Beachfront holiday rentals in Orange County

🛶 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.

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!

Lakefront | Beach • Hot Tub • Dock • Game Room

Lakefront Luxury—1 Hour from NYC! Step onto your private dock and sandy beach, unwind in the hot tub, and enjoy the game room—all within a modern lakefront home designed for families who love to spread out in comfort. • 4 spacious bedrooms + queen Murphy bed • Private dock for swimming, boating & fishing • Hot tub with lake & sunset views • Home gym with weights & exercise equipment • Game room with pool table, Pac-Man & basketball • Outdoor deck with BBQ + indoor fireplace Permit #21-7783

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.

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

Lakefront! Family friendly Catskills retreat!

You are just steps away from the water in this peaceful and relaxing lakefront home on Yankee Lake! 3 bedrooms, 2 office rooms, and 3 full bathrooms are spread out over 3 floors, making this a perfect house for a family getaway. The house has an open concept floor plan. Fully stocked with everything you need to prepare and serve delicious meals. The TV stand has toys and board games. There is a spacious new Trex deck to lounge and enjoy gorgeous lake views. Game area in the basement!

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.

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

Lux Lake Neepaulin Frontage & Panoramic Views Home

Luxury meets lake. Welcome to Lake Neepaulin! Close to all NJ/NY/PA Tri-State locations, our newly renovated Lake Neepaulin frontage home combines modern comforts with unique breathtaking scenic lake views from inside and outside the house. It is the perfect escape for your next getaway or staycation. Enjoy the panoramic views of the lake from the indoor comforts or have your coffee sitting on the deck. Unwind in the peaceful lake environment far from the hustle and bustle.

Funky lakefront home

Make some memories at this unique and family-friendly place. lakefront home, great place to kick back and relax, swim, fish, kayak. great location 15 minutes to West Point. Train Station to NYC 1.5 miles away. 20 Minutes to LEGOLAND Enjoy the pool table, sing songs around the piano. Connect to the in house speaker system for your favorite music. Sit out on the lake by the fire pit. Enjoy one of the 7 decks and 2 patios. Walk to community beach with life guards

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!

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.