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Places to stay near Sammys Beach

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Top-rated vacation rentals near Sammys Beach

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

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Top guest favorite

A charming cottage is illuminated warmly at night, showcasing a welcoming entrance. A well-lit pathway lined with soft ground lights leads toward the front door, framed by the surrounding wooded area. The exterior features a classic design, with wooden siding and inviting windows.

Home in East Hampton

4.95 out of 5 average rating, 234 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.

Home in East Hampton

4.95 out of 5 average rating, 439 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Top guest favorite

A bright basement living area is featured with light-colored walls and wood flooring. The space includes a comfortable seating area with a sectional couch and a coffee table. Natural light is visible from windows above a staircase, which is lined with wooden railings.

Home in East Hampton

5 out of 5 average rating, 24 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

Welcome to the beautiful 5-bed, 3-bath Harbor House, located just a short walk from Gardiners Bay beaches. Enjoy open-concept living, fully equipped kitchen, comfy beds, gunite pool, private patio with gas grill & outdoor dining, hot tub, & fully fenced backyard. Walk/bike to harbor, rent kayaks, use our paddleboards, or explore nearby restaurants and shops. Whether you’re looking for a romantic getaway for 2 or a family vacation, our home is the perfect retreat for your next Hamptons adventure!

Cabin in Montauk

4.96 out of 5 average rating, 467 reviews

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

A modern kitchen is highlighted by a spacious quartzite waterfall island, providing ample prep space. Sunlight streams in through large windows, illuminating the sleek cabinetry and high-end appliances. A dining area with transparent chairs is visible in the background against a serene garden view.

Home in East Hampton

4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 24-656

Top guest favorite

A spacious pool area features a large swimming pool surrounded by a wooden deck. Lounge chairs are positioned along the perimeter, with vibrant flowers enhancing the outdoor setting. A decorative lamp provides soft lighting, while trees and greenery offer a natural backdrop.

Guest suite in East Hampton

4.98 out of 5 average rating, 137 reviews

Hamptons Dream Suite

Hampton's Dream Suite- Is a guest suite in East Hampton, NY. From relaxing by the pool, to taking a day trip to Montauk, or visiting some of the best beaches in the Hamptons, the opportunities here are endless! It offers a bedroom with a Queen size Select Comfort bed, living room has two queen sofa beds and a full bathroom. It has a Kitchenette, Central AC/Heat with a 65" smart TV with surround sound and DVD, Blue ray and Xbox Games . There is also at TV and blue Ray player in the bedroom.

A large swimming pool is surrounded by a spacious wooden deck featuring sun loungers and umbrellas for shade. The modern home is visible in the background, highlighted by expansive glass doors and a serene garden setting.

Home in East Hampton

4.93 out of 5 average rating, 155 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

The kitchenette features a small refrigerator, microwave, countertop oven, and a Keurig coffee maker. A rack displays various coffee pods, and a paper towel holder is positioned nearby. Light-colored cabinetry provides ample storage space above the countertop.

Guesthouse in East Hampton

4.82 out of 5 average rating, 321 reviews

Detached bungalow w/ private bath

Cozy, simple living, in separate guest house with use of amenities (shared with our family of 4). The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, micrwave, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for guests. 2 Adult guests ONLY (no children) due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets.

A gated entrance is framed by lush greenery and neatly manicured hedges, leading to a gravel pathway. The serene outdoor space features natural earth tones and is surrounded by tall trees, creating a sense of privacy and tranquility.

Apartment in East Hampton

5 out of 5 average rating, 4 reviews

The Hideaway | Clearwater Beach

Your private retreat in the heart of Clearwater Beach, East Hampton! Escape to this serene, design-forward suite nestled in one of the most peaceful corners of the Hamptons. Just minutes from the bay, this luxury hideaway offers the perfect balance of comfort, style and convenience. The space features a plush king bed and all the amenities you need for a relaxing stay. Sip your morning coffee in your private outdoor space before heading off for a swim at Clearwater Beach.

Top guest favorite

A wrap-around balcony provides sweeping views of Gardiner’s Bay. Comfortable lounge chairs are positioned for relaxation, while the clear sky reflects over the water. The area offers a serene setting for enjoying the outdoors.

Home in East Marion

5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

Top guest favorite

A clear, inviting pool is framed by a spacious patio area. Four blue lounge chairs with vibrant green and white cushions are positioned alongside the pool, providing a relaxing space to enjoy the outdoors. Lush greenery and colorful flower pots enhance the surrounding ambiance.

Guest suite in East Hampton

4.96 out of 5 average rating, 167 reviews

Be our guest! Central, peaceful & private pool!

Beautiful, bright, spacious King suite w fireplace, two bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book/movie! The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w your choice of pillows. Complimentary coffee/tea/treats

A cozy outdoor seating area features a wooden deck illuminated by string lights. Soft seating is arranged around a rectangular table, with cushions adding comfort. The backdrop displays a wooden exterior and a projection screen, creating an inviting atmosphere for gatherings.

Villa in East Hampton

4.97 out of 5 average rating, 31 reviews

Luxe| Pool|BeachCar Beach Pass|GameRm|Movie|HotTub

SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

Popular amenities for vacation rentals near Sammys Beach

Free parking on premises

Air conditioning

Other top sights near Sammys Beach

Mystic Seaport Museum125 locals recommend

Mystic Aquarium73 locals recommend

Parrish Art Museum50 locals recommend

Condo rentals with wifi

The exterior of Montauk Manor is displayed, showcasing its distinctive Tudor-style architecture with a combination of brick and white accents. Expansive lawns surround the building, featuring manicured landscaping and a glimpse of outdoor seating. The clear blue sky enhances the vibrant colors of the structure.

Condo in Montauk

4.9 out of 5 average rating, 29 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

A sandy beach stretches along the Long Island Sound, bordered by greenery. A wooden boardwalk leads to the shore, with lounge chairs positioned for sunbathing. In the background, several buildings are nestled among the trees, completing the tranquil seaside scene.

Condo in Greenport

4.85 out of 5 average rating, 137 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

Top guest favorite

A wooden boardwalk extends towards the water, lined with colorful kayaks resting on the sand. A large ship is anchored in the distance, while the sky is painted with shades of orange and purple from the sunset, reflecting on the serene water.

Condo in Montauk

5 out of 5 average rating, 231 reviews

Montauk Waterfront Condo w/ Sunset Views

A light-filled hallway features smooth, polished wooden flooring extending towards open doorways. Neutral-colored walls are complemented by a small decorative plant placed on a white side table. A framed artwork hangs on the wall, adding subtle detail to the space.

Condo in Old Saybrook

4.89 out of 5 average rating, 75 reviews

Seashore getaway - CT shoreline

An open-concept kitchen and living area features a central island with bar seating, surrounded by modern appliances and white cabinetry. Natural light pours in through large windows, illuminating a cozy seating area with a sofa and dining space, creating a welcoming environment.

Condo in Bridgehampton

4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

An open-concept living area features a round dining table surrounded by four wooden chairs. A comfortable green sofa is positioned adjacent, facing a wall-mounted television. A kitchenette is visible in the background, equipped with essential appliances and utensils, set against light-colored cabinetry.

Condo in Sag Harbor

4.91 out of 5 average rating, 85 reviews

Cute cottage apartment upstairs in Sag

A serene ocean view features gentle waves lapping against a rocky shoreline, with a soft sunset illuminating the sky. Silhouettes of distant rocks and subtle ripples on the water enhance the tranquil atmosphere.

Condo in Greenport

4.92 out of 5 average rating, 141 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

The image captures a view of the serene ocean meeting the sky under a partly cloudy blue expanse. Gentle waves can be seen rolling against the rocky shore, highlighting the textured patterns of the stone in the foreground, enhanced by variations in color from sandy beige to dark gray.

Condo in Old Lyme

4.89 out of 5 average rating, 38 reviews

Forecastle at Soundview · Beach+OceanView+Sunrise

Family-friendly house rentals

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 Cutchogue

4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

A spacious backyard is highlighted by a blue in-ground pool surrounded by lounge chairs. Red umbrellas provide shade, while a tall wooden fence adds privacy. Lush green grass complements the natural setting, and a rustic home is visible in the background among the trees.

Home in East Hampton

4.92 out of 5 average rating, 114 reviews

Private & Pristine with Pool and Kid’s Playard

A charming Cape Cod cottage is showcased, featuring a light gray shingled exterior and blue door. The front yard is adorned with green grass and small shrubs, while steps lead to the entrance. Tall trees frame the property, providing a sense of privacy.

Home in Sag Harbor

4.85 out of 5 average rating, 162 reviews

Sag Harbor House for rent.

Top guest favorite

A cozy living area features a brown sectional sofa adorned with patterned throw pillows. A black coffee table sits on a striped area rug, providing a neutral contrast to the light hardwood flooring. Natural light filters through multiple windows, enhancing the welcoming ambiance.

Home in Greenport

4.94 out of 5 average rating, 189 reviews

Harbor Heights

The spacious patio is shaded by a vine-covered pergola, featuring a round dining table surrounded by black chairs. Lounge chairs are positioned nearby, and the yard extends beyond, showcasing green grass and a variety of plants, contributing to an inviting outdoor space.

Home in Greenport

4.93 out of 5 average rating, 115 reviews

Maritime Village Getaway with Backyard

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, 164 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

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, 171 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

A serene backyard scene is captured, featuring a curved in-ground heated pool surrounded by natural stone decking. Lush green grass and landscaped vegetation create a tranquil atmosphere, while the charming farmhouse is visible in the background, nestled among mature trees.

Home in East Hampton

4.93 out of 5 average rating, 140 reviews

Walk to East Hampton Village & Ocean Beaches

Apartment rentals with air conditioning

A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.

Apartment in Sag Harbor

4.96 out of 5 average rating, 156 reviews

Hamptons Hills Escape

A spacious living area features a mixture of seating options, including a modern white chair and a cozy sofa. A large area rug anchors the space, accompanied by decorative pillows and books on a low table. Natural light fills the room through large windows beneath exposed wooden beams.

Apartment in Shelter Island Heights

4.91 out of 5 average rating, 250 reviews

Squire Chase House

A charming view is displayed through a large window, overlooking a green lawn that leads to a serene waterway. A decorative piece resembling a swan rests on a small table, casting a soft shadow as sunlight streams in.

Apartment in Sag Harbor

4.94 out of 5 average rating, 156 reviews

Whaling Captain Pierson's Cottage

Top guest favorite

A serene lakeside scene captures padded Adirondack chairs arranged in a row on grassy terrain, facing the lake. The sunset reflects vibrant pink and orange hues across the water, enhancing the peaceful ambiance of the natural setting.

Apartment in Montauk

4.99 out of 5 average rating, 185 reviews

Duffy's on Lake Montauk 2

A serene beach scene captures a golden sunset reflecting on calm waters. The sandy shore leads to gentle ripples, while distant land silhouettes frame the horizon. A tranquil ambiance is created as the sun descends, providing a peaceful setting for evening strolls.

Apartment in Southold

4.94 out of 5 average rating, 124 reviews

Bright, Southold Studio Apt near beach & town

A well-appointed living area features a comfortable gray sofa and a light-colored ottoman atop a soft area rug. Natural light fills the space, illuminating the wooden floor and highlighting a dining table and chairs nearby. Decorative accessories add charm to the serene atmosphere.

Apartment in Greenport

4.94 out of 5 average rating, 102 reviews

Private 1st flr apt w/ patio 3 blocks from beach

A bright living area features two windows, allowing natural light to fill the space. A white sofa and an accent chair are positioned around a small coffee table. Artwork adorns the walls, complementing the light color palette. A dining table with two chairs is visible in the corner.

Apartment in Sag Harbor

4.89 out of 5 average rating, 158 reviews

Sag Harbor Village Oasis

A spacious living area features large glass sliding doors that provide a view of a colorful sunset over the water. A wooden coffee table is positioned in front of a comfortable sofa, with soft drapes framing the windows. Scenic outdoor seating is visible on the deck.

Apartment in Montauk

4.91 out of 5 average rating, 373 reviews

Starboard on Fort Pond in Montauk, New York

Other great vacation rentals near Sammys Beach

A calm beach scene is depicted, featuring light sand stretching along the shore. Gentle waves approach the beach under a cloudy sky. A small boat is visible in the distance, while colorful umbrellas can be seen on the left, indicating a gathering of beachgoers.

Home in East Hampton

4.64 out of 5 average rating, 96 reviews

Sun-drenched retreat with private beach pass

An aerial view of a modern home surrounded by lush greenery. The property features a spacious deck area with seating, a heated pool, and a separate structure nearby. Ample outdoor space is visible, with pathways leading through the vibrant landscape.

Home in East Hampton

4.88 out of 5 average rating, 49 reviews

Cedar Hot Tub, Suana, Heated Pool walk to water

An aerial view presents a serene coastal landscape featuring sandy beaches and a marina dotted with boats. Lush greenery surrounds the area, with a winding waterway separating the beach from the nearby neighborhood of homes and amenities.

Home in East Hampton

4.75 out of 5 average rating, 55 reviews

East Hampton: Clearwater Beach Pass

Top guest favorite

A sunlit outdoor deck features comfortable seating arranged around a glass table, overlooking the serene waters of Upper Sag Harbor Cove. Lush greenery frames the scene, enhancing the tranquil outlook toward the dock and the surrounding nature.

Home in Sag Harbor

5 out of 5 average rating, 17 reviews

Sag Harbor Village Waterfront

Two lounge chairs are positioned on a wooden deck, featuring thin cushions with a geometric pattern. The surrounding area is bordered by greenery, providing a serene ambiance. A railing with vertical slats complements the outdoor setting.

Home in East Hampton

4.89 out of 5 average rating, 38 reviews

A chic renovated beach house!

A spacious dining area is seen through large glass windows, overlooking serene waters and docked boats. Decorative elements include potted flowers and woven seating, creating a relaxed atmosphere. Sunlight fills the space, enhancing the view of the outdoor dining area and distant shoreline.

Home in East Hampton

4.94 out of 5 average rating, 83 reviews

Oasis backyard, Pool, Gym, and Sunroom!

A heated gunite pool is surrounded by a spacious patio, featuring stone steps and lounge chairs. Umbrellas provide shade over seating areas, while well-maintained landscaping enhances the outdoor space. The sunlight reflects off the clear water, creating a serene environment for relaxation.

Home in East Hampton

4.85 out of 5 average rating, 34 reviews

Private East Hampton Estate

Top guest favorite

A serene saltwater pool is framed by lush greenery and blooming flowers, enhancing the outdoor space. A hot tub is positioned alongside, inviting relaxation. The guest house is visible in the background, surrounded by trees and well-maintained landscaping.

Guesthouse in Shelter Island

5 out of 5 average rating, 65 reviews

Bayfront 1BR/2BR detached guesthouse with pool

Destinations to explore