Holiday rentals with lake access in Montauk

4.82 out of 5 average rating, 76 reviews

Two white Adirondack chairs are positioned near a fire pit, offering a scenic view of the calm water and a partially cloudy sky at sunset. Pebbles and grassy areas surround the seating, enhancing the serene beach atmosphere.

Apartment in Southold

Incredible 2 Bedroom Waterfront Cottage!

An amazing & unique experience on the North Fork of Long Island. Sitting on a bluff 15’ above our private beach, this 3 season multi-family property boasts panoramic views of the LI Sound. Amazing sunset/sunrise views, fishing, beach combing, swimming, wineries, restaurants, shopping. Huge 2nd story deck for evening cocktails. Full kitchen, BBQ, loads of amenities. Updated inside & out. Private beach shared only with other guests of the property Please note there is some noise from passing cars

NearbyOutdoor spacesCondition

Superhost

The balcony offers a relaxing view of the sparkling ocean, bordered by a well-maintained walkway. A bottle of wine and two glasses are positioned on a wooden table, inviting guests to enjoy the serene atmosphere. Lush greenery frames the scene, enhancing the coastal setting.

Cottage in New Haven

4.92 out of 5 average rating, 103 reviews

Ocean View Cottage: Yale, Beach, Wedding & Golf

The Island Sound Cottage is pet friendly, has been newly renovated (not a shared space). 15 mins to Yale & Downtown; unobstructed ocean view from the living room & balcony. Located in a beautiful and safe location. This pristine home comes with breathtaking ocean views! Head out your front door to stroll along the famous Pardee Seawall Park on The Long Island Sound. Enjoy this colonial cottage with big windows, skylights, balcony, plenty of sunlight and sunset. *Fully enclosed backyard.

ViewOutdoor spacesDecor

4.97 out of 5 average rating, 79 reviews

A spacious lawn is bordered by tall trees, providing a natural frame for the cottage. The vibrant green grass leads to a serene waterfront, where the lake reflects the sunlight. The peaceful setting invites relaxation and outdoor activities.

Cottage in Water Mill

Head of Pond House - Waterfront Cottage

Welcome to the charming, waterfront Cottage at Head of Pond House! Enjoy a peaceful retreat with beautiful lake access year-round and pool access from Memorial Day to October. The cottage features two comfortable king beds, including one in a cozy loft area, a full bath, WiFi, a projector for movie nights, and a fully stocked kitchen. Whether you’re looking for a relaxing escape or a comfortable base to explore the Hamptons, our waterfront cottage is the perfect spot for your getaway.

Outdoor spacesNearbyGetting around

5.0 out of 5 average rating, 113 reviews

A spacious backyard is framed by mature trees, featuring a fire pit surrounded by white Adirondack chairs. A children’s playground with swing set is visible nearby, while the home, illuminated by warm lights, stands invitingly in the background.

Villa in Southampton

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.

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Adirondack chairs are arranged on a grassy area overlooking a serene lake, with a bright orange kayak positioned nearby. A vibrant sunset casts a warm glow across the water, and delicate grasses frame the scene, enhancing the tranquil setting.

4.97 out of 5 average rating, 138 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.

Outdoor spacesViewAmenities

4.94 out of 5 average rating, 93 reviews

An open living space is highlighted by large glass doors that offer views of the lake. A cozy seating area is complemented by a stone fireplace and contemporary decor. Natural light fills the room, enhancing the inviting atmosphere amidst greenery just outside.

Home in Montauk

Spend the Last Week of Summer on a Private Beach

Enjoy your own private beach, 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 for sunset. Make fabulous feasts in our chef's kitchen and eat at the large outdoor table. Note: From mid-June through Labor Day: our rentals are 7-day periods from Saturday-Saturday. in May-mid June, we have a 3-night minimum.

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Guest suite in North Fork

A spacious two-story apartment building is surrounded by well-kept greenery and manicured lawns. A paved pathway leads to the entrance, with colorful landscaping enhancing the inviting exterior. Two bright orange lounge chairs are positioned under trees on the side, offering a peaceful outdoor seating area.

4.93 out of 5 average rating, 170 reviews

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

4-6 GUEST MAXIMUM PLEASE. Cozy 2 BR and 1 BTHRM apartment in private home in Greenport NY. Total privacy and separation of unit!! Perfectly situated on 1.75 acres. 3 minute drive, or easy walk, to the center of Greenport village, 2 minute ferry ride to quaint Shelter Island, and a 6 minute drive to tip of Orient. So right in the middle of the action with the peace and serenity of living outside the village. Private beach a short walk/ride down the street.

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Guesthouse in Shelter Island Heights

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.

4.99 out of 5 average rating, 78 reviews

Bayfront 1BR/2BR detached guesthouse with pool

Perfect relaxing getaway for a couple or family. Bayfront 1BR/2BR fully detached guest house with gorgeous morning views. Property has saltwater pool + hot tub (open May -October) and bay access via private dock. Central to both north & south forks (wineries + Hamptons or Montauk just short drive away). Down the road from famous Shelter Island Sunset Beach + golf course. Come explore the beauty of the Hamptons without the stress!

NearbyOutdoor spacesBarbecue

4.94 out of 5 average rating, 102 reviews

Apartment in Flanders

Hamptons Waterfront Suite | Private Hot Tub

✔ Separate private guest suite with its own entrance ✔ Entire back property exclusively yours (not shared) ✔ Year-round saltwater hot tub ✔ Private dock + 2-person kayak ✔ Fire pit, lounge chairs & beach towels ✔ Stunning waterfront sunrise & sunset views ✔ Private porch & outdoor shower ✔ 55" Smart TV & electric fireplace ✔ Self check-in & central air ✔ 19 minutes to Southampton Village ✔ Adults only – No pets – No children

Outdoor spacesViewComfort

An outdoor dining area is located beneath a wooden pergola, surrounded by a spacious lawn. A stone patio features a table with blue metal chairs. Lush greenery is visible in the background, along with a cottage painted in muted colors, accented by vibrant flowering bushes.

4.86 out of 5 average rating, 124 reviews

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

Outdoor spacesViewCheck-in

4.97 out of 5 average rating, 33 reviews

A bright kitchenette features modern cabinetry and a stainless-steel sink. Adjacent, a dining area with two chairs faces a spacious living room, highlighted by large windows allowing natural light and showcasing a comfortable sofa and wall-mounted TV.

Home in Montauk

Dockside 2BR - Marina - Dining - Charter Access Un

Any closer to the marina and you’d be swimming in the Atlantic. Our sweet little cottage sits right on Westlake Marina. From your front door, you can book a charter, grab a bowl of Westlake Fish House’s famous clam chowder, or walk to Gosman’s for a sundae and a sunset. Inside enjoy heated floors, plush beds, and a fully-equipped kitchen, making this a perfect place to land after all the Montauk fun.

NearbyAccuracyBackyard

4.97 out of 5 average rating, 133 reviews

The main bedroom features a spacious bed with a white comforter and dark accent pillows. Sunlight filters through sheer white curtains covering French doors, leading to the outdoors. Bright wooden floors add warmth, while a ceiling fan offers comfort.

Apartment in Greenport

Lovely 2-bedroom apartment in a historic home

Restored apartment in a Victorian home, centrally located in the Village of Greenport. Short, few minutes walk to restaurants, shops, cafes in town. Also, conveniently located (10 minute walk) to the Hampton Jitney bus stop, LI Railroad and Shelter Island Ferry as well as local beaches. Enjoy the charm of a historic home, with all the convenience of modern amenities!

NearbyViewWi-Fi

Popular amenities for Montauk lake access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake access house rentals

4.83 out of 5 average rating, 58 reviews

An outdoor seating area is framed by a pergola adorned with flowering vines. Comfortable furniture includes two chairs with soft cushions and a wooden armchair around a small coffee table, surrounded by vibrant potted plants and flowers. Large windows provide views into the interior space.

Home in Montauk

4 Bedroom MTK Retreat 5 min walk to Private Beach

NearbyOutdoor spacesFamily

5.0 out of 5 average rating, 37 reviews

A spacious deck is furnished with comfortable seating and a dining table, overlooking a marina with various boats. The water reflects clear blue skies, creating a serene atmosphere. A patterned area rug adds a touch of style to the outdoor space.

Home in Hampton Bays

2.5 Miles from the 2026 U.S OPEN, Waterfront

Outdoor spacesNearbyWalkability

5.0 out of 5 average rating, 7 reviews

A charming cottage-style home is set amid lush greenery, featuring a covered porch with white railings. A gravel pathway leads to the entrance, surrounded by manicured shrubs and a well-kept lawn. The exterior is finished with natural wood siding and a sloped gray roof.

Home in Hampton Bays

Hamptons Waterview Cottage

Outdoor spacesNearbySleep quality

4.9 out of 5 average rating, 41 reviews

Home in Southold

Coastal Cottage on the Water

Outdoor spacesNearbyCheckout

4.91 out of 5 average rating, 43 reviews

Home in North Fork

Lakefront NoFo Cottage, walkable to public beach

Outdoor spacesViewDecor

4.98 out of 5 average rating, 44 reviews

A calm outdoor patio area features a round table surrounded by four white chairs. An umbrella stands in the center of the table, and potted plants add greenery. The view overlooks a serene pond framed by trees and a cloudy sky.

Home in Southampton

Southampton swim/pond /ocean Aug deal 11-14, 17-22

NearbyViewCondition

4.92 out of 5 average rating, 24 reviews

The living area features a soft-colored sofa resting against a light gray wall. A coffee table sits atop a striped rug, while a decorative chandelier hangs above. Two accent chairs flank the table, and a flat-screen TV is placed in a nearby console under a bright window.

Home in Southold

East end home away from home

NearbyOutdoor spacesFamily

4.93 out of 5 average rating, 43 reviews

A cocktail is presented in a tall glass with a vibrant green stem, garnished with red berries. Sunlight glows in the background, reflecting off the water. A white adirondack chair is visible nearby, set against a tranquil evening scene.

Home in Branford

Breathtaking Panoramic Waterfront

ViewOutdoor spacesCheck-in

Lake access apartment rentals

4.85 out of 5 average rating, 20 reviews

A sunlit seating area features a wooden bench adorned with colorful cushions. A round area rug is centered on the terracotta floor. A large mirror reflects light, while a doorway leads to a well-lit bedroom, accented by a photo and a decorative tub nearby.

Apartment in Sag Harbor

Artists pet friendly apartment and cabin, sauna.

NearbyOutdoor spacesLocation

Superhost

Apartment in Flanders

4.72 out of 5 average rating, 36 reviews

Stylish & Modern Touches Move-In-Ready

NearbyAmenitiesBeach

Superhost

A safari tent interior showcases a spacious queen bed with crisp linens. Two bedside tables flank the bed, and a small dresser is positioned nearby. Large windows open to views of nature, allowing natural light to fill the tent. Adirondack chairs are set outside on the deck.

Apartment in East Hampton

4.85 out of 5 average rating, 47 reviews

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

NearbyOutdoor spacesIndoor spaces

4.78 out of 5 average rating, 18 reviews

A modern kitchen showcases sleek cabinetry and a stainless steel refrigerator. Counter space is well-utilized with a coffee maker and utensils. A dining table with four stools complements the space. Textured flooring adds warmth to the contemporary design.

Apartment in Shirley

Cozy Ground Floor 1BD Apartment

ViewOutdoor spacesAmenities

5.0 out of 5 average rating, 6 reviews

Peaceful Montauk Condo With Stunning Sunset Views

Outdoor spacesViewPool

5.0 out of 5 average rating, 3 reviews

Montauk Rough Riders

ViewHospitalityComfort

5.0 out of 5 average rating, 16 reviews

A modern bathroom is equipped with a sleek toilet, a stylish sink with storage options, and an elegant shower featuring a nature-inspired curtain. A decorative mat is placed at the base of the shower, and soft lighting enhances the contemporary tile design.

Apartment in New Haven

Near Tweed, Yale & The Estate, Mins to Downtown

NearbySleep qualityKitchen

A light-filled living area features a comfortable sofa and glass coffee table. A dining table for four is set beside a large artwork depicting calm ocean hues. Sliding doors provide access to the balcony, enhancing the open and airy feel of the space.

5.0 out of 5 average rating, 8 reviews

Updated 4 Bed, 1 Bedroom Waterfront Condo

Outdoor spacesViewBeach

Lake access cottage rentals

A bright living area features a spacious sectional sofa adorned with blue pillows, positioned near large windows that offer panoramic views of the water. A rustic coffee table adds a touch of charm, while the light-colored walls create a serene ambiance.

4.88 out of 5 average rating, 255 reviews

Waterfront Cottage, Fort Pond MTK

NearbyViewWi-Fi

A tranquil waterfront scene is captured, showcasing calm waters reflecting a blue sky adorned with scattered clouds. A wooden dock extends into the water, framed by gentle foliage, inviting a sense of serenity and connection to nature.

4.94 out of 5 average rating, 71 reviews

Montauk Modern Waterfront Cottage

ViewOutdoor spacesPets

A cozy eat-in kitchen is equipped with wooden cabinets and a modest table surrounded by four wooden chairs. The adjacent living area, featuring large sliding doors, offers a comfortable sofa and access to natural light. A doorway leads to a bedroom in the background.

4.82 out of 5 average rating, 78 reviews

Mellow Montauk on the lake

ViewOutdoor spacesBiking

A charming cottage is nestled among lush greenery beside the lake. A wooden dock extends over the water, featuring a pair of white lounge chairs. Lilypad-covered areas float near the shore, creating a serene natural setting.

Cottage in Southampton

4.87 out of 5 average rating, 55 reviews

Swim, kayak, fish - Hamptons Fresh water Getaway!

ViewOutdoor spacesQuiet

4.91 out of 5 average rating, 69 reviews

A country cottage features a shaded outdoor dining area with a large umbrella. Wooden chairs surround a table on a grassy lawn, with the cottage's porch visible in the background. Verdant trees provide a natural backdrop, enhancing the calm outdoor environment.

Cottage in North Fork

Beach and Wine Time Country Cottage

Outdoor spacesViewLocation

4.84 out of 5 average rating, 76 reviews

A spacious living area features a soft sectional sofa beside a coffee table, with an American flag prominently displayed on the wall. The kitchen, equipped with modern appliances, is positioned in the background, while a dining table invites gatherings under warm lighting.

Cottage in Yaphank

Beautiful Waterfront Cottage

Outdoor spacesViewBathroom

A modern kitchen and dining area is showcased, with an inviting wooden table surrounded by metal chairs. Above, a skylight allows natural light to illuminate the space. A cozy seating area with soft cushions is situated by the window, offering pleasant views of the surroundings.