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.

Schooner Suite #203 at the Mystic River Inn

Direct Downtown Access · Sleeps up to 2 Where Historic Charm Meets Modern Indulgence. Much like the swift ships that once defined this region, The Schooner Suite feels open and free. The second-story elevation allows natural light to pour in, illuminating the restored 1809 architecture. Without the footprint of a heavy sitting area, the room feels dedicated entirely to rest and rejuvenation—an intimate cabin designed for deep sleep and easy mornings.

Montauk Soundview Unit 8A

Welcome to the Montauk Soundview Unit 8A! Enjoy the peace and quiet in a studio located steps away from the Block Island Sound. This unit is an adjoining room with unit 8. Have a family or a group of friends? Book both units 8 and 8A to convert this studio into a 2 bedroom 2 bath with a full kitchen in unit 8. With the added privacy of the connecting door! Reach out to us if you have any questions!

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.

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.

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

Located at Cove Ledge Marina, this newly renovated two-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.

Cottage Room at Topping Rose House

Topping Rose House is the most charming estate in the entire Hamptons. With a classic mansion from the 1840s overlooking the property, Topping Rose House blends the history of Bridgehampton with the new, crisp feel of contemporary design.