Hotel holiday rentals in Lake 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.

Bright Updated Stonington Space

Enjoy a peaceful stay in this charming 1-room motel in Stonington, CT. This rental unit features a queen bed, private balcony, kitchenette with fridge, sink, and microwave, and a full bath. Stay cool with AC or relax outside in the shared grill area. Just minutes from downtown Mystic and downtown Westerly it's perfect for a quiet getaway. Whether you're here for business, weddings at nearby vineyards, or a longer stay, this renovated rental provides the perfect home base in Stonington, CT.

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.

Pamper Yourself At Our Spa Hotel Near Mystic

Mystic Marriott Hotel & Spa in Groton, CT is an upscale option just a short drive from downtown Mystic. Equally close are Groton’s submarine-themed attractions, and sandy stretches along the Connecticut shoreline. Embrace the vacationing spirit by treating yourself to a relaxing hot-stone massage or a skin-brightening facial at the on-site Cerulean Beauty and Spa. If you feel active, we have a 24/7 fitness room with weights and cardio equipment, plus a heated indoor pool.

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.

Ocean Front Resort Private decks Pool & Beach

The sun, the sand, and the surf meet at the Wavecrest Resort to offer a magical holiday to our guests. Studio rooms offer EITHER 2 Queen size beds OR 1 queen bed and a sleep sofa. All have a kitchen efficiency, Private deck and Ocean View. On site food truck for Breakfast, Lunch & Snacks, Media/ Game room available, Heated Pool, BBQ's, Beach bon fires, Complementary Beach Lounge Chairs and Umbrellas, Free Shuttle to town July thru Labor Day. Perfect Place to Relax!

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.

Direct Harbor Views + Free Breakfast & Pool

Wake up to harbor views at The Harbor Front Inn, perfectly set in the heart of Greenport Village. Just steps from Mitchell Park Marina, boutique shops, and the Shelter Island Ferry, this stay blends coastal charm with modern comfort. Enjoy the seasonal outdoor pool, start your mornings with complimentary breakfast, and take advantage of free parking while exploring Long Island Wine Country and the North Fork’s best spots.

Deluxe One King | Yoga. Free Breakfast

Sound View Greenport Hotel is situated on 14-acres of private, waterfront land. Come experience living by and with the Sea. Attractions await you: ✔Private beach a your doorstep ✔Yoga, meditation, nature walks, and bike rides ✔Natural wonders of 11 miles of coastline and acres of creeks, woodlands and fields at Mashomack Preserve ✔Tours at Matchbook Distilling Co. ✔Scenic views at Narrow River Marina

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!

Mattituck House close to Town

Come enjoy this newly renovated house is Mattituck. Close to Love Lane which features shops, transportation, restaurants and is only a few minutes from beaches and the vineyards. Centrally located in between popular Greenport Village and Riverhead Outlets.

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.