Beachfront holiday rentals in Greenport West

4.88 out of 5 average rating, 160 reviews

A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.

Apartment in North Fork

Waterfront Summer Escape in Wine Country: 2BR

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on your private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

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.

4.95 out of 5 average rating, 252 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.

4.99 out of 5 average rating, 135 reviews

A charming cottage is depicted with a shingle exterior, a welcoming front porch, and a chimney. The grassy landscape is flanked by flowering shrubs, and a path leads to the entrance. A red barn is visible in the background, enhancing the rural setting.

Home in Waterford

Niantic River Beach Cottage | Waterviews

Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

4.95 out of 5 average rating, 212 reviews

A spacious deck overlooks calm waters, with a view of boats and distant shoreline. The wooden surface provides ample space for relaxation, while white railings frame the serene scene. Soft clouds drift across the sky, reflecting in the water's surface.

Home in Groton

True Ocean Front Vacationing - Groton/Mystic

Bright and airy contemporary beach house with breathtaking views of Long Island Sound. Conveniently located just 15 mins to Mystic/Stonington; 23 to Foxwoods/Mohegan Sun . Relax on the lower deck and drop a fishing line in the ocean as it greets the seawall at high tide. Or retreat to a private roof deck to enjoy your favorite beverage as you take in the most romantic time of the day, the golden hour featuring beautiful sunsets. Parking for 3-4 cars. We hope you enjoy this escape by the sea!

4.89 out of 5 average rating, 245 reviews

The exterior of a two-story beach cottage is visible, featuring a soft gray facade and a balcony on the upper level. Large windows illuminate the lower floor, surrounded by a well-kept lawn and garden. A decorative trellis adds character to the welcoming entryway.

Home in East Haven

Beach Cottage by the Sea

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

4.83 out of 5 average rating, 191 reviews

A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.

Cabin in Shirley

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

4.97 out of 5 average rating, 209 reviews

A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.

Home in Niantic

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/20/26-9/5/26) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

4.98 out of 5 average rating, 167 reviews

A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.

Cottage in North Fork

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

4.98 out of 5 average rating, 222 reviews

An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.

Home in Branford

“The Lighthouse” A Beach Cottage by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

5 out of 5 average rating, 107 reviews

A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.

Villa in The Hamptons

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

4.91 out of 5 average rating, 202 reviews

A bright open living space is showcased with vaulted ceilings and large windows revealing ocean views. A spacious kitchen island is complemented by high-backed chairs, while a dining area features a large table surrounded by black chairs. Natural light fills the area, creating a welcoming ambiance.

Home in New London

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

INSTANT BOOK: Mar 2026 - Jan 2027 = All Open Availability SUMMER 2026: June + July + Aug WEEKDAY WINTER PACKAGES for March: 4 nights, Mon - Fri $1200 total OR 5 nights, Sun - Fri $1350 total= SEND INQUIRY (Fri & Sat not included, pet fees additional cost) *certain holidays/summer excluded in booking minimums/packages *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

A dining set featuring a large wooden table with eight matching chairs is positioned under a spacious umbrella, offering shade. Lush greenery and a serene waterfront view are visible nearby, providing a peaceful outdoor setting.

4.98 out of 5 average rating, 105 reviews

Breezy Waterfront Home With private Dock

This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

Popular amenities for beachfront rentals in Greenport West

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

4.85 out of 5 average rating, 53 reviews

A beachfront view captures a private sandy beach with an outdoor umbrella and seating area. The chic living room features large windows overlooking the sea, showcasing light neutral tones and plush seating. A glimpse of a cozy bedroom reveals inviting furnishings and bright accents.

Home in Westbrook

Duckling Crossing | Beach House on the Sand

4.92 out of 5 average rating, 52 reviews

A serene waterfront scene is presented, showcasing calm blue waters extending towards the horizon under a clear sky sprinkled with a few clouds. The sandy shoreline gently curves along the edge, bordered by sparse greenery for a peaceful coastal ambiance.

Home in Mastic Beach

Mastic Beach Surf House

4.86 out of 5 average rating, 28 reviews

An open living area features a light-colored wooden floor, with a cozy gray sofa adorned with dark blue cushions. A round, wooden coffee table is positioned in front. A mirror and framed art decorate the walls, while a ceiling fan offers a gentle breeze.

Home in Saybrook Manor

Seas the Day at the CT Shoreline

4.97 out of 5 average rating, 63 reviews

A well-maintained outdoor area features two blue lounge chairs facing a sandy beach. Pathways of stepping stones lead towards the water, framed by green grass and beach access. A gazebo is positioned nearby, complementing the serene coastal view.

Cottage in Patchogue

Toes in the Sand Beach Cottage

4.96 out of 5 average rating, 79 reviews

A charming cottage with a light-colored exterior sits in a manicured yard. The structure features multiple windows that allow natural light to fill the space. A small staircase leads to the entrance, surrounded by greenery and decorative landscaping, providing a welcoming facade.

Guest house in Madison

The Rising Tide Cottage

4.75 out of 5 average rating, 4 reviews

A charming beachfront cottage exterior is depicted, showcasing a gabled roof and grey shingle siding. Large windows allow natural light to fill the interior, while a white table is set on the patio. Green grass surrounds the cottage, enhancing the coastal setting.

Home in Old Saybrook

Addison's Oasis

4.87 out of 5 average rating, 45 reviews

An exterior view of the designer beach house is captured, showcasing its contemporary blue siding and multiple windows. A rooftop deck is visible, providing potential outdoor space. A grassy area is bordered by a white privacy fence, while neighboring structures can be seen in the background.

Home in Milford

Bohemian Beach Oasis- Private Beach

4.91 out of 5 average rating, 95 reviews

A comfortable living area contains a gray sofa, floral patterned armchairs, and a wooden coffee table. A ceiling fan hangs above, and natural light enters through large windows dressed with dark curtains. A potted plant adds a touch of greenery to the space.

Home in Groton

Eastern Point 4 Season Ranch

Beachfront home rentals with a pool

4.83 out of 5 average rating, 47 reviews

Modern Beach Oasis w/ Heated Pool & Deck

A spacious beachfront home is set against a bright blue sky, with lush greenery surrounding the property. A private dock extends into the calm water, while lounge chairs are positioned on the sandy shore, inviting outdoor relaxation and enjoyment of the scenic views.

5 out of 5 average rating, 3 reviews

3BR/2BA: beachfront, pool, hot tub, outdoor dining

4.98 out of 5 average rating, 59 reviews

The house features a white exterior with multiple glass doors and large windows, reflecting natural light. A well-maintained pool is positioned in front, bordered by neatly arranged stones and potted plants. A spacious rooftop terrace can be seen above, enhancing outdoor leisure options.

Home in East Patchogue

Gorgeous waterfront house w/ view of bay

An open living space features light-colored flooring and white walls. A dining table with four chairs is visible alongside a television mounted on a wall. Large glass doors lead to an outdoor area, enhancing the airy feel of the room.

Home in North Fork

4.83 out of 5 average rating, 12 reviews

NoFo Getaway: Pool, Farm Views, Beach Sunsets

Apartment in The Hamptons

A bright and airy living space is highlighted by skylights and white wooden beams. A spacious kitchenette is situated behind a dining table surrounded by light chairs. Large windows invite natural light, and a television sits on a white console between soothing tones of gray and cream.

4.8 out of 5 average rating, 25 reviews

Waterfront Elevated Bungalow - Spectacular Views

Home in Waterford

Coastal Escape w/ Pool - Near Niantic & Beaches

4.83 out of 5 average rating, 30 reviews

The image presents a coastal view featuring a well-maintained property adjacent to the shoreline. The sky displays a gradient of colors at sunset, and gentle waves can be seen lapping against the rocky beach. Surrounding greenery complements the tranquil setting.

Home in North Fork

North Fork Sound Front Home with Pool

A spacious outdoor area features a heated swimming pool surrounded by a wood deck. Lounge chairs are set along the perimeter, with a hot tub located at one end. Vibrant greenery is visible in the background, enhancing the private and inviting space.

5 out of 5 average rating, 3 reviews

3BR/3BA: private pool, hot tub, waterfront, tennis

Private beachfront home rentals

4.9 out of 5 average rating, 99 reviews

A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.

Cottage in Westbrook

A Beach House Gem

4.92 out of 5 average rating, 53 reviews

An aerial view captures the quaint cottage surrounded by lush greenery and sandy beach, with water views revealing calm waves and distant sandy islands. Autumn foliage adorns the trees, highlighting the serene landscape. The private beach area is visible, enhancing the tranquil setting.

Home in Saybrook Manor

Romantic Couples Retreat with Private Sandy Beach

5 out of 5 average rating, 25 reviews

A spacious great room is highlighted by a cathedral ceiling with exposed wooden beams. Comfortable sofas frame a central coffee table, while large windows provide natural light, accentuated by sheer white curtains. A cozy reading nook is positioned against the wall, complemented by a variety of books.

Cottage in North Fork

Lovely North Fork Beach Cottage (2 BR/2 bath)!

5 out of 5 average rating, 33 reviews

A charming home is set in a lush green landscape, showcasing a well-maintained front yard with a pathway leading to the entrance. The facade features large windows framed by dark trim and is complemented by colorful flower arrangements on the porch. Mature trees provide a natural canopy.

Home in New Haven

Historic Home on the Harbor!

A wooden deck features comfortable seating with white cushions, positioned around a small table set with tea and pastries. Lush green grass surrounds the area, dotted with tall trees, while a clear view of the harbor can be seen in the background.

4.81 out of 5 average rating, 43 reviews

Historic East Hampton Home - Private Beach Access

4.99 out of 5 average rating, 84 reviews

A bright living room area features two light blue sofas, complemented by decorative pillows with coastal themes. A white coffee table sits in the center, showcasing a decorative bowl and a remote. Wooden flooring adds warmth to the inviting space.

Cottage in Niantic

Little Gem Waterfront beach home/ cottage

5 out of 5 average rating, 24 reviews

A wooden table is set for outdoor dining, surrounded by woven chairs. Two lanterns are placed in the center, with a large umbrella providing shade. Views of the tranquil water and lush greenery are visible in the background, creating a serene setting.

Villa in Waterford

Spacious Waterfront Getaway