
Places to stay near Ditch Plains Beach
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Top-rated holiday rentals near Ditch Plains Beach
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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)

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.

Montauk Beach Bungalow East Apt.
Charming, clean, private, quiet, 2 bed 1 bath ocean view apartment across from ocean beach via through dunes path. Check the surf from the living room window. Dine in or out with the moon rising over the ocean. Includes BBQ and fire pit, outside table. Private entrance, lawn, outdoor shower, storage space for bikes, etc. Perfect vacation rental. Full kitchen with stove oven, fridge, sink, coffee maker, toaster, microwave, pots pans dishes etc - monthly discounts. Small bathrm & shower

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!

Harper House Heart of DT Mystic Luxury Getaway
Historic Downtown Mystic. This immaculate designed retreat is professionally managed and offers an enjoyable winter stay. Just steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. This modern apartment features a fully equipped high-end kitchen with a microwave, blender, toaster, cooking essentials, and a Keurig machine. 1 on-site parking space and a shared common backyard space if available for your enjoyment.

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.

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.
Popular amenities for holiday rentals near Ditch Plains Beach
Other top sights near Ditch Plains Beach
Condo rentals with Wi-Fi

Beautiful condo on Long Islands Northfork

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

Coastline View Studio
Family-friendly house rentals

Sag Harbor House for rent.

Stylish Montauk Village Escape for Any Season

Montauk beach house!

Waterfront Retreat on the Mystic River

Sunlit cozy cottage by the bay.

East Hampton Oasis - Pool and Hot Tub

Center of Town + Ideal for Beach, Golf & Tennis

Silver House: 3BR Home with Private Beach Access
Apartment rentals with air conditioning

Magnificient MONTAUK at the BEACH

Ocean View Studio with King Bed

Private paradise 3 min from town ice skating pond!

Lovely 2-bedroom apartment in a historic home

Whaling Captain Pierson's Apartment TOO

Recharge at our Renovated ocean front unit

Beautiful studio overlooking the Mystic River

Large Waterfront Luxury Apartment
Other great holiday rentals near Ditch Plains Beach

Ditch Plains Family Beach House

Idyllic Serene & Secluded Ocean Retreat!

Guest Suite in Montauk

Ocean Shire Coastal Cottage + Beach Pass

Dockside 2BR - Prime Location on the Marina Unit B

Renovated Montauk Home

Montauk Oceanview with Fireplace (2)

Montauk Cottage Escape
Destinations to explore
- Beach
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Southampton Beach
- Ocean Beach Park
- 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
- Blue Shutters Beach
- Easton's Beach
- Wölffer Estate Vineyard
- Orient Beach State Park
- Fort Adams State Park
- Ocean Beach
- Meschutt Beach





