Beachfront vacation rentals in Orange County

4.96 out of 5 average rating, 74 reviews

Home in West Milford

🛶 Lakefront Paradise with Your Own Private Beach🏖

Welcome to your own Private Beach on Greenwood Lake! Absolutely gorgeous lakefront house. Relax with a beverage as you sit on the Adirondack chairs overlooking the lake sunset. Paddleboards, Canoes and a kayak await you. Canoe to the Cove Castle restaurant nearby. Private balcony outside your bedroom where you can enjoy your morning coffee. This house has everything you need to decompress, have fun and get back to yourself. Has 2 private bedrooms and 2 other sleeping areas with 4 trundle beds.

5 out of 5 average rating, 8 reviews

Home in West Milford

Lakefront Haven on Greenwood Lake

Escape to this peaceful lakefront retreat w/ stunning sunset views. 2BR/1BA+garage game room. Fish right off the new dock- there's plenty to catch! Enjoy two levels of outdoor decks with seating, grill, and fire pit for marshmallows under the stars. Dine al fresco just off the kitchen with stainless steel appliances. Close to boat accessible restaurants with live music. Inquire separately for boat rentals and deals with nearby marinas. Legoland, wineries, skiing/snowboarding, ziplining closeby!

An outdoor deck area features comfortable seating arrangements with sectional sofas and a swing-style chair. Natural light illuminates the space, where scenic views of the surrounding hills and Greenwood Lake are visible in the background.

4.96 out of 5 average rating, 25 reviews

Residential home with picturesque view of the lake

Relax with the whole family at this peaceful place to stay. beautiful view of the Greenwood lake with all summer and winter water activities. Hiking, Boating or just relaxing at home, only 1 hour from NYC that you don't waste long time in traveling, only 10 minutes from MOUNT PETER where you can enjoy all skiing activities, 5 minutes walking to access our private BEACH ON GWL. This house is equipped with all facilities that make you comfortable with your stay 🥰 . long term rent is available .

Cottage in Highland Lakes

The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.

4.97 out of 5 average rating, 341 reviews

The Mountaintop Lakehouse that Time Forgot.

Quiet Private lakehouse set down on 2 rare rock bluffs giving you a majestic water view just like it was in 1939. Extra Lg Great room w a huge fireplace. The great kitchen surrounds the chef. Big hot tub, Rowboat with canopy, 8 kayaks, Treehouse, Neverending Lakeside windows, docks, 1 hr from Manhattan w Eagles & vast wildlife like you were in the deep woods. Clean, unspoiled lake full of fish. Never had gas motors. A Mountaintop lake above the ski area. Stargazing! Perfect for get-togethers.

A spacious living room features a large sectional sofa with soft upholstery, arranged around a brick fireplace. Floor-to-ceiling windows provide abundant natural light and offer views of the surrounding landscape. A ceiling fan hangs above, enhancing the open and airy atmosphere.

4.98 out of 5 average rating, 177 reviews

Coldwaters: hike, wineries, lake & mountain views!

Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake & beach access. 5 minute drive to village restaurants & shops, and 15 to nearby Warwick and Tuxedo, this is the perfect setting for a relaxed & fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Book the guest house for an additional 2 bed, 1 bath apartment with kitchen! Permit #: 21-07657 A

A modern ranch-style home is set amidst lush greenery and colorful autumn foliage. The property features a welcoming entrance with large arching windows, allowing natural light to brighten the interior. A winding blacktop driveway leads to the residence, enhancing its secluded feel.

4.95 out of 5 average rating, 19 reviews

Brier Hill Home

Welcome to Brier Hill!!! Up Up Up and away to paradise, as you drive up the long windy blacktop driveway to this beautiful newer 2600 sq ft open Ranch style home. As you walk up the front paver steps you are greeted by beautiful views of Greenwood Lake and the surrounding mountains. This home boasts beautiful views, modern living, and lots of entertainment space. Just added a private beach to the property for guests. A canoe, kayak and paddleboards are also here for your enjoyment.

The exterior of a spacious two-story home is shown alongside a lakeshore. A large deck extends over the water, with a private dock visible. Lush green grass surrounds the home, and a flag can be seen gently waving in the breeze. Scenic mountains are situated in the background.

5 out of 5 average rating, 36 reviews

Greenwood Lake’s Iconic Lakefront “Icehouse”

Need a respite from the hustle and bustle of everyday life? This 4 Bedroom, 4 Bath home is located directly on the lake. Two floors of open living space with magnificent views of the lake and mountains. Families and couples can enjoy games indoors and out - with an expansive property and a chimenea fire pit and BBQ. A quick walk to Cove Castle Restaurant. 30 min drive to Legoland 20 min drive to wineries and breweries 15-20 min drive to NY Renaissance Faire PERMIT # 33387

Superhost

A concrete pier extends over the tranquil water, featuring two lounge chairs positioned for relaxing views of the river and surrounding landscape. Lush greenery and distant homes are visible across the water, enhancing the peaceful outdoor setting.

Home in Philipstown

4.75 out of 5 average rating, 161 reviews

Bungalow near West Point on Hudson River

Let your worries float away in the Hudson River as you relax at this Garrison vacation rental. This rare 3-bed, 2-bath gem is located over the railroad tracks with the river in your backyard. Boasting 2 floors of living space, a charming sunroom, beach and water access, a concrete pier, and view of Bear Mountain Bridge. You’ll also find historic sites, hiking trails, local shops, unique eateries, and charming towns like Cold Spring, Peekskill, & Beacon nearby!

Superhost

A tranquil lakeside view is presented, showcasing vibrant colors reflecting on the water at sunset. A wooden dock is seen with kayaks and stand-up paddleboards resting near the shore, surrounded by lush trees and serene nature.

Chalet in Vernon Township

4.78 out of 5 average rating, 105 reviews

Villa Adriana 4bdr 2 bath lake front dream home

Hello&welcome to Villa Adriana! Immersed amongst the trees and surrounding garden, perched on a slope overlooking Highland Lake, Villa Adriana is considered to have one of the best views of the entire lake. You can enjoy the spectacular view from the comfort of a cozy living room with large windows overlooking the lake, and from the adjacent roomy outdoor deck equipped with table, chairs, umbrella, and a BBQ grill for dining al fresco.

5 out of 5 average rating, 20 reviews

A spacious living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A wooden coffee table rests at the center, featuring a book on its surface. Natural light floods the space through large windows, bringing warmth to the neutral color palette.

Home in Cuddebackville

Catskills Riverfront • Spotless w/ Private Beach

This spotless 3BR/3BA Catskills retreat features a private beach, fire pit, and peaceful riverfront setting on the renowned Neversink River. Perfect for romantic escapes, family getaways, or a quiet work-from-nature retreat with super-fast Wi-Fi and thoughtful amenities throughout. Explore waterfalls and trails in the Neversink Unique Area, cast a line in legendary fly-fishing waters, or stargaze by the fire under crystal-clear skies.

A serene waterfront area featuring a sandy beach with two docks and several boats moored nearby. Adirondack chairs are arranged in a circle on the sand, providing a cozy spot to enjoy the lake views framed by lush greenery.

4.9 out of 5 average rating, 154 reviews

Stylish lake house, 3bd 2full bath, lake access

Get ready to experience the perfect lakeside getaway! This cozy, modern farmhouse has been fully renovated to offer the best of style and comfort. With 3BR's and 2 BA's, it’s the ideal spot for families or small groups looking to unwind. This home features a shared private beach just 50 yards from the lake—perfect for swimming, fishing, tubing or simply enjoying the view. We are 10 minutes from Mt.Peter & half hour from Vernon.