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House vacation rentals in Montauk

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Top-rated house rentals in Montauk

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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, 232 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Top guest favorite

A large outdoor swimming pool is framed by a wooden deck, with two buildings positioned nearby. The house features light-colored siding and multiple sets of steps leading to the pool area, surrounded by open green space and trees in the background.

Home in Montauk

5 out of 5 average rating, 36 reviews

Stones throw to Montauket & Duryeas!

Located on a quiet, private road, this home is perfect for your summer getaway. With over an acre of land, there is plenty of space for outdoor living. Enjoy the pool, playground ,and large deck all day long. Walk down to Montauket for sunset and Duryeas for breakfast, lunch or dinner. Truly, a special spot. 3 bedrooms railroad style with separate outside entrances to two of the three rooms Pool is not heated! Just by lots of natural sunlight through the day :) RR#: 24-621 Exp: May 2, 2026

Top guest favorite

A sunroom featuring a hanging rattan chair with colorful cushions is displayed. Light streams through multiple windows, illuminating a small table with a potted plant. A striped rug covers the wooden floor, and double doors open to an outdoor deck.

Home in Montauk

5 out of 5 average rating, 73 reviews

3 BR/Pool. Walk to Beach & Town!

Vacation at our charming Good Tauk Beach Cottage, a whimsical & retro-inspired retreat nestled in the heart of Montauk, NY. Boasting stunning lake views, our fully renovated 3BR, 2BA cottage features a playful and colorful design, perfect for families & long-term travelers. With a private backyard oasis featuring a sparkling pool, BBQ, and dining patio, our cottage offers the perfect blend of relaxation + entertainment. Plus, you'll love being centrally located from Montauk's top attractions!

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, 151 reviews

Large heated pool, games room, near private beach

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (opens 04/25 and closes mid-October (there's an additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool or take a 15 min walk to private bay beach to swim and paddle board. Or drive 15mins to the Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg RR-25-399 Local taxes included

Top guest favorite

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

4.94 out of 5 average rating, 18 reviews

Simple Montauk Home

Discounted rates! Weekly (15%), Monthly (20%), 12-week+ (38%) stays A simple Montauk home with an arbor enclosed property & large deck. You are renting the entire main floor. Basement is owner occupied & has its own separate private entrance. The main floor has two bedrooms that have a king & a queen bed, so this house is best for 4 people max. The common area is comprised of the living room and kitchen beneath a vaulted cedar ceiling which makes for a great space for hosting guests.

An outdoor swimming pool is surrounded by a spacious patio. Sun loungers are arranged along the pool's edge, and shaded seating areas are positioned nearby. Lush greenery envelops the backyard, creating a serene setting, with a view of distant hills visible in the background.

Home in Montauk

4.93 out of 5 average rating, 14 reviews

Remarkable Montauk Views: 4 Bedroom, Pool

Elegantly designed home equipped with fantastic appliances, situated minutes away from ocean beaches and Montauk town. Features a large 3,000 square foot house with a wraparound balcony, koi pond and outdoor shower. Dive into the delightful pool ( Non Heated ) and enjoy all the thoughtful details of this residence. Please review our guidelines and additional disclosures. We maintain a strict no-event, no-party, and no-smoking policy both inside the home and on the property.

Top guest favorite

The exterior of the retreat features a wooden façade complemented by a gabled roof. Surrounded by trees, the entrance has a dual-door entryway, leading to a serene, private setting amid nature.

Home in East Hampton

4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

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

4.98 out of 5 average rating, 102 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.

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, 27 reviews

Montauk Village

Remarkable newly built home in Montauk, Winter Sunset View, Walk to Beaches and Restaurants. You will have a stylish experience at one of the most sought after seaside destinations. 3 bedroom, 2 full bathroom and 2 half baths. 9 minute walk to village beaches, restaurants/bars, and shopping In the mood to stay in? Enjoy the hot tub and fire pit. Watch the beautiful Montauk Sunsets "winter is best" from the deck! Central air, internet and wifi

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, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

A bright living area features a tan leather sofa adorned with decorative pillows. A colorful striped lounge chair complements a round black coffee table. Potted plants and art pieces add character, while natural light streams through a window in the background.

Home in Montauk

4.88 out of 5 average rating, 209 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

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

4.9 out of 5 average rating, 465 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.

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Montauk house rentals

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures a spacious ranch-style home surrounded by lush greenery. A heated pool is outlined by a protective fence, with two shaded pergolas nearby. The manicured lawn invites outdoor relaxation, and a playset is visible on the left side of the image.

Home in Hampton Bays

4.78 out of 5 average rating, 111 reviews

Private completely fenced in property. Near beach.

A large pool surrounded by a wooden deck features clear blue water, complemented by several lounge chairs and umbrellas. A dining set is visible in the background, providing space for outdoor gatherings.

Home in Southampton

4.93 out of 5 average rating, 14 reviews

Southampton Escape, Heated Pool, hot tub, 3 bed,

A spacious backyard features a swimming pool surrounded by a stone patio. Several lounge chairs and a grill are visible, along with a dining set positioned under the sun. Lush greenery and mature trees provide a natural backdrop to the outdoor area.

Home in East Hampton

4.86 out of 5 average rating, 49 reviews

Spacious Village Fringe East Hampton Home W/ Pool

Home in Manorville

4.98 out of 5 average rating, 254 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Top guest favorite

A modern ranch house is set against a backdrop of lush greenery. A large luxury mineral spring pool draws attention, surrounded by a spacious patio with lounge chairs. An outdoor seating area features a covered porch, providing a relaxing space for gatherings.

Home in North Fork

5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

An inviting in-ground pool is framed by a patio of grey stone tiles. Lush greenery surrounds the pool area, providing a private and serene environment. A wooden fence creates an additional sense of seclusion, enhancing the feeling of relaxation and tranquility.

Home in Westhampton

5 out of 5 average rating, 14 reviews

1940’s Westhampton renovated bungalow

An indoor heated pool spans 37 feet, surrounded by large glass windows that illuminate the space. The serene water reflects light from stylish wall sconces, while outdoor seating is visible beyond the glass, offering a view of the surrounding greenery and water.

Home in Mastic Beach

4.93 out of 5 average rating, 122 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

A heated gunite pool is framed by landscaped greenery and features a spacious concrete patio. Chaise lounges are arranged along one side, while a fire pit and additional seating create a welcoming outdoor gathering area. A small shed is visible in the background.

Home in East Hampton

4.84 out of 5 average rating, 31 reviews

Private East Hampton Estate

House rentals with a hot tub

Top guest favorite

A serene outdoor area showcases a saltwater pool with a spa, surrounded by well-maintained landscaping featuring vibrant yellow flowers. Lush green fields extend into the distance, framed by a clear sky with scattered clouds.

Home in North Fork

4.97 out of 5 average rating, 204 reviews

Private Oasis W/Stunning Vinyard and Pool Views

Top guest favorite

Home in Wading River

4.96 out of 5 average rating, 502 reviews

Your Zen Retreat

Top guest favorite

A screened-in patio features a wooden ceiling and overhead fans, providing a comfortable space for relaxation. A navy blue sofa pairs with a coffee table, while tall chairs surround a dining table. Views of a spacious yard and trees are visible through the screens.

Home in North Fork

4.98 out of 5 average rating, 180 reviews

Greenport Village walking distance to all

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

4.94 out of 5 average rating, 235 reviews

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.

Home in Westhampton Beach

4.97 out of 5 average rating, 75 reviews

Brand new house with an all year round hot tub.

A charming cottage exterior is framed by lush greenery and well-maintained landscaping. A brick pathway leads to the welcoming entrance, which features double doors and several windows. Solar lanterns hang gracefully on either side, adding a subtle touch of warmth to the inviting approach.

Home in East Hampton

4.94 out of 5 average rating, 162 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Top guest favorite

A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.

Home in New Haven

4.95 out of 5 average rating, 111 reviews

Beach Haven - waterfront, near Yale, sunsets

A contemporary house exterior features a combination of wood and metal finishes, set against a backdrop of lush greenery. Large glass windows provide ample natural light, and a pathway of stepping stones leads through a manicured lawn, enhancing the inviting atmosphere.

Home in East Hampton

4.97 out of 5 average rating, 142 reviews

East Hampton (walking distance to village)

House rentals with free parking

The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.

Home in East Haven

4.9 out of 5 average rating, 105 reviews

Welcome To Piper's Rest

The front exterior of the bungalow is showcased, featuring a wooden fence that provides privacy and a garden filled with hydrangeas. The house displays large windows that invite natural light, set against a backdrop of gravel and greenery.

Home in North Fork

4.97 out of 5 average rating, 258 reviews

The Greenport Bungalow

A comfortable living area features a light-colored sofa accompanied by two lamps on side tables. A textured area rug lies beneath a coffee table, while natural light filters through multiple windows, creating a bright and open space. A dining area is visible in the background.

Home in Branford

4.95 out of 5 average rating, 110 reviews

Charming home, easy access to everything Branford

A two-story summer house is framed by a well-maintained lawn and vibrant red maple tree. The front porch features classic white railings, while a covered grill sits on the paved driveway. A wooden fence encloses the yard, creating a private outdoor space.

Home in Mastic Beach

4.92 out of 5 average rating, 13 reviews

Gateway to the Hamptons in Mastic Beach

Top guest favorite

An organized kitchen area features sleek white cabinetry, a stainless steel refrigerator, and a gas stove. A single sink is positioned next to the stove, with a tile backsplash in dark tones enhancing the overall design. Natural light fills the space, highlighting the wood floor.

Home in West Haven

5 out of 5 average rating, 13 reviews

1 Bdrm Apt in West Haven

A basketball hoop is positioned on a paved surface, surrounded by a well-maintained yard. The house is partially visible in the background, showcasing large windows and a two-story design. Lush greenery lines the perimeter, offering a sense of privacy.

Home in Hampton Bays

4.89 out of 5 average rating, 102 reviews

Hamptons Escape minutes from Beaches and Nightlife

A bright living room features a comfortable gray sofa against a neutral wall, complemented by a light-colored rug with geometric patterns. A wooden coffee table sits in front, with a lounge chair nearby. Natural light enters through multiple windows, creating a spacious feel.

Home in North Fork

4.95 out of 5 average rating, 355 reviews

The Sandpiper

A sunlit living area is furnished with a white sofa and two dark armchairs, arranged around a glass coffee table. Large windows with shades allow natural light to fill the space. A decorative chandelier hangs from the ceiling, adding a touch of elegance.

Home in North Fork

4.93 out of 5 average rating, 261 reviews

Dream Get Away

Quick stats about house rentals in Montauk

Total rentals
460 properties
Nightly prices starting at
R180 ZAR before taxes and fees
Total number of reviews
7.3K reviews
Family-friendly rentals
420 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
140 properties have a pool

Destinations to explore