Cottage holiday rentals in Hauppauge

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Top-rated cottage rentals in Hauppauge

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Guest favourite

Cottage in North Fork

4.97 out of 5 average rating, 154 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, 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. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Guest favourite

Cottage in Westhampton Beach

4.93 out of 5 average rating, 168 reviews

Chic Artist Loft Cottage

We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

Guest favourite

Cottage in Milford

4.95 out of 5 average rating, 324 reviews

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Top guest favourite

Cottage in Fairfield

4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

Charming Beach Cottage – Steps from Private Beach! Welcome to our newly renovated seaside retreat—a perfect getaway for families, couples, or anyone looking to relax by the shore. Nestled just steps from a private beach (right across the street!), our charming cottage offers the ideal balance of coastal tranquility and convenient access to town. Whether you enjoy walking, biking, swimming, fishing, kayaking, or simply napping in a shady hammock, this is the place for you.

Top guest favourite

Cottage in Milford

4.99 out of 5 average rating, 124 reviews

3 BD Cottage Walk 2 Beach + Tyde Venue w/ Fire Pit

Steps from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

Top guest favourite

Cottage in Setauket- East Setauket

5 out of 5 average rating, 87 reviews

Charming historic cottage in Setauket, NY

Step back in time in this beautifully restored 1770 historic home nestled in the charming town of Setauket, New York. This unique cottage is walking distance to stores and the gem of the community, the Frank Melville Park/Bates House. A five minute drive to Stony Brook University, Setauket Harbor, West Meadow Beach/Old Field Club, Stony Brook Village/Three Village Inn, with historic attractions like the Culper Spy Ring, Avalon Park, and Port Jefferson Village.

Guest favourite

Cottage in Centerport

4.93 out of 5 average rating, 132 reviews

NYC/Long Island - cozy garden cottage!

Sweet garden cottage - enjoy beautiful fall colors or spring blossoms away from the City! Sunny, bright, quiet, nicely decorated, completely private. Quiet, green neighborhood, a short walk from two Long Island Sound beaches. Private entrance and parking, private bathroom with shower, kitchenette, fridge, microwave, A/C, heat. Minutes from the train station to New York City; beautiful Long Island beaches nearby.

Top guest favourite

Cottage in Patchogue

4.94 out of 5 average rating, 239 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Guest favourite

Cottage in Yaphank

4.86 out of 5 average rating, 64 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.

Superhost

Cottage in Kings Park

4.8 out of 5 average rating, 176 reviews

Cozy Riverside Cottage

This is a private cottage on its own lot with its own driveway and yard located in a quiet residential neighborhood. Several grocery stores and restaurants for delivery/pick up in the area. 400 MBPS Internet connection for those who need a reliable internet connection for work/movie streaming! Please note guest maximum is 4. There are no additional guests or visitors allowed.

Top guest favourite

Cottage in Stamford

4.97 out of 5 average rating, 198 reviews

Magnolia Cottage

Cozy cottage on a three acre wooded property in North Stamford. Main house shares the large circular driveway. A vast wall of windows facing a private garden invites one to relax in the knotty pine interior. Fully equipped. Perfect for a couple. We are available and friendly but tend to let guests have their private retreat unless they want information or help from us.

Guest favourite

Cottage in Hampton Bays

4.91 out of 5 average rating, 128 reviews

Hamptons cottage—just steps from the beach

Bright, airy 3 bedroom classic Hamptons cottage less than a block from bay beach which is perfect temp and temperament for swimming, wading, paddleboarding and kayaking. Sunsets over the Peconic Bay are amazing especially when you do it with a cold beverage at Tiki Joe’s which has food, drink and fun bands every summer night—only a short stroll away.