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Places to stay near Ditch Plains Beach

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Top-rated holiday rentals near Ditch Plains Beach

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Guest favourite
Home in Montauk

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 in the other, a full bath, outdoor shower hot & cold, an eat-in kitchen. 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.

4.84 out of 5 average rating, 109 reviews
Top Guest favourite
The interior of the cabin features a spacious bed framed by large windows that invite natural light. A small dining table is set beside a plant, and the wooden ceiling enhances the cozy ambiance. A decorative blanket adds a splash of color to the bed.
Cabin in Montauk

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
Top Guest favourite
An outdoor seating area features a round table surrounded by four wooden chairs under a vibrant red umbrella. The grassy ground extends towards a clear view of the ocean, framed by trees and shrubs, with a gravel path leading away from the space.
Bungalow in Montauk

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
Top Guest favourite
An open living area features a comfortable sectional sofa and a large area rug, with natural light streaming through multiple windows. A dining table is visible, accompanied by stools, and the kitchen area includes modern appliances and a view into the outdoor patio space.
Apartment in Montauk

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
Top Guest favourite
The living area features two rattan chairs facing a coffee table, surrounded by vibrant wall art. A cozy sofa and plants add life to the space. Natural light streams through large windows, creating a bright and inviting atmosphere.
Home in Montauk

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
Guest favourite
The studio features a queen-sized bed adorned with a floral-patterned blanket. A comfortable sofa and armchair are positioned nearby, along with a small table. Natural light filters through a nearby door, illuminating the warm wood flooring.
Condo in Montauk

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
Top Guest favourite
A bright living area is illuminated by natural light through large windows. A decorative black wall with a welcome message adds character. A comfortable seating arrangement and dining space is featured. Art pieces are displayed, enhancing the creative ambiance of the space.
Home in Montauk

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
Top Guest favourite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Holiday home in Montauk

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
Guest favourite
Home in Montauk

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
Guest favourite
An outdoor dining area is located beneath a wooden pergola, surrounded by a spacious lawn. A stone patio features a table with blue metal chairs. Lush greenery is visible in the background, along with a cottage painted in muted colors, accented by vibrant flowering bushes.
Cottage in Montauk

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
Guest favourite
The exterior of the beach house is presented, showcasing a dark blue façade complemented by a wooden deck. A white door is visible, flanked by two large windows that allow natural light. Surrounding greenery adds to the inviting entrance.
Home in Montauk

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
Guest favourite
A sandy beach is framed by a wooden fence, with gentle waves rolling onto the shore. A clear blue sky meets the horizon, while a few people are seen walking along the water’s edge, enjoying the coastal scenery.
Apartment in Montauk

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 reviews

Popular amenities for holiday rentals near Ditch Plains Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Ditch Plains Beach

Mystic Seaport Museum

745 locals recommend

Mystic Aquarium

416 locals recommend

Havens Beach

37 locals recommend

Condo rentals with Wi-Fi

Top Guest favourite
Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.
Condo in Montauk

Montauk Waterfront Condo w/ Sunset Views

5.0 out of 5 average rating, 260 reviews
Top Guest favourite
A spacious green lawn extends towards the ocean, with gentle waves visible in the distance. A multi-story building with defined balconies is situated to the left, surrounded by well-maintained bushes and trees, contributing to a serene coastal atmosphere.
Condo in Montauk

Beautiful Condo on the Ocean Bluffs

4.85 out of 5 average rating, 113 reviews
Superhost
A view from the balcony overlooks the pool area, featuring a clear blue pool surrounded by lounge chairs. Colorful umbrellas provide shade for several tables, while the surrounding buildings reflect a simple, two-story design.
Condo in Montauk

Montauk Royal Atlantic Beach Resort North

4.8 out of 5 average rating, 246 reviews
Guest favourite
A bright living area features a comfortable white sofa and a modern armchair beside a wooden side table. Natural light floods the room through multiple windows, enhancing the neutral color palette and showcasing the sliding barn doors leading to additional spaces.
Condo in Mystic

Harper House Heart of DT Mystic Luxury Getaway

4.9 out of 5 average rating, 165 reviews
Guest favourite
The exterior of a multi-story house features a combination of stone and wood siding, with large windows that provide ample natural light. Balconies are present on each level, overlooking lush greenery. The design incorporates architectural details that highlight its modern coastal charm.
Condo in Westerly

Beach Escape. Walk to Beautiful Beaches

4.93 out of 5 average rating, 163 reviews
Top Guest favourite
Condo in Stonington

Elegant five-star retreat. Walk to River & Shops.

4.99 out of 5 average rating, 200 reviews
Guest favourite
An expansive view of the ocean under a bright blue sky, featuring wispy clouds. The shoreline is lined with gentle waves, and a grassy area is visible in the foreground, leading down to the water.
Condo in Greenport

Sound Front Condominium

4.89 out of 5 average rating, 282 reviews
Guest favourite
The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.
Condo in Greenport

Beautiful Waterview Condo on the North Fork of LI

4.89 out of 5 average rating, 199 reviews

Family-friendly house rentals

Guest favourite
Home in Springs

Serene + private ~ 1 block to waterfront dining

4.91 out of 5 average rating, 141 reviews
Top Guest favourite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in Niantic

Beachfront Paradise

4.97 out of 5 average rating, 226 reviews
Top Guest favourite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck

Modern farmhouse w/ pool, beach, horses and winery

4.93 out of 5 average rating, 134 reviews
Guest favourite
Home in Sag Harbor

Barefoot Bliss | Quiet Family Retreat Heated Pool

4.91 out of 5 average rating, 202 reviews
Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in Springs

Silver House: 3BR Home with Private Beach Access

4.95 out of 5 average rating, 523 reviews
Guest favourite
The backyard showcases a serene oasis with a sparkling pool surrounded by lush greenery. A sunroom is visible, providing a view of the inviting outdoor space. The setting offers a sense of privacy, enhanced by the natural landscape.
Home in Springs

Oasis backyard, Pool, Gym, and Sunroom!

4.94 out of 5 average rating, 106 reviews
Top Guest favourite
A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.
Home in Springs

Private beach, fully updated house, on 2 acres.

4.95 out of 5 average rating, 266 reviews
Top Guest favourite
An enclosed outdoor living space features a wooden deck overlooking a heated pool. Furnished with a large round table and comfortable seating, natural light floods through the screens, creating an airy atmosphere. Elegant trees and lounge chairs visible outside enhance the serene environment.
Home in Bridgehampton

Amazing Home close to Everything -

4.94 out of 5 average rating, 334 reviews

Apartment rentals with air conditioning

Guest favourite
A charming two-story building features wooden shingle siding and large windows that invite natural light. The well-maintained front yard includes neatly trimmed shrubs and an expansive lawn, providing a welcoming entrance. The blue sky creates a bright backdrop for the exterior.
Apartment in Montauk

Montauk- Cute, Private 1 Bedroom Apartment

4.89 out of 5 average rating, 104 reviews
Guest favourite
Apartment in Montauk

Recharge at our Renovated ocean front unit

4.88 out of 5 average rating, 142 reviews
Guest favourite
A serene lakeside scene features several white Adirondack chairs arranged on a grassy area by the water. The sky showcases vibrant hues of orange, pink, and blue, reflecting off the calm lake surface. Reeds border the shoreline, adding to the tranquil atmosphere.
Apartment in Montauk

Duffy's On Lake Montauk 3

4.97 out of 5 average rating, 172 reviews
Top Guest favourite
The spacious attic living area features a combination of cozy seating options, including a leather couch, two upholstered chairs, and a coffee table with decorative lanterns. Natural light filters in through the windows, illuminating the warm hues of the decor. A dining table is visible in the background.
Apartment in Mystic

"Meteor": River View Penthouse in Downtown Mystic

4.96 out of 5 average rating, 113 reviews
Top Guest favourite
A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.
Apartment in Stonington

Mystical Ocean View in Historic Stonington Borough

4.94 out of 5 average rating, 343 reviews
Top Guest favourite
A bright dining area features a dark wooden table surrounded by six chairs, complemented by a patterned area rug. Large windows allow natural light to fill the space, while a plant adds a touch of greenery. A ceiling fan hangs above, enhancing airflow.
Apartment in New London

Ocean Breeze

4.93 out of 5 average rating, 229 reviews
Top Guest favourite
Apartment in Southampton

Oasis Hampton getaway

4.9 out of 5 average rating, 128 reviews
Top Guest favourite
An open-concept kitchen and living area is captured, featuring modern stainless steel appliances and white cabinetry. A spacious island with bar stools offers additional seating. Natural light fills the space through multiple windows, highlighting the cozy living area with a coffee table and comfortable seating.
Apartment in Mystic

Luxury 3 Bedroom Apt Near Mystic Drawbridge

5.0 out of 5 average rating, 124 reviews

Other great holiday rentals near Ditch Plains Beach

Top Guest favourite
A bright kitchenette features modern cabinetry and a stainless-steel sink. Adjacent, a dining area with two chairs faces a spacious living room, highlighted by large windows allowing natural light and showcasing a comfortable sofa and wall-mounted TV.
Home in Montauk

Dockside 2BR - Marina - Dining - Charter Access Un

4.97 out of 5 average rating, 36 reviews
Superhost
A bright living area features a comfortable leather sofa, accompanied by a wooden coffee table. Large glass doors provide access to outdoor views and natural light, while a dining table and modern kitchen appliances are visible in the background.
Home in Montauk

Gorgeous Ditch Plains Beach House

4.91 out of 5 average rating, 47 reviews
Top Guest favourite
A spacious living area features wood-paneled walls and high ceilings with exposed beams. Large windows invite natural light, complemented by modern pendant lighting. Two comfortable sofas are arranged around a central coffee table, with a kitchen area visible in the background, showcasing wooden cabinetry.
Home in Montauk

The Getaway

4.94 out of 5 average rating, 77 reviews
Top Guest favourite
A bright kitchen features a large island with wooden countertop and seating for three. Stainless steel appliances and open shelving provide ample storage, while large windows allow natural light to fill the space. French doors open to a deck area with views of the outdoors.
Home in Montauk

Renovated Montauk Home

4.99 out of 5 average rating, 90 reviews
Superhost
An expansive ocean view is presented, with a clear blue sky meeting the tranquil waters. Coastal trees and nearby rooftops create a natural frame, while utility poles are subtly included, enhancing the sense of distance and the serene environment.
Home in Montauk

Walk to Ditch! Ocean View, short walk to Ocean.

4.96 out of 5 average rating, 25 reviews
Guest favourite
A bright, airy great room features a high, vaulted wooden ceiling and large windows that allow natural light to fill the space. A stone fireplace serves as a focal point, complemented by comfortable seating arrangements and a wooden ladder leading to an upper area.
Home in Montauk

Idyllic Serene & Secluded Ocean Retreat!

4.88 out of 5 average rating, 67 reviews
Guest favourite
The exterior of a two-story home is depicted, set amidst lush greenery. A gravel driveway leads to the house, framed by a large flowering tree and various shrubs, creating a subtle contrast between the home and the natural landscape. Warm light emanates from the windows, hinting at a welcoming interior.
Home in Montauk

Center of Town + Ideal for Beach, Golf & Tennis

4.98 out of 5 average rating, 57 reviews
Top Guest favourite
The exterior of the Montauk home is shown, featuring shingled siding and a grassy area. A prominent air conditioning unit can be seen on the side wall. Large windows provide natural light, and a wooden deck is visible, enhancing the outdoor space.
Home in Montauk

Simple Montauk Home

4.95 out of 5 average rating, 37 reviews