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Beach house vacation rentals in Montauk

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Top-rated beach house rentals in Montauk

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A serene beach scene features gentle waves lapping at the shore under a sky filled with soft, fluffy clouds. A dog is seen running playfully on the sandy beach, creating a sense of leisure and tranquility.

Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Top guest favorite

Home in Old Saybrook

4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Home in Woodmont

4.93 out of 5 average rating, 27 reviews

Cozy Milford Beach House

Charming beach house in lovely New England neighborhood. Walking distance to a few small little restaurants/bars and small shopping plaza. Beautiful hard wood floors throughout with carpets to make a warm inviting home. An updated on-demand hot water heater as well as a brand new washing machine updated 2021. Porch has a lovely ocean view with enough seating to eat outside or just hang out with a nice glass of vino or coffee. A few minutes from downtown Milford, train station and Gulf Beach.

Home in West Haven

4.79 out of 5 average rating, 43 reviews

Beachside Retreat

***Brand new to Airbnb, the Beachside Retreat is perfect for a quick getaway or a longer short term stay. Gorgeously renovated home has 4 spacious bedrooms, living room & dining room large enough to entertain and kitchen perfect for making those home-away-from-home meals. Across the street from the beach, wake up to stunning sunrises with your morning coffee or relax on the wrap around porch and watch the sunset. With walking trails, restaurants and shops close by you never have to go far.

A spacious living room features cathedral ceilings and a fireplace, surrounded by large windows that allow natural light to fill the space. Comfortable seating is arranged around a circular coffee table, complemented by decorative nautical elements on a cabinet.

Home in Hampton Bays

4.89 out of 5 average rating, 100 reviews

Hamptons Escape minutes from Beaches and Nightlife

This spacious traditional home features an inviting entryway that flows into a light-filled living room, leading to a lovely outdoor area. The ground floor includes a large master suite, a living room with cathedral ceilings and a fireplace, a dining room, and a fully equipped kitchen. Upstairs are two additional bedrooms and a bath, all with a bright feel. The property offers various outdoor spaces and is a short walk to the bay and ocean beaches. Pool available Memorial Day to Labor Day!

Top guest favorite

An aerial view showcases the beach house's location amidst lush marshland and distant water. The neighborhood features a mix of homes, green spaces, and winding roads, with access to scenic coastal views just beyond.

Home in Old Saybrook

5 out of 5 average rating, 15 reviews

Cornfield Point Beach House View

Nestled amidst marsh & water views, this beach house offers a relaxing coastal experience. Just a 10 min walk to the private family friendly Cornfield Point Beach. Enjoy beautiful sunsets from the house or during a leisurely beachside stroll, these panoramic views are sure to leave a lasting impression. The beach house is setup for relaxation-a fully equipped kitchen, cozy living areas & inviting bedrooms with new comfy mattresses and fluffy towels. Quick drive or bike to Main st.

A charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

Looking for an island-feel getaway? You've arrived! Welcome to La Spiaggia. Come enjoy this 4 bedroom, 2 bath home and wake up to the sound of waves crashing on your private beach. Have a cup of coffee watching the beautiful sunrise, work from home on the oversized front porch, and enjoy the evening with beautiful lighting and sunset views. Take a stroll along the ocean to Bay View Beach, or simply relax and take in the expansive oceanfront views. Soak up the summer sun at La Spiaggia!

Top guest favorite

An open living space features light wood flooring, a dining table surrounded by four chairs, and a contemporary kitchen area. A large television is mounted on the wall, while decorative pieces and a bookshelf with coastal-themed items add charm to the room.

Home in Woodmont

4.96 out of 5 average rating, 24 reviews

La Sirena Beach Cottage

Charming Milford Bayview Beach cottage. The perfect blend of coastal charm and comfort. Boasting 3 cozy bedrooms and an inviting outdoor space. You'll have a comfortable place to relax and unwind inside or out. Yet the real gem is our location -- just a short 2-minute walk to the beach, where you can soak up the sun, ride the waves or take a leisurely stroll along the shore. Whether you're seeking a romantic escape or a family vacation this cottage is tailored to meet your needs!

Home in Madison

5 out of 5 average rating, 24 reviews

Newly Renovated Beach Cottage!

Take your vacation at this newly renovated adorable cottage in a great family community, and a 4 min walk to private beach! The cottage has a brand new kitchen and bath. 3 bedrooms and an additional breezeway space perfect for reading or an additional private sleeping space. The home has an outdoor patio, and outdoor shower. Spend the day at the private association beach. Please note **only 2 cars can be accommodated. There is no street parking or large gatherings allowed**

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

4.99 out of 5 average rating, 101 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.

A modern living room features a blend of cozy seating options in rich colors, including curved sofas in green and orange. A marble coffee table occupies the center, set on a light rug. Natural light floods in through large windows, illuminating the stylish decor.

Home in West Haven

4.92 out of 5 average rating, 26 reviews

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a leisurely stroll along the sandy beach-right outside your door. Enjoy spectacular sunrises and sunsets over the water, listen to the soothing sound of waves crashing, or bike along the scenic shoreline. Whether you're here for a weekend escape or an extended stay, this charming beach home provides the perfect setting for relaxation, adventure, and everything in between.

Top guest favorite

A living area features a comfortable sectional sofa adorned with decorative pillows. Two light blue armchairs are positioned beside a small table with a patterned top, while a television stand and a floor lamp complete the inviting space. Sunlight is visible through a window.

Home in Old Saybrook Center

4.9 out of 5 average rating, 92 reviews

Best of both worlds!

Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Montauk beach house rentals

Free parking on premises

Air conditioning

Beach house rentals with a pool

The modern house is set amidst lush greenery, featuring a sleek exterior with large windows. A pathway lined with tall grass leads to the entryway, while a spacious outdoor area includes a shaded seating area near a rectangular pool.

Home in Montauk

5 out of 5 average rating, 10 reviews

Modern beach getaway ocean views

The kitchen area features modern wooden cabinetry and black appliances, including a microwave and refrigerator. A view of the bright living space is captured through large sliding glass doors, which allow natural light to fill the open layout. A wooden dining table showcases a bowl of fresh fruit.

Home in Hampton Bays

4.94 out of 5 average rating, 127 reviews

Peaceful Retreat in Immaculate Architect’s House

Top guest favorite

Home in East Hampton

4.87 out of 5 average rating, 38 reviews

Clearwater Beach Oasis -4 Bds 3 Bth & Pool

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, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Home in Hampton Bays

4.95 out of 5 average rating, 22 reviews

4BR/2.5BA Hamptons Getaway w/Pool, Kayaks, Beach

A two-story house with light-colored siding is showcased surrounded by lush greenery. An outdoor deck with seating and a grill offers a serene space for relaxation. A stone pathway leads through the manicured lawn, enhancing the tranquil outdoor setting.

Home in Sag Harbor

4.85 out of 5 average rating, 262 reviews

Exclusive Sag Harbor Compound

Top guest favorite

A large waterfront property is showcased, featuring a multi-level structure with a peaked roof and extensive outdoor seating areas. Greenery surrounds the building, including trees and well-maintained shrubs, while the calm water reflects the clear blue sky.

Home in Hampton Bays

4.98 out of 5 average rating, 126 reviews

Beach House Feel - newly renovated backyard Oasis

A two-story home is set back from the road, framed by lush greenery and gravel landscaping. A red umbrella provides shade on the upper deck, and large windows offer glimpses of the interior. The house is light-colored, blending well with the coastal surroundings.

Home in Southampton

4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachfront house rentals

A light-filled room features a large sliding glass door providing views of Long Island Sound. The serene ocean scene is complemented by a small table set for two and a potted plant, enhancing the inviting atmosphere of this waterfront home.

Home in East Haven

4.8 out of 5 average rating, 144 reviews

Casa al Mare Beachfront Retreat Oceanview

A sunroom is shown with large sliding glass doors that open to a beachfront view. A comfortable sofa is placed beside a small table. The tile floor enhances the airy feel of the space, which is illuminated by natural light and features decorative fairy lights.

Home in New Haven

4.95 out of 5 average rating, 108 reviews

Beach Haven - waterfront, near Yale, sunsets

An aerial view of a beachside neighborhood features several classic beach houses along the shore. The image showcases neatly arranged homes, lawns, and a sandy beach with gentle waves lapping at the shoreline. A road runs parallel to the beach, promoting a serene coastal ambiance.

Home in Woodmont

4.91 out of 5 average rating, 35 reviews

#MilfordOceanView - Beachfront, Dog Friendly

A bright dining area features a wooden table surrounded by six chairs, positioned near large glass doors that open to a waterfront deck. Soft natural light fills the space, highlighting the polished wooden floor and the serene view of the calm water outside.

Home in Old Saybrook

4.84 out of 5 average rating, 63 reviews

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath

Home in Branford

4.94 out of 5 average rating, 17 reviews

Breathtaking Panoramic Waterfront

Home in Guilford

5 out of 5 average rating, 10 reviews

3BR Waterfront Oasis on Joshua Cove, Private Beach

A spacious wrap-around deck is visible, featuring a large sectional sofa in deep blue fabric. Outdoor dining furniture is arranged on the deck, alongside lounge chairs. The railing offers unobstructed views of the waterfront, with sunlight reflecting off the water's surface.

Home in East Haven

4.96 out of 5 average rating, 27 reviews

Home in East Haven directly on Waterfront

The exterior of a two-story house features a spacious deck with two red umbrellas and seating areas. Chaise lounges are placed on a well-manicured lawn, providing an inviting space for relaxation. Surrounding greenery enhances the serene environment, creating a peaceful outdoor setting.

Home in East Patchogue

4.98 out of 5 average rating, 51 reviews

Waterfront next to Bellport

Private beach house rentals

A patio overlooks the calm waters of Napeague Harbor, featuring two lounge chairs under large umbrellas. Surrounding plants and flower pots add greenery, while an American flag gently flutters in the breeze. The serene landscape is complemented by distant boats on the water.

Home in Montauk

5 out of 5 average rating, 29 reviews

House on Napeague Harbor, Amagansett

A newly renovated house is surrounded by lush greenery, showcasing a spacious porch supported by white columns. Dappled sunlight filters through tall trees, highlighting the natural setting of the front yard, which features a manicured lawn.

Home in Sag Harbor

4.95 out of 5 average rating, 96 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

Top guest favorite

An aerial view captures a coastal community with several homes, showcasing the proximity to the ocean. A clear view of the shoreline is evident, along with a well-maintained street lined with parked cars, highlighting the house's location relative to the water.

Home in East Haven

4.98 out of 5 average rating, 57 reviews

Hideaway 22 - Artisan home, private beach access

An open kitchen and living space showcase large glass doors offering stunning water views. A spacious countertop with seating for six complements the modern appliances. Soft lighting illuminates the cozy seating area, while the deck extends seamlessly to the outdoor space.

Home in Shirley

4.98 out of 5 average rating, 199 reviews

Luxurious Waterfront Beach House On The Bay

A spacious hammock with blue and white stripes is suspended between two trees in a grassy area. Lush greenery surrounds the hammock, providing a serene and private setting for relaxation. The sky above is partly cloudy, adding a gentle light to the scene.

Home in Montauk

4.95 out of 5 average rating, 62 reviews

Waterfront Home with Private Beach

Top guest favorite

A sandy path, bordered by low shrubs and stones, leads to a wooden dock extending toward the calm waters of Long Island Sound. The sky above is bright with scattered clouds, creating a serene coastal ambiance.

Home in North Fork

5 out of 5 average rating, 11 reviews

Sweeping Dunes Beach Cottage

Top guest favorite

A gated entrance leads to a sandy path towards the beach, with a serene view of the water. A small island can be seen in the distance, framed by a clear blue sky. Surrounding vegetation adds a touch of greenery to the scene.

Home in Branford

4.97 out of 5 average rating, 38 reviews

The Eagle- Private Beach

The two-story home is framed by a spacious deck and a blue swimming pool. Large windows provide a view into the house, while a light-colored seating area is visible on the deck. The exterior is painted in a dark hue, creating a modern aesthetic.

Home in East Hampton

4.86 out of 5 average rating, 28 reviews

Cedar pond beach house

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