
Places to stay near Ditch Plains Beach
Book unique vacation rentals, homes, and more on Airbnb
Top-rated vacation rentals near Ditch Plains Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Tiny Cottage in Hither Woods, Montauk
A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Montauk Private Beach Bungalow
Beautiful secluded cottage tucked away at the end of cul-de-sac and surrounded by a nature preserve. Montauk’s finest waterfront dining and bars are less than a mile. The house has a large living room with a fireplace, king bed in one and a full bed with a twin bunk in the other, a full bath, and an eat-in kitchen with dining for 6. There is a large very private patio with a grill, dining table and lounge area. The private beach is stunning and a 3 minute walk from the house. Pets are welcome.

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!

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.

Laid Back Bungalow btwn Surf Lodge, Beach & Town
Welcome to Casa Bungo, our laid-back, surf inspired beach bungalow in the heart of Montauk. Located on Edgemere Street, in between Surf Lodge & downtown and walking distance to the beach, our 2-bd bungalow is perfect for families or two couples. Owned by the husband and wife team behind Studio MTK, a local interior design firm, this is Montauk at its best! Follow us @studiomtk to learn more! 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.

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.

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Montauk ocean view 3
Charming oceanfront Montauk locale with perfect proximity to all town activities! Fall asleep to the lull of ocean waves. Oceanview and steps to the sand and town! New kitchen, Queen bedroom, new queen no bar sofabed in living area. Recently renovated new rain shower bathroom, plus a large front deck for al fresco dining! Perfect for families, and a girls weekend!
Popular amenities for vacation rentals near Ditch Plains Beach
Other top sights near Ditch Plains Beach
Condo rentals with wifi

Beautiful condo on Long Islands Northfork

Harper House Heart of DT Mystic Luxury Getaway

Montauk Royal Atlantic Beach Resort North

Waterfront Escape | Private Beach, Pool & Views

Beautiful Waterview Condo on the North Fork of LI

Beachside Waterview 2Br Condo w/ Pool in Greenport

Beach Escape. Walk to Beautiful Beaches

Beautiful Condo on the Ocean Bluffs
Family-friendly house rentals

Ditch Plains Family Beach House

Montauk beach house!

Serene with large pool ~ 1 block to water + dining

Private beach, fully updated house, on 2 acres.

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Sag Harbor Cottage, Walk to the Beach!

Hamptons Oceanfront Oasis

Dockside 2BR - Marina - Dining - Charter Access Un
Apartment rentals with air conditioning

"Meteor": River View Penthouse in Downtown Mystic

Montauk Beach Bungalow West

Blue Dream BnB

Mystical Ocean View in Historic Stonington Borough

Magnificient MONTAUK at the BEACH

Whaling Captain Pierson's Cottage

Mystic for Two

Recharge at our Renovated ocean front unit
Other great vacation rentals near Ditch Plains Beach

Gorgeous Ditch Plains Beach House

2 BR apartment near ocean in Hither Hills

Stylish Montauk Village Escape for Any Season

Guest Suite in Montauk

Idyllic Serene & Secluded Ocean Retreat!

Renovated Montauk Home

Simple Montauk Home

Morgan Suite - spacious | hot tub | water views!
Destinations to explore
- Beach
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Charlestown Beach
- Mohegan Sun
- Ocean Beach Park
- Southampton Beach
- Bonnet Shores Beach
- Easton Beach
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Second Beach
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Long Island Aquarium
- Easton's Beach
- Wölffer Estate Vineyard
- Blue Shutters Beach
- Orient Beach State Park
- Meschutt Beach
- Fort Adams State Park
- Ocean Beach





