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Places to stay near Ditch Plains Beach

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Top-rated vacation rentals near Ditch Plains Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A serene lakeside scene captures padded Adirondack chairs arranged in a row on grassy terrain, facing the lake. The sunset reflects vibrant pink and orange hues across the water, enhancing the peaceful ambiance of the natural setting.

Apartment in Montauk

4.99 out of 5 average rating, 185 reviews

Duffy's on Lake Montauk 2

These newly renovated units are located on Lake Montauk, five minute drive from town and the ocean beaches. The property offers paddle boards, kayaks and beach chairs. There is a BBQ grill, a fire pit to enjoy sunsets and lounge chairs lake front to relax. The unit has a full kitchen, washer/dryer, queen bed, small living area, large screen TV and wifi. The units sit at a 90 degree angle to the lake with partial lake views from the deck. PRICES INCLUDE SUFFOLK COUNTY SALES AND OCCUPANCY TAX

Cabin in Montauk

4.96 out of 5 average rating, 467 reviews

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

A surfer is seen riding a wave, showcasing a spray of water as it crashes. Three additional surfers are positioned nearby in the water, all engaged in the activity. The scene is set against a clear blue sky and a tranquil ocean backdrop.

Guest suite in Montauk

4.96 out of 5 average rating, 110 reviews

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/sm family. Outdoor furniture and a gas grill. Dog fee is $150 per dog. Only small to medium size dogs. No cats or other animals.

Top guest favorite

A wooden boardwalk extends towards the water, lined with colorful kayaks resting on the sand. A large ship is anchored in the distance, while the sky is painted with shades of orange and purple from the sunset, reflecting on the serene water.

Condo in Montauk

5 out of 5 average rating, 231 reviews

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)

Top guest favorite

A bright seating area features a cozy sofa and a blue accent chair, positioned beside a large window that offers views of the Pawcatuck River. Natural light fills the space, highlighting the high wooden ceiling and plush carpet.

Guest suite in Stonington

4.99 out of 5 average rating, 270 reviews

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

The image depicts a serene waterway with a boat approaching a rocky jetty. In the background, a lighthouse structure stands atop a sturdy metal frame. The water reflects the clear blue sky, while seabirds are perched on the rocks, creating a tranquil coastal scene.

Condo in Montauk

4.83 out of 5 average rating, 180 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).

A spacious deck features a picnic table and seating area, shaded by large umbrellas. A stone chimney rises above the house, surrounded by greenery. Gravel pathways lead to a lush yard, providing ample space for outdoor activities.

Home in Montauk

4.98 out of 5 average rating, 103 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.

The charming exterior of the cottage is shown, featuring a stone chimney and a lush, green ivy-covered facade. A wooden bench sits on the manicured lawn, surrounded by decorative planters. Large windows provide a glimpse of the inviting interior.

Guest suite in Montauk

4.94 out of 5 average rating, 127 reviews

Cozy guesthouse in an English style Tudor house

Light and airy, lots of blue and white (think Ralph Lauren) cozy and country feeling cottage in an English tudor house. The perfect place for a relaxing stay in Montauk. Reminiscent of an English county cottage with all its charm and imperfections. Its the perfect spot for a BBQ and relaxing outside with the sounds of birds chirping and the leaves rustling. 20 min walk to town, 25 min walk to the beach. I hope you'll enjoy your stay :)

A coral door opens to a bright entryway, featuring a potted plant on the floor. Natural light pours in through glass panes, illuminating the room. Lush green foliage is visible outside, enhancing the inviting ambiance of the entrance.

Home in Montauk

4.88 out of 5 average rating, 210 reviews

Dreamy Bungalow steps to Surf Lodge, Beach & Town

Welcome to Casa Bungo, a laid-back, surf inspired beach bungalow brought to you by the husband and wife team behind Studio MTK. Steps from Surf Lodge, downtown Montauk and the beach, the 2-bd bungalow is perfect for families of four or two couples. Designed and decorated with care, this is Montauk at its best! Follow us @studiomtk if you love Montauk, real estate and interior design! EH Rental Registry: 24-1259

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

4.88 out of 5 average rating, 104 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.

A sandy beach is shown with gentle waves lapping at the shore. A dog rests on the sand, while people are seen in the background walking along the water's edge and surfing. Smooth rocks are scattered along the beach.

Home in Montauk

4.9 out of 5 average rating, 467 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.

A well-maintained outdoor space features a round wooden table with a large red umbrella, surrounded by wooden chairs. Lush greenery and ornamental grasses frame the area, and a scenic view of the ocean is visible in the background, providing a serene setting for outdoor dining.

Apartment in Montauk

4.9 out of 5 average rating, 220 reviews

Montauk Beach Bungalow West

Charming, clean, private, quiet, 2 bed one bath ocean view apartment 500 feet from door to ocean beach through lovely dunes. Dine inside or out with view of the moon rising over the breaking waves. Includes BBQ and fire pit. Full kitchen with stove, oven, fridge, sink, coffee maker, toaster, microwave, pots pans dishes etc. - small bathroom and shower and large outdoor shower

Popular amenities for vacation rentals near Ditch Plains Beach

Free parking on premises

Air conditioning

Other top sights near Ditch Plains Beach

Mystic Aquarium73 locals recommend

Mystic Seaport Museum125 locals recommend

Havens Beach5 locals recommend

Condo rentals with wifi

An aerial view captures the resort's layout, showcasing the buildings and surrounding green spaces. The sparkling blue pool is visible along with the nearby beach, which stretches along the coastline. Parking areas and several pathways through the landscape are also included in the scene.

Condo in Montauk

4.94 out of 5 average rating, 18 reviews

Second Floor Corner Unit Overlooking the Ocean

The exterior of Montauk Manor is displayed, showcasing its distinctive Tudor-style architecture with a combination of brick and white accents. Expansive lawns surround the building, featuring manicured landscaping and a glimpse of outdoor seating. The clear blue sky enhances the vibrant colors of the structure.

Condo in Montauk

4.9 out of 5 average rating, 29 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

A modern kitchen features sleek white cabinetry and a marble island. Stainless steel appliances are visible, including a refrigerator and gas range. Natural light fills the space through a window above the sink, enhancing the minimalist design. Two light grey stools are positioned at the island.

Condo in Mystic

4.87 out of 5 average rating, 121 reviews

Harper House Heart of DT Mystic Luxury Getaway

A sandy beach stretches along the Long Island Sound, bordered by greenery. A wooden boardwalk leads to the shore, with lounge chairs positioned for sunbathing. In the background, several buildings are nestled among the trees, completing the tranquil seaside scene.

Condo in Greenport

4.85 out of 5 average rating, 137 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

An open-concept living area features a round dining table surrounded by four wooden chairs. A comfortable green sofa is positioned adjacent, facing a wall-mounted television. A kitchenette is visible in the background, equipped with essential appliances and utensils, set against light-colored cabinetry.

Condo in Sag Harbor

4.91 out of 5 average rating, 85 reviews

Cute cottage apartment upstairs in Sag

A serene ocean view features gentle waves lapping against a rocky shoreline, with a soft sunset illuminating the sky. Silhouettes of distant rocks and subtle ripples on the water enhance the tranquil atmosphere.

Condo in Greenport

4.92 out of 5 average rating, 141 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Top guest favorite

A serene beach scene features gentle waves lapping at the shore under a colorful sunset. Wooden fencing leads toward the water, surrounded by soft sand and tall grasses, creating a tranquil pathway to the beach.

Condo in Westerly

4.93 out of 5 average rating, 123 reviews

Beach Escape. Walk to Beautiful Beaches

A spacious outdoor dining area features a rectangular table surrounded by comfortable chairs. A potted plant sits at the center, and the view stretches across the ocean, with grassy fields below and a clear sky above.

Condo in Greenport

4.87 out of 5 average rating, 220 reviews

Sound Front Condominium

Family-friendly house rentals

Top guest favorite

A side view of a beachfront home showcases large windows offering views of the water. Blue planters filled with greenery adorn the exterior, while a bright turquoise door adds a pop of color. A wooden walkway leads towards the home, framed by the blue sky.

Home in Narragansett

4.96 out of 5 average rating, 137 reviews

The Landing

A modern home is showcased with a unique angular design, featuring a combination of wood and glass. The surrounding lawn is spacious and well-maintained, with natural landscaping, including grasses and a small tree, contributing to the serene outdoor setting.

Home in East Hampton

4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

A wooden dock extends into calm waters, bordered by lush greenery and sandy paths. Small boats can be seen moored at the end of the dock, while the serene landscape features gentle grasses along the shoreline, offering a peaceful view of the bay.

Home in East Hampton

4.95 out of 5 average rating, 215 reviews

Rex- East Hampton Cottage- 5 stars

Top guest favorite

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 East Hampton

4.95 out of 5 average rating, 234 reviews

Private beach, fully updated house, on 2 acres.

Top guest favorite

4.99 out of 5 average rating, 117 reviews

Unique Retreat w/Private Patio, 4 King Beds & BBQ

A serene view of calm water featuring kayakers enjoying a sunny day. The distant shoreline is dotted with houses, creating a relaxed coastal atmosphere. Clear blue skies reflect on the water, enhancing the peaceful scene.

Home in Southampton

4.96 out of 5 average rating, 171 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

A swimming pool with clear blue water is surrounded by a spacious deck. Lounge chairs with striped cushions are arranged for relaxation. Colorful umbrellas provide shade over outdoor sofas, and lush greenery in the background enhances the serene environment.

Home in East Hampton

4.93 out of 5 average rating, 154 reviews

Large heated pool, games room, near private beach

The living area features open ceilings with exposed rafters, complemented by natural wood beams. A light-colored sofa is positioned with accent pillows, paired with two wicker chairs around a rustic wooden coffee table. Large windows allow ample natural light, creating a bright and welcoming space.

Home in Montauk

4.88 out of 5 average rating, 146 reviews

Waterfront House on Fort Pond, MTK

Apartment rentals with air conditioning

A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.

Apartment in Sag Harbor

4.96 out of 5 average rating, 156 reviews

Hamptons Hills Escape

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

4.94 out of 5 average rating, 292 reviews

Mystical Ocean View in Historic Stonington Borough

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

4.9 out of 5 average rating, 176 reviews

Ocean Breeze

An outdoor deck features a red barbecue grill positioned alongside a planter. A panoramic view of the ocean and coastline is visible in the background, highlighting lush greenery and a winding road leading away from the property.

Apartment in Montauk

4.8 out of 5 average rating, 117 reviews

Magnificient MONTAUK at the BEACH

A spacious living area features a mixture of seating options, including a modern white chair and a cozy sofa. A large area rug anchors the space, accompanied by decorative pillows and books on a low table. Natural light fills the room through large windows beneath exposed wooden beams.

Apartment in Shelter Island Heights

4.91 out of 5 average rating, 250 reviews

Squire Chase House

A charming view is displayed through a large window, overlooking a green lawn that leads to a serene waterway. A decorative piece resembling a swan rests on a small table, casting a soft shadow as sunlight streams in.

Apartment in Sag Harbor

4.94 out of 5 average rating, 156 reviews

Whaling Captain Pierson's Cottage

Top guest favorite

A welcome mat is displayed at the entrance, featuring compass rose graphics and coordinates marking the location. The words 'MYSTIC FOR TWO' are prominently featured, inviting guests to enter this cozy couples retreat.

Apartment in Mystic

4.99 out of 5 average rating, 113 reviews

Mystic for Two

Top guest favorite

A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.

Apartment in Hampton Bays

4.97 out of 5 average rating, 111 reviews

Walk to Bay and Ocean-Newly Renovated

Other great vacation rentals near Ditch Plains Beach

An expansive view of the ocean is showcased, with gentle waves reflecting sunlight. In the foreground, a parking area is visible, lined with several vehicles. A two-story building can be seen on the right, surrounded by lush greenery and white flowers.

Apartment in Montauk

4.92 out of 5 average rating, 36 reviews

Ocean Beach Mini Modern Place

Top guest favorite

A bright kitchen is highlighted by white cabinetry and modern appliances. A central island with a wooden countertop provides additional workspace. Light streams through multiple windows, while green pendant lights add a touch of color above. The kitchen features potted plants and a cozy rug.

Home in Montauk

5 out of 5 average rating, 78 reviews

3 BR/Pool. Walk to Beach & Town!

Top guest favorite

The exterior of a contemporary home is presented, featuring a well-maintained lawn with a fire pit surrounded by several outdoor chairs. A hot tub is visible on the side, set against a backdrop of lush greenery and a clear blue sky.

Home in Montauk

5 out of 5 average rating, 32 reviews

Montauk Village

Top guest favorite

An outdoor dining area is set with a long table featuring colorful plates, glasses, and napkins. Comfortable seating is arranged nearby, with a blue decorative vase and a patterned cushion adorning the space. Lush greenery provides a natural backdrop in the distance.

Home in Montauk

5 out of 5 average rating, 27 reviews

Montauk beach house!

The entrance features a glass door that opens to a welcoming living space. Two lanterns flank the doorway, providing soft illumination, while a cozy armchair is visible inside. Pebbled pathways lead towards the entrance, setting a relaxing tone for arrivals.

Apartment in Montauk

5 out of 5 average rating, 12 reviews

Guest Suite in Montauk

Home in Montauk

4.85 out of 5 average rating, 55 reviews

Great Last Min Rates Stunning Serene Ocean Retreat

Top guest favorite

A spacious living area features a vaulted cedar ceiling and large windows that provide abundant natural light. A comfortable lounge area is complemented by a wall-mounted flat screen TV and a fireplace. The adjacent kitchen includes a bar counter that overlooks a round dining table.

Home in Montauk

4.95 out of 5 average rating, 21 reviews

Simple Montauk Home

A modern kitchen features a marble countertop with seating for four. White cabinetry aligns the walls, accompanied by stainless steel appliances. Light fixtures hang above, illuminating the space, while a dining area can be seen through an open doorway with sliding glass doors leading to the outdoors.

Home in Montauk

4.97 out of 5 average rating, 39 reviews

Center of Town - Ideal for Beach, Golf & Tennis

Destinations to explore