Vacation rentals in Riverhead

4.97 out of 5 average rating, 156 reviews

Cottage in North Fork

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.

4.9 out of 5 average rating, 500 reviews

Cabin in Rocky Point

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.

Superhost

A private yard features a small patio area with white folding tables and chairs surrounded by lush greenery. Sunlight filters through the trees, creating a serene outdoor space for relaxation or al fresco dining.

Apartment in Ridge

4.74 out of 5 average rating, 164 reviews

The Silver Pine Cone

Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are venturing out to the North Fork wineries or a scenic drive on the south shore beaches on your way to the Hamptons. A beautiful cozy private (not a shared space) full one bedroom downstairs lower level apartment, living room w/full size sofa sleeper, kitchen/dining room, full bathroom and a completely separate yard with patio furniture exclusively for your use. Everything you need to enjoy your stay.

Guest suite in North Fork

A calm beach scene at dusk is presented with soft hues of pink and blue in the sky. The sandy shore is visible, with a large rock positioned near the water's edge. Two signs marked 'PRIVATE BEACH' stand upright in the foreground.

4.9 out of 5 average rating, 273 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,Wildwood StPk(.6mi away).Niks deli nearby.Minutes by car to wineries,breweries,farm stands,EastWind,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house.NoTV but Wifi is good so bring your device for entertainment.

A serene screen porch features rustic wooden furniture, including a table and seating, with views of the expansive green yard. Light filters through large screens, creating a bright atmosphere. A walkway leads outdoors, while a dog is seen exploring the property.

4.97 out of 5 average rating, 157 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

4.97 out of 5 average rating, 145 reviews

A charming small home is nestled among lush greenery, showcasing a light-colored exterior. The entryway is framed by potted plants, and there are two Adirondack chairs positioned on a stone patio. Natural stone pathways and flower beds enhance the serene outdoor environment.

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

4.95 out of 5 average rating, 131 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

Apartment in Port Jefferson Station

A tranquil marina scene depicts several sailboats and yachts docked alongside wooden piers. Lush greenery lines the shoreline, contrasting with the clear blue sky. Calm water reflects the boats and surroundings, creating a serene ambience.

4.9 out of 5 average rating, 120 reviews

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Guest suite in North Fork

A serene beach scene is depicted, showcasing soft white sand bordered by gentle waves. Tall grasses sway in the foreground, framing the clear blue water that extends to the horizon, providing a sense of calm and natural beauty.

4.92 out of 5 average rating, 101 reviews

Enjoy a relaxing getaway to the North Fork

One bedroom suite, with separate entrance in quiet Nassau Point; a peninsula, surrounded by beaches. Nassau Point is a great place to bike, walk and enjoy nature. Fully functioning WiFI for guests looking to extend their stay, while working from home. Fishermen's beach is a 5 minute walk Causeway beach is a 10 minute walk with parking. Point beach, 1.5 mile walk, a Southold Parking Permit required. You will find 20 wineries within 5 miles, just a short Uber ride away.

4.96 out of 5 average rating, 138 reviews

A vibrant local farm stand is visible, featuring an assortment of fresh produce. Sunflowers and colorful flowers decorate the area. Red umbrellas provide shade, while baskets filled with melons and vegetables are displayed prominently. Burlap sacks hang in the background, adding to the market atmosphere.

Guesthouse in North Fork

Walk to Beautiful Beach in Heart of Wine Country

Enjoy bright, comfortable and modern home in the heart of North Fork wine and farm country located just a quick walk from a gorgeous Peconic Bay beach with tennis/pickleball courts, volleyball and playground right on the beach. You'll have easy and quick access to the best of the east end: beautiful beaches, boating, fishing, fine and casual dining, vineyards, wineries, breweries, farms and farm stands offering fresh local produce, antique and local shops.

4.94 out of 5 average rating, 112 reviews

A welcoming sign stands prominently along the walkway, displaying the words 'Welcome to the RiverWalk.' Lush green trees frame the pathway, complemented by a clear blue sky, creating an inviting atmosphere for visitors exploring the area.

Apartment in North Fork

J&J's BnB Lovely, BR/Bath w/ Private Entrance!

Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Guest suite in North Fork

A vibrant seasonal market is displayed, featuring a yellow vintage truck parked in the foreground. Colorful chrysanthemums and pumpkins line the gravel pathway, while a rustic building adorned with decorative elements stands in the background against a cloudy sky.

4.88 out of 5 average rating, 668 reviews

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

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Popular amenities for Riverhead vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Riverhead

A secluded outdoor deck is shown, featuring a red wooden floor and surrounded by greenery. A table set with two chairs sits beside a tall umbrella, while a reclining chair and a potted plant are also visible, creating a tranquil space for relaxation.

Cottage in North Fork

4.75 out of 5 average rating, 325 reviews

North Fork Cottage

An outdoor seating area features a set of wicker chairs positioned around a low table. Potted flowers adorn the space, while lush greenery and a bright sky with fluffy clouds complete the tranquil atmosphere of the guest house.

Guesthouse in North Fork

5 out of 5 average rating, 3 reviews

The Guest House Retreat

Apartment in Center Moriches

A well-maintained outdoor area features a paved driveway that curves gently towards a white fence. Lush green grass is visible along the edges, complemented by planters with seasonal flowers. Tall trees provide a natural backdrop, enhancing the tranquil atmosphere of the space.

5 out of 5 average rating, 5 reviews

New apto close to Hampton beaches 15 minutes away

An outdoor seating area features two woven chairs facing a decorative fire pit, with the Peconic River and boats in a marina visible in the background. Soft green foliage frames the scene, while a bottle of wine and glasses are placed on a stone surface.

Place to stay in North Fork

4.89 out of 5 average rating, 46 reviews

The Waterfront Suite on the Peconic River 💙

A wooden deck overlooks a serene river, framed by trees and shrubs. Two white Adirondack chairs are positioned to enjoy the view, while a green metal table rests nearby. Soft clouds above add depth to the tranquil setting.

5 out of 5 average rating, 48 reviews

Amazing river views, dock, close to great places!

A fenced pool area is surrounded by greenery, featuring a covered dining set and lounge chairs. A shed is visible in the background, complementing the outdoor setting. Sunlight filters through the trees, enhancing the open and inviting space.

4.88 out of 5 average rating, 17 reviews

Pet-Friendly Home w/ Hot Tub Near the Hamptons!

Guesthouse in Mastic Beach

A modern bathroom features a walk-in shower surrounded by clear glass panels. The shower includes a handheld showerhead mounted on a black fixture. Pebble flooring is visible beneath, and a white toilet is positioned nearby, with a small shelf for toiletries above.

4.91 out of 5 average rating, 23 reviews

Cozy Guesthouse 10 min to Ocean

A bright and airy corner provides stunning views of the ocean through expansive glass windows. A comfortable chair and a soft bean bag sit on polished wooden flooring, inviting relaxation. Verdant trees frame the picturesque coastal scene, enhancing the tranquil atmosphere.