Holiday houses in Baiting Hollow

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Top-rated holiday rentals in Baiting Hollow

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Guest favourite

Cottage in Riverhead

4.98 out of 5 average rating, 126 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.

Superhost

Cottage in Calverton

4.87 out of 5 average rating, 23 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

Available from 4/15-10/15 Our "Cozy Cottage" bungalow is comfy, cozy, airy and bright. Relax on the spacious deck in the morning and catch a glimpse of the Long Island Sound.Relax in the evenings and watch the the beautiful colors of our sunsets. In walking distance( 1.5-2 miles) is our local Fruit and Vegetable Farm Stand as well as the Riverhead Ciderhouse, LIV Vodka, Baiting Hollow Wineries, Cooperage Inn and Beautiful Sunflower fields! Come Enjoy All that Long Island Has to Offer!!

Guest favourite

Cabin in Rocky Point

4.9 out of 5 average rating, 397 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Guest favourite

Guest suite in Wading River

4.9 out of 5 average rating, 231 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Guest favourite

Home in Holbrook

4.91 out of 5 average rating, 238 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

Superhost

Home in Calverton

4.91 out of 5 average rating, 11 reviews

The Good Times House

Minnie and Mike's Beach Bungalow We are located on the North Shore of Long Island only 90 minutes from Manhattan and close to Jamesport, Southold, Greenport and Shelter Island. Enjoy walking from the bungalow to a private beach in Baiting Hollow, NY. This is a great community for families and friends. From wineries to water parks, farm stands to the aquarium, and outlet shopping for days. You will have plenty to do or just come to relax and enjoy all the Beach house has to offer.

Guest favourite

Home in Calverton

4.94 out of 5 average rating, 107 reviews

⭐️Modern Farmhouse Long Island Wine Country🍷

Long Island’s North fork Long Island Wineries. Luxurious, clean , modern peaceful farmhouse. Top of the line fully stocked kitchen, stainless steel appliances, granite countertops. Keurig Coffee maker, Tea, Hot Coco. Coffee grinder . 2 fully stocked Spa like bathrooms w/ luxurious towels .4 Lg. Bedrooms. w/ luxurious linens .Cozy fireplace in Living room. Spacious dining room. Close to Farms, Wineries, Corn Mazes, Haunted Attractions, Sunflower Mazes. Pumpkin 🎃 Apple 🍎 Picking

Guest favourite

Home in Calverton

5.0 out of 5 average rating, 10 reviews

Lovely Home on the North Fork

Welcome to our lovely home located in the quiet, woodsy hamlet of Baiting Hollow! We are located right at the beginning of the North Fork wine trail, are surrounded by charming farms and are just a 7 min walk to the private keyed entrance to our beach on the Sound! Long walks on the Sound and hiking in Wildwood State Park is right outside your door. Easy access to award winning wineries, delicious restaurants, the Hamptons and Riverhead for all your major conveniences.

Guest favourite

Cottage in Baiting Hollow

4.91 out of 5 average rating, 45 reviews

Cottage in Calverton

This newly updated charming beach cottage with all the amenities needed to enjoy a vacation on the north fork. Just steps from the private beach. Some main attractions include winery’s , shopping , golfing and so much more. Why book a hotel room when you can relax and enjoy your vacation in this beach cottage community The community offers a private beach which is just a short walk from the cottage You will enjoy the north forks most spectacular sunsets

Superhost

Cottage in Calverton

4.81 out of 5 average rating, 103 reviews

Renovated Cottage, steps to the Beach & Wine Trail

Tucked away in a friendly beach community with only a short 3-5 minute walk to the private beach, our North Fork Cottage is ideal for a family or up to three couples! Perfect spot to relax, spend time with family and friends and enjoy life the way it was meant to be. Only 90 minutes from Manhattan, and close to the towns of Jamesport, Southold, Greenport and Shelter Island, our North Fork Cottage is an amazing escape from the hustle and bustle!

Guest favourite

Home in Rocky Point

4.91 out of 5 average rating, 180 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Guest favourite

Cottage in Patchogue

4.95 out of 5 average rating, 206 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.