
Places to stay near Ditch Plains Beach
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Top-rated holiday rentals near Ditch Plains Beach
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Twin Pond Ocean View Studio 3
Semi-private path to one of the best beaches in Montauk. Imagine not having to deal with Ditch parking but beach passes included! Twin Pond is a compound on 2.5 acres on Old Montauk Highway. Studio is one of 7 units—galley kitchen (no cooktop) with 180 degree views (1) Qn Size Bed. Walk to Town & restaurants. Modern chic with flat screen TV and WiFi. Ideal for couples/single. Outdoor furniture and a gas grill. Dog fee is $250 per dog. Only small to medium size dogs. No cats or other animals.

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!

Serene East Hampton Escape - Stars Forest Sauna
A luxuriously curated woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office with a french privacy door, a freestanding soaking tub, and a chef’s kitchen with dining table for ten or more.

Walk-To-The-Beach House In The Dunes
(Weekly in season! Please inquire before booking!) This south-of-the highway artist residence is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 massive outdoor bathrooms, new central AC, multi-zone hi-fi, x2 two-person soaking hottubs. Fireplace, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop.

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.

3 BR/Pool. Walk to Beach & Town!
Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

Sea Roost
This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

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 Hamptons! 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.

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.

DITCH PLAINS SURF HOUSE
Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

The Dacha at the Mystic Farmhouse
A Historic Artist’s Retreat Near Downtown Mystic Lovingly known as The Dacha for nearly 80 years, this one-of-a-kind gem was built in 1945 as a studio for the artist who once called the property home. Fully insulated for cozy winter stays, the unique structure is tucked away on a peaceful piece of land, just five minutes from downtown Mystic.
Popular amenities for holiday rentals near Ditch Plains Beach
Other top sights near Ditch Plains Beach
Apartment rentals with wifi

Sun N Sound Resort, Montauk, NY

Beautiful condo on Long Islands Northfork

Montauk Royal Atlantic Beach Resort North

Montauk Waterfront Condo w/ Sunset Views

Beautiful Waterview Condo on the North Fork of LI

Waterfront Summer Escape in Wine Country: 2BR

Beach Escape. Walk to Beautiful Beaches

Beautiful Condo on the Ocean Bluffs
Family-friendly house rentals

🧭 Newly Remodeled Home Near Westerly and Mystic

4 BD w/ Heated Pool in E Hampton, Fully Furnished

FREE Private Indoor Heated Pool - Mystic Home

Serene + private, 1 block to waterfront dining

Clean & quiet 2 bedroom w/office-dog friendly

Southampton Charmer, 5 bedrooms w pool - Location

Silver House: 3BR Home with Private Beach Access

Stunning Waterfront Cottage with Big Yard & Dock!
Apartment rentals with air conditioning

Montauk Beach Bungalow West

Luxury 3 Bedroom Apt Near Mystic Drawbridge

Heathers On High Street King Bed/Twin Bed

Mystical Ocean View in Historic Stonington Borough

Mystic Harbor Getaway - Best Spot Downtown

Mystic for Two

Private paradise 3 min from town ice skating pond!

Super Cute & Cozy Apartment in Downtown Mystic!
Other great holiday rentals near Ditch Plains Beach

Montauk Beach Surf House in Ditch Plains

Modern beach getaway ocean views

Gorgeous Waterfront Getaway

Stylish Montauk Village Escape for Any Season

Cozy guesthouse in an English style Tudor house

Dockside 2BR | Prime Location on the Marina Unit B

Renovated Montauk Home

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Destinations to explore
- Foxwoods Resort Casino
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- Second Beach
- Mohegan Sun
- East Matunuck State Beach
- The Breakers
- Bonnet Shores Beach
- Long Island Aquarium
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Narragansett Town Beach
- Meschutt Beach
- Easton's Beach
- Wölffer Estate Vineyard
- Bluff Point State Park




