Vacation rentals with lake access in Southold

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Top-rated lake access rentals in Southold

Guests agree: these lake access rentals are highly rated for location, cleanliness, and more.

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Superhost

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 North Fork

4.77 out of 5 average rating, 60 reviews

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

Guest favorite

A serene backyard is depicted, featuring a soft green lawn bordered by flourishing plants and flowers. Stone pathways meander gently through the garden, leading towards a view of the water. Trees provide shade, enhancing the natural, peaceful setting.

Home in North Fork

4.92 out of 5 average rating, 25 reviews

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.

Superhost

An aerial view provides insight into the waterfront cottage's layout, showcasing the grassy yard surrounding the home. A patio area with seating is visible, alongside a garden shed and trees offering shade. The peaceful lake borders the property, enhancing the serene environment.

Home in North Fork

4.88 out of 5 average rating, 34 reviews

Waterfront NoFo Cottage w/ public beach access

Enjoy this waterfront cottage overlooking Marion Lake surrounded by lush landscape and wildlife. Experience the local Vineyards, take a leisurely stroll in downtown Greenport, ferry to Shelter Island, drive to Orient, or discover local hiking trails. Savor the culinary delights at the area's great restaurants, with fresh seafood and farm-to-table dining. Nestled between Greenport and Orient Point, East Marion provides access to all the North Fork has to offer. Rental Permit #1060

Top guest favorite

A modern two-story building is viewed from the well-maintained lawn. The heated saltwater pool features clear water surrounded by lounge chairs under colorful umbrellas. Lush green trees provide a natural backdrop, creating a peaceful outdoor space for relaxation.

Guesthouse in Southampton

4.98 out of 5 average rating, 60 reviews

Southampton Modern Barn, Private Hot Tub and Pool

This magical getaway delivers peace and relaxation. Wake up to coffee on your private deck with bucolic views. Play in your heated, saltwater pool, and relax under the stars in your hot tub (open year round). During your stay, these amenities and more will be for your personal use. Stroll to the owner’s dock on Big Fresh Pond, for paddle boarding, kayaking and sunsets. You can also drive 8 minutes to Southampton Village for shopping, restaurants, art galleries and Ocean Beaches.

Guest favorite

A wooden bench is positioned on a grassy area, facing a tranquil lake surrounded by lush greenery. Sunlight filters through the leaves of a nearby tree, casting gentle shadows on the ground. The calm water reflects the natural beauty of the setting.

Home in North Fork

4.88 out of 5 average rating, 25 reviews

North Fork Lakefront cottage near Kenney's beach

Outdoor living on lakefront property. Walk to Kenney's beach. Cycle to many wineries, farm stands and grocery shopping. Beautiful 400 spft cottage with covered porch, living-room, fully outfitted new kitchen, 2 bedrooms (1 queen and 1 twin bed), indoor 1/2 bath, OUTDOOR new private cedar shower, indoor dining with lake view, outdoor waterfront dining and bbq grill, AC and heat, excellent wifi connection/work from home Very quiet peaceful location surrounded by nature.

Guest favorite

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.

Guest suite in North Fork

4.92 out of 5 average rating, 157 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.

Guest favorite

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

4.9 out of 5 average rating, 60 reviews

Beach and Wine Time Country Cottage

This charming country cottage is easy walking distance to the beach, within a 3 mile radius of choice golf courses and dozens of vineyards and has a right of way with water access just across the road. Set on 3/4 of an acre with a large backyard, this home has 3 bedrooms, 2 full baths, a kitchen, dining room, fireplace, and a front and back enclosed porch. If you like, watch the sunrise over the bay and the sunset over the golf course in the backyard.

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, 64 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!

Guest favorite

A bright living area features large windows providing views of the bay. Seating includes a white sofa and wooden chairs, while a natural wood coffee table anchors the space. A dining table for six is visible in the background, complemented by stylish light fixtures.

Bungalow in East Hampton

5 out of 5 average rating, 10 reviews

Charming Bungalow on the Bay

This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)

Superhost

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

5 out of 5 average rating, 3 reviews

Hamptons Waterview Cottage

Nestled between the waterfront and woods in an oasis where nature is everywhere, and the home is a charming cottage style which offers the perfect balance between luxury and rustic. The pool is a shared unite pool with beautiful custom IPE deck on a common waterfront property with a 300' dock. kayaks paddleboards volleyball court ping pong with incredible waterfront sunsets all within 15 minutes of downtown Hampton Bays.

Guest favorite

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

4.86 out of 5 average rating, 65 reviews

Beautiful Waterfront Cottage

Historic Waterfront with Private Island (this property has a bridge to a private island). Large south facing deck, brand new kitchen and beautiful antique claw-foot bathtub and rainfall shower. The home is 10 minutes from the beach, 10 min from Bellport, 25 minutes from Southampton and 1 mile from the train station to New York City. Enjoy a quiet escape from the city in this well-appointed home.

Guest favorite

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 North Fork

4.96 out of 5 average rating, 95 reviews

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!