Hotel holiday rentals in Montauk

Montauk Waterfront Loft Room

This Waterfront Loft room with private deck at a waterfront resort near Montauk Harbor provides panoramic views of the best sunsets on the east coast, and a heated pool! (Free on-site parking) Located on Block Island Sound, in Montauk, New York, it is walking distance from a little beach area, Gosman's dock, sushi, shopping, restaurants, bars, ice cream shop, marinas, liquor store, deli, bagel store, Block Island Ferry parking, fishing charters, jet ski and boat rentals, and bicycle rentals.

Queen Room Cristy’s Madison #5

Smaller room with queen bed. Private bathroom, free cable/Roku, WiFi and beach access. We are a one minute walk from 2 beaches, and minutes from center of town, shopping and various weekly town events. Common area with coffee and water, downstairs is a full restaurant with breakfast, lunch and dinner. Maid service not provided. THIS ROOM IS LOCATED ABOVE A RESTAURANT AND BAR ON THE 2ND FLOOR, ACCESSIBLE BY STAIRS. THERE IS POTENTIAL FOR NOISE, ESPECIALLY ON THE WEEKENDS.

Harborview King with Balcony at Greenport

Welcome to Harborfront Inn at Greenport Paying tribute to the waterfront boarding houses of the past, The Harborfront Inn rests in the heart—and soul—of historic Greenport Village. There’s plenty to explore in and around this quaint village surrounded by water and nature. When you stay with us, you’re part of the community and also enjoy exclusive access to the Private Beach, Pool and Restaurant at our sister property Sound View Greenport.

One Bedroom At Boutique Complex Adjacent to Ocean

Enjoy this one bedroom one bathroom unit located at the Plum in Montauk! The unit features a queen sized bed in the private bedroom, a full-sized sleeper sofa, kitchen, complimentary wi-fi, and an outdoor deck. The property features an outdoor heated pool, outdoor shower, daily housekeeping, walk to the beach, and a walk to Downtown MTK!

Montauk OceanEnd 5

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

The Lin Beach House -- Jane's Suite

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.

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.

Ask about Fireside Chats calendar

The private balcony of this Double Queen room overlooks our lush, natural dune-scape courtyard, and is a breezy walk to the pool and the Atlantic. Features two queen beds perfect for friends or family traveling together.

Standard King

These rooms are apart of the historic Grove Hotel; the largest hotel in the Fire Islands. Their location puts you in the middle of all the action! Each room contains one king size bed.