
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
4.96 out of 5 average rating, 514 reviews
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
4.93 out of 5 average rating, 112 reviews
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!
4.95 out of 5 average rating, 136 reviews
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.
4.98 out of 5 average rating, 132 reviews
Coastline View Studio
This sun drenched studio apartment is perfect for families, couples or friends looking to get away and discover Montauk! Located in Montauk's harbor district. This unit is perfectly located to experience all that Montauk has to offer... Sit back on the balcony and enjoy a glass of wine as the sun sets perfectly over Culloden Point. A short walk to the Harbor, the Dock, Gosmans, TTs, Salivars, Sunday Funday, La Fin, Viking Fleet (fishing, Whale watching & Ferry).
4.83 out of 5 average rating, 215 reviews
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
4.98 out of 5 average rating, 115 reviews
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.
4.98 out of 5 average rating, 124 reviews
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.
4.97 out of 5 average rating, 139 reviews
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: 26-1155
4.88 out of 5 average rating, 233 reviews
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.
4.86 out of 5 average rating, 125 reviews
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.
4.9 out of 5 average rating, 503 reviews
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!
4.85 out of 5 average rating, 175 reviewsPopular amenities for holiday rentals near Ditch Plains Beach
Other top sights near Ditch Plains Beach
Condo rentals with Wi-Fi

Montauk Waterfront Condo w/ Sunset Views
5.0 out of 5 average rating, 260 reviews
Beautiful Condo on the Ocean Bluffs
4.85 out of 5 average rating, 113 reviews
Montauk Royal Atlantic Beach Resort North
4.8 out of 5 average rating, 246 reviews
Harper House Heart of DT Mystic Luxury Getaway
4.9 out of 5 average rating, 165 reviews
Elegant five-star retreat. Walk to River & Shops.
4.99 out of 5 average rating, 200 reviews
Beach Escape. Walk to Beautiful Beaches
4.93 out of 5 average rating, 163 reviews
Sound Front Condominium
4.89 out of 5 average rating, 282 reviews
Misquamicut Beach Cozy Condominium. Unit 6
4.81 out of 5 average rating, 167 reviewsFamily-friendly house rentals

Beachfront Paradise
4.97 out of 5 average rating, 226 reviews
Barefoot Bliss | Quiet Family Retreat Heated Pool
4.91 out of 5 average rating, 202 reviews
Silver House: 3BR Home with Private Beach Access
4.95 out of 5 average rating, 522 reviews
Modern farmhouse w/ pool, beach, horses and winery
4.93 out of 5 average rating, 134 reviews
Oasis backyard, Pool, Gym, and Sunroom!
4.94 out of 5 average rating, 106 reviews
Private beach, fully updated house, on 2 acres.
4.95 out of 5 average rating, 266 reviews
Sprawling Hamptons Estate with Hot Tub & Amenities
4.78 out of 5 average rating, 145 reviews
Ditch Plains/ Chic ocean view beach retreat
4.91 out of 5 average rating, 34 reviewsApartment rentals with air conditioning

Montauk- Cute, Private 1 Bedroom Apartment
4.89 out of 5 average rating, 104 reviews
Recharge at our Renovated ocean front unit
4.88 out of 5 average rating, 141 reviews
Duffy's On Lake Montauk 3
4.97 out of 5 average rating, 172 reviews
Luxury 3 Bedroom Apt Near Mystic Drawbridge
5.0 out of 5 average rating, 124 reviews
"Meteor": River View Penthouse in Downtown Mystic
4.96 out of 5 average rating, 113 reviews
Mystical Ocean View in Historic Stonington Borough
4.94 out of 5 average rating, 343 reviews
Squire Chase House
4.9 out of 5 average rating, 271 reviews
Ocean Breeze
4.93 out of 5 average rating, 229 reviewsOther great holiday rentals near Ditch Plains Beach

Private House on W Lake Heated Pool
4.97 out of 5 average rating, 63 reviews
Dockside 2BR - Marina - Dining - Charter Access Un
4.97 out of 5 average rating, 36 reviews
Walk to Ditch! Ocean View, short walk to Ocean.
4.96 out of 5 average rating, 25 reviews
The Getaway
4.94 out of 5 average rating, 77 reviews
Renovated Montauk Home
4.99 out of 5 average rating, 90 reviews
Idyllic Serene & Secluded Ocean Retreat!
4.88 out of 5 average rating, 67 reviews
Montauk Surf Cabin with Deck on a Nature Preserve
4.89 out of 5 average rating, 9 reviews
Center of Town + Ideal for Beach, Golf & Tennis
4.98 out of 5 average rating, 57 reviewsDestinations to explore
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- The Breakers
- University of Rhode Island
- Second Beach
- Soundview Beach
- Hammonasset Beach State Park
- Wölffer Estate Vineyard
- Easton's Beach
- Ocean Beach
- Orient Beach State Park
- Meschutt Beach
- Fort Adams State Park
- Long Island Aquarium
- Splish Splash Water Park





