Holiday rentals in Lake Montauk

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Top-rated holiday rentals in Lake Montauk

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

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Guest favourite

Guest house in Stonington

4.97 out of 5 average rating, 256 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 favourite

Apartment in Montauk

5 out of 5 average rating, 209 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 favourite

Cottage in Montauk

4.92 out of 5 average rating, 158 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 favourite

Home in Montauk

4.88 out of 5 average rating, 196 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 favourite

Home in Montauk

4.96 out of 5 average rating, 55 reviews

Waterfront Home with Private Beach

Note: In July and August: our rentals are 7 day periods from Saturday-Saturday starting on 6/29/2024-9/7/2024. in May and June, we have a 3-night minimum. Enjoy your own private beach, fireplace, large deck with amazing sunset views, Kayaks, SUPs, bikes and long summer days on Lake Montauk. Our beach front midcentury house has views from every angle. Swim in the lake or take a short bike ride to Gin Beach. Make fabulous feasts in our chef's kitchen and eat at the large outdoor table.

Guest favourite

Rental unit in Montauk

4.98 out of 5 average rating, 120 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.

Superhost

Cottage in Montauk

4.8 out of 5 average rating, 197 reviews

REDUCED for last min bookings Modern MTK Cottage!

Contemporary home boasts newly finished hardwood floors, mid-century modern furniture, AC and fireplace, (non-working). With a light- filled open plan layout, this house sleeps four adults with two bedrooms. There is one full bathroom and a large outdoor shower for sandy trips from the beach. A fully equipped kitchen, private yard and deck, cookware, BBQ and WiFi ensures this house is your home away from home. New smart TV - apple+ and all the popular apps compatible!

Guest favourite

Guest suite in Westerly

4.98 out of 5 average rating, 105 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 favourite

Home in Montauk

4.99 out of 5 average rating, 99 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 favourite

Guest house in Mystic

4.98 out of 5 average rating, 596 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 favourite

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 favourite

Home in Montauk

4.9 out of 5 average rating, 436 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.