Boutique hotel holiday rentals in Lake Montauk

Find and book unique boutique hotel rentals on Airbnb

Top-Rated Boutique Hotels in Lake Montauk

Guests agree: These boutique hotel rentals are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1

An aerial view captures the beachside property nestled beside a sandy stretch, where several white umbrellas are arranged on the beach. The surrounding landscape features green vegetation and a serene body of water in the background, reflecting the clear blue sky.

Hotel room in Montauk

Hero King Deluxe, Hero Beach Club, Beachfront

Indulge in an extraordinary experience at our exquisite beachside property while enjoying the rest of Montauk's nearby places. Just a stone's throw away from your beachside retreat lies the Second House Museum. Ready for some outdoor adventure? Head over to Fort Pond Bay Park or Ditch Plains Beach. Make your way to Deep Hollow Ranch, the oldest working cattle ranch in the United States. No visit to Montauk would be complete without going to Montauk Point State Park and Montauk Point Lighthouse.

Superhost

A spacious bedroom features a four-poster bed with a light-colored blanket and decorative pillows. Two windows dressed in soft blue curtains enhance natural light. An accent bench at the foot of the bed is paired with bedside lamps and dark wood furniture, creating a serene environment.

Hotel room in Old Lyme

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.

Superhost

A spacious guest room features hardwood flooring and a comfortable bed with neutral bedding. The room includes a wooden nightstand and a lamp, while a large mirror and a television are positioned on the wall. A small desk area and closet add functionality to the space.

Hotel room in Southampton

4.75 out of 5 average rating, 104 reviews

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.

Guest favourite

A charming two-story house is depicted with a sloped roof and two prominent front doors. Soft sunlight is illustrated shining down, while flowers and shrubs are seen accentuating the walkways, contributing to a welcoming exterior.

Hotel room in mystic

4.96 out of 5 average rating, 26 reviews

Downtown Mystic Suite with fireplace, king, futon

Located in the heart of downtown Mystic in the Historic District, this charming suite offers everything you need for a relaxing stay. This 600 sq ft suite has a king bed, futon, fireplace, kitchenette and private bath. There is a beautiful brick terrace and gardens behind the Carriage House with a fire pit, bbq, and plenty of seating. Leave you car behind as everything Mystic has to offer is just a short 3 minute walk. There is off street parking as well.

The hotel name, 'The Menhaden', is prominently displayed on a sleek white wall. The modern typography is bold and minimal, contributing to a clean and contemporary aesthetic.

Hotel room in Greenport

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.

A spacious guest room is illuminated by natural light, featuring a large white bed with decorative pillows. A vibrant blue wall hanging adds color above the bed, while an area rug with contrasting patterns enhances the floor space. A side table and a chair provide additional seating.

Hotel room in Greenport

4.66 out of 5 average rating, 134 reviews

The Lin Beach House -- Edie's Room

Play. Sip. Stay. Welcome to the Guest House and sister hotel of Matchbook Distilling Co. Here you can find the traditional vineyard and beach resort reimagined into a guest house, where creativity, relaxation and indulgence can all be found in equal measure.

A spacious guest room features a four-poster wooden bed with a plush bench at the foot. Large windows allow natural light to fill the room, accompanied by soft white curtains. Colorful artwork adorns the walls, enhancing the serene atmosphere.

Hotel room in Greenport

4.53 out of 5 average rating, 98 reviews

The Lin Beach House - Theresa's Suite

A bright, airy bedroom features high white ceilings and wooden flooring. A four-poster bed with crisp linens is positioned at the center. Natural light streams through large windows, complemented by dark curtains. A decorative mirror and an elegant wooden fireplace add to the room's charm.

Hotel room in Greenport

4.74 out of 5 average rating, 135 reviews

The Lin Beach House -- Lillian's Suite

A bright guest room features a spacious bed with decorative pillows, complemented by two bedside wall sconces. A large mirror leans against the wall, reflecting light from the window draped with sheer curtains. A patterned area rug adds texture, and a coffee table sits in front.

Hotel room in Greenport

4.83 out of 5 average rating, 181 reviews

The Lin Beach House -- Jane's Suite

Superhost

A spacious room is presented with warm-toned walls and hardwood flooring. A comfortable bed with neutral bedding is positioned alongside wooden nightstands and lamps. A dresser and a desk are visible, while a television is mounted on the wall, providing convenient entertainment options.

Hotel room in Southampton

4.56 out of 5 average rating, 9 reviews

Southampton Long Island Hotel

Southampton Long Island Hotel - Your Southampton Escape. Conveniently located, only minutes from the world's famous Cooper's Beach and charming Village of Southampton. All rooms feature private baths, air conditioning, cable TV. Wireless Internet.

Guest favourite

A bright bedroom features a spacious bed with blue linens, flanked by two modern white nightstands with lamps. Light-colored walls and wood flooring create an open feel, while a small window and artwork add a touch of character.

Hotel room in Stonington

5 out of 5 average rating, 23 reviews

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.

Guest favourite

A private outdoor space features a round wooden table surrounded by four white chairs. Bright green grass is visible, and sliding glass doors reveal a well-lit room with a spacious bed inside, framed by contemporary architecture.

Hotel room in Bridgehampton

4.92 out of 5 average rating, 73 reviews

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.