Vacation rentals in Ditch Plains

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Modern Montauk retreat with wood stove by Harbor

Scandinavia meets Montauk in this sophisticated, comfy, all-season getaway with open-plan interior & large, private fenced yard. • 950 sq ft, 2 BRs (compact but comfy), 1 Ba, full high-end kitchen, W/D, A/C • Wood stove, Solo stove, patio, outdoor shower, high-end linens & furnishings/decor • Steps to LI Sound & Harbor. 3 mi to ocean/Town • Owner is in a private studio w/ own entrance in the house. No shared spaces! • Ask about dogs & flexible rental periods CLICK MORE for IMPORTANT INFO!

Modern beach getaway ocean views

Newly built modern and stylish home, nestled hilltop behind Fort Pond with panoramic rooftop views from the ocean to the Long Island Sound. A 15 minute walk or just a few minutes drive to town and the ocean beaches, close to Surf Lodge, Navy Beach, Duryeas, Montauket, Robertas. The house has 4 beds, 3-1/2 baths, large open plan kitchen, dining, living, and a second living room / den off the downstairs deck. Outside enjoy the large gunnite pool, lawn, and wooden decks at three levels!

Duffy's on Lake Montauk

Recently renovated in soft blues and whites, these sleek units offer a full kitchen, washer/dryer, living area and large deck steps from Lake Montauk. Paddle boards, kayaks and beach chairs available in warmer months. All units have Bose players and Roku. The units sit at a 90 degree angle to the lake with partial lake views from the deck. The lake and beachfront are a 1 minute walk from the unit. RENTAL PRICES ALREADY INCLUDE SUFFOLK COUNTY SALES AND OCCUPANCY TAXES.

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hampton's! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Stylish Montauk Village Escape for Any Season

Stylish Montauk retreat with 3 bedrooms, 2 full baths, and 2 half baths. Just 7 minutes from beaches, shops, and restaurants. Soak in the hot tub, gather around the fire pit, or savor breathtaking sunsets from the private deck. Modern interiors, central air, and Wi-Fi make it cozy year-round. Spacious, elegant, and inviting, perfect for families, friends, or romantic escapes seeking comfort, luxury, and ultimate Montauk getaway!

Dreamy Bungalow steps to Surf Lodge, Beach & Town

Welcome to Casa Bungo, a laid-back, surf inspired beach bungalow brought to you by the husband and wife team behind Studio MTK. Steps from Surf Lodge, downtown Montauk and the beach, the 2-bd bungalow is perfect for families of four or two couples. Designed and decorated with care, this is Montauk at its best! Follow us @studiomtk if you love Montauk, real estate and interior design! EH Rental Registry: 24-1259

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

Center of Town + Ideal for Beach, Golf & Tennis

Our home is centrally located in Montauk. 5 minutes +/- from everywhere you want to be. Montauk Downs State Park is directly across the street, providing public access to golf, tennis, pickleball, swimming and a patio bar/grill that overlooks the golf course. Quiet neighborhood + private backyard setting. Convenience and relaxation at its finest!

Montauk Family Gem: HotTub, Pro Kitchen, Fireplace

Escape to your perfect Montauk getaway! Nestled on a secluded, beautifully landscaped lot at the end of a quiet dead-end street, this recently renovated 4-bedroom, 3.5-bathroom beach house offers the ultimate combination of luxury, comfort, and privacy. We are also pet friendly!