Ditch Plains vacation rentals

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Top-rated vacation rentals in Ditch Plains

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Guest favorite

Place to stay in Amagansett

4.95 out of 5 average rating, 107 reviews

Walk-To-The-Beach House In The Dunes

This south-of-the highway artist retreat is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 outdoor showers and changing areas, downstairs 1000sqft workshop, new central AC, multi-room hi-fi, x2 two-person soaking hottubs. Fireplace, pellet, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop. Weekly minimums in summer!

Guest favorite

Guesthouse in Stonington

4.97 out of 5 average rating, 257 reviews

True Artist Loft, 5 minutes to downtown Mystic

The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.

Guest favorite

Condo in Montauk

5 out of 5 average rating, 210 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 area only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy fishing and 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)

Guest favorite

Cottage in Montauk

4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

EH Town Rental Registry #: 23-483 MINIMUM STAYS REQUIRED Updated, spacious and comfortably furnished home in Montauk. Well situated to get you most places on foot or bike. Less than 10 minute walk to town, beaches, restaurants, nightlife. Walk to Sole East where you can enjoy use of pool and have lunch or a cocktail. Great place to enjoy your time in Montauk. Additional nightly fees apply for 5th guest. Pets considered with prior owner approval (Dogs ONLY). Additional Pet Fee applies.

Guest favorite

Home in Montauk

4.88 out of 5 average rating, 198 reviews

Studio MTK Bungalow. Short Walk to Beach & Town!

A stylish Montauk home from @studiomtk Historic fisherman's cottage tastefully re-made into a stylish 2-bd beach getaway only a short walk from the beach, Surf Lodge & downtown MTK. Plywood accents, handmade furniture & eclectic finishes create a cool, laid-back vibe. Westward views across Fort Pond provide for beautiful sunsets. Fenced in yard! Two queen bedrooms sleep 4 guests. Open plan kitchen is great for entertaining. This is Montauk at its best! EH Rental Registry: 24-1259

Guest favorite

Rental unit in Montauk

4.98 out of 5 average rating, 121 reviews

Duffy's on Lake Montauk

Recently renovated in soft blues and whites, these sleek units offer a full kitchen, washer/dryer, living area and large deck steps from Lake Montauk. Paddle boards, kayaks and beach chairs available in warmer months. All units have Bose players and Roku. The units sit at a 90 degree angle to the lake with partial lake views from the deck. The lake and beachfront are a 1 minute walk from the unit. RENTAL PRICES ALREADY INCLUDE SUFFOLK COUNTY SALES AND OCCUPANCY TAXES.

Guest favorite

Guest suite in Westerly

4.98 out of 5 average rating, 106 reviews

Private suite close to beaches and downtown.

The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

Guest favorite

Home in Montauk

4.99 out of 5 average rating, 100 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.

Guest favorite

Guesthouse in Mystic

4.98 out of 5 average rating, 599 reviews

Gorgeous Waterfront Getaway

Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.

Guest favorite

Cottage in Montauk

4.88 out of 5 average rating, 238 reviews

Waterfront Cottage, Fort Pond MTK

Perfect cottage perched above Fort Pond with epic views and relaxed bohemian vibes. The cottage is private with a private deck on shared grounds with a fire pit, hammocks, paddle boards, kayak, and lake access. The grounds are expertly landscaped and take full advantage of fort pond views. We do live on the property full time and enjoy making our space a safe and clean environment.

Guest favorite

Home in Montauk

4.9 out of 5 average rating, 438 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.

Guest favorite

Rental unit in Montauk

4.9 out of 5 average rating, 217 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