Fork has to offer, including local vineyards and the beach. Less than two hours from New York City, visit us by train, Jitney, boat or car.

Cozy Hotel, Room #1

Our premier room, located on the third floor, offers the ultimate in comfort and vintage style. It features a luxurious king bed and a spacious bathroom with a large, tiled shower. A cozy couch and a record player invite you to relax and unwind in this serene retreat. *This unit is on the 3rd floor. There is no elevator.*

Montauk OceanEnd 5

Kick back and relax in this calm, stylish space. This dreamy oceanfront 1 bdrm apt was recently renovated with gorgeous furnishings, no expense spared. Steps to the sand and a few blocks to the heart of town. This unique place will make you feel like you’re in another realm. Come and grab your slice of heaven!

Sun 'N' Sound, Bayfront Studio Lower

Exclusive waterfront resorts make any vacation memorable, especially at a place like Sun N’ Sound. The hotel tops hospitality expectations by all measures. The large accommodations are designed for comfortable long term stays. You’ll feel right at home during your time in our comfy guest rooms.

Cove Ledge Marina Room 2D on Water w/ Pool & Kayak

Located at Cove Ledge Marina, this newly renovated one-room unit is just steps away from the tranquil waters of the marina and includes complimentary access to the outdoor pool and recreation areas, as well as a complimentary Kayak rental.

Cozy Hotel, Room #3

This charming room offers a queen bed and a small sitting area, ideal for unwinding. The room is equipped with a record player for soothing tunes, and the bathroom features a beautiful farmhouse sink, adding a rustic touch to your stay.