Vacation rentals in Highland Falls

Apartment in Greenwood Lake

A front porch is framed by white railings, featuring three white Adirondack chairs positioned for relaxation. Lush greenery surrounds the area, creating a peaceful outdoor space. Steps lead down to a stone pathway, with trees visible in the background.

4.94 out of 5 average rating, 85 reviews

Apartment in Lovely Lake House,Pets welcome!

Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping

5 out of 5 average rating, 119 reviews

Home in Greenwood Lake

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

4.96 out of 5 average rating, 56 reviews

Condo in Vernon

New Luxury Ski Condo-2 Full Bathrooms

This newly renovated Great Gorge Village condo, the perfect getaway to be active or just relax with the whole family. There is so much to explore during every season. It's heaven for golfers, leaf peepers, skiers, snowboarders, hikers, bikers and water park explorers. For those looking to relax and unwind it's a great area to explore wineries, breweries and top- notch restaurants. Please note: the unit is located on the second floor. Also, the master bedroom loft suite is up a spiral staircase

5 out of 5 average rating, 54 reviews

A modern lakeside house features expansive glass windows that offer views of Greenwood Lake. The exterior is framed by lush greenery, and a patio with lounge chairs provides outdoor relaxation. Natural landscaping enhances the tranquil atmosphere surrounding the property.

Home in Greenwood Lake

Explore a Luxurious Lakefront Dream Home

Discover your luxury haven on the serene shores of Greenwood Lake. Boat, swim, kayak, and bask in summer's glory. Fall brings vibrant foliage and fireside coziness. Winter offers skating in the frozen lake and skiing in the nearby mountains while spring blooms with its incredible beauty. Your perfect getaway, where modern comfort meets natural beauty. A quick 45-minute escape from the city with super high-speed internet for your work needs. Book now for an unforgettable escape! Permit N. 23-225

4.97 out of 5 average rating, 58 reviews

A lakeside retreat is nestled among lush greenery, featuring a spacious deck with blue seating. A gentle slope leads to the water's edge, where a small area is provided for relaxing. A large tree casts shade over the grassy yard, enhancing the natural setting.

Home in Putnam Valley

Waterfront Lake House

Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Cottage in Vernon Township

A fire pit surrounded by stone is illuminated by a warm glow, set within a wooded area as dusk approaches. Tall trees frame the scene, and silhouettes of rustic seating can be seen, with glimpses of the lake visible through the foliage.

4.94 out of 5 average rating, 190 reviews

Rustic Chic Lake view cottage 50 miles from NYC

Cozy lake view cottage 50 miles from NYC. Nestled in nature with swimming, fishing , hiking and biking with beautiful lake views. 5 beaches to choose from. Lovely walking or jogging around the lake, Appalachian trail nearby. Highland Lakes is a very scenic, peaceful area easily accessible. 3 of the best golf courses in the US , Mountain Creek water park and resort minutes away.Apple and pumpkin picking comes fall. Beautiful village of Warwick NY is nearby with restaurants and shopping .

Cottage in Greenwood Lake

A contemporary open-concept kitchen and living area features large windows that frame scenic views. A central dining table complements the kitchen with dark cabinetry and modern appliances. A comfortable couch with decorative pillows enhances the inviting space, while a vibrant potted plant adds natural greenery.

4.98 out of 5 average rating, 336 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #33593

4.92 out of 5 average rating, 103 reviews

Mtn Creek - Bike, Hike, Golf, Legoland, NYC 1 Hour

Escape to our cozy family condo nestled in Great Gorge Village, Mountain Creek Resort, Vernon, NJ! Just 3 mins from resort parking, our prime location puts you at the heart of mountain adventures. Discover golf, hiking, biking, and more. Inside, relish in a stylish haven with new furniture, plush beds, and updated amenities. Immaculate bathrooms await your relaxation. Sleeps 6 comfortably, perfect for a tranquil retreat. Explore trails or relax on the deck amidst serene surroundings.

A circular seating area is surrounded by red Adirondack chairs arranged around a stone fire pit. Lush greenery and flowering trees are visible in the background, enhancing the outdoor space's natural ambiance.

4.94 out of 5 average rating, 145 reviews

Ski-In/Ski-Out @ Mountain Creek-Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

A water slide extends from a rock formation into a bright turquoise pool. A person is seen mid-leap into the water, while a lifeguard stands nearby under a red and white umbrella. Lush greenery surrounds the area, creating a natural backdrop.

4.92 out of 5 average rating, 356 reviews

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!

Location, location, location! This is a very unique, open concept unit. In lieu of a balcony, it has a huge picture window that allows breathtaking center building panoramic views of the slopes! It's also a top floor unit so extra height ceilings. That open concept continues inside where the walls were minimized leading to the master bedroom having an archway in lieu of a door. The result is a very spacious main living area perfect to gather in front of the fire.

5 out of 5 average rating, 3 reviews

A wooden dock extends into a serene lake, featuring a single chair overlooking the water. The vibrant colors of sunset reflect on the calm surface. Lush greenery borders the lake, with a couple of kayaks resting at the dock's edge.

Home in Hardyston

Seasonal Rental Luxury Lake Front Beauty

60-Days Minimum Rental Gorgeous , spacious 3 bedroom right on the lake. Perfect waterfront views, private dock in our backyard. Modern, clean, upscale furnishings. Fully-stocked chef's kitchen. King bedroom with en suite bathroom. Queen bedroom with lake views. Kids room with bunkbeds + trundle. Finished basement lounge with desk for remote working.

4.94 out of 5 average rating, 264 reviews

A rustic log cabin is nestled among tall trees, showcasing a sloped roof and a prominent chimney. Autumn leaves cover the ground, contributing to a natural and serene setting. Soft light glows from a distant area, hinting at additional outdoor spaces.

Cabin in Huguenot

Tranquil Lakefront Cabin!

This Warm LAKEFRONT Home Grabs Your Soul and Forces you to Decompress Instantly. Enjoy the Large Well Appointed Screened Porch with Glass of Wine/Cup of Coffee as you Gaze over the Rustic Lake thru Stately Oak Trees and Cranberry Bogs. Boats Included!!! $50 Per Pet Per Stay After Host Approval.. Firewood Stored In The Rear Of The Tool Shed..

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Popular amenities for Highland Falls vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Highland Falls's top sights

United States Military Academy58 locals recommend

MANITOGA / The Russel Wright Design Center43 locals recommend

Dolly's Restaurant25 locals recommend

MyTown Marketplace Inc17 locals recommend

The Thayer Hotel15 locals recommend

Depot Theatre12 locals recommend

Other great vacation rentals in Highland Falls

5 out of 5 average rating, 14 reviews

A serene backyard setting is surrounded by tall trees, showcasing a mix of open grassy space and partial woodland. Five white adirondack chairs are arranged around a firepit, with a dining table visible nearby, inviting outdoor gatherings.

Home in South Fallsburg

Renovated & Spacious 3BR Catskills Retreat

4.86 out of 5 average rating, 21 reviews

Home in Ellenville

Cozy 5 Bedroom Escape in ellenville ny

An open living area is presented with a spiral staircase leading to an upper level. A dining table with dark placemats and a vase of fresh flowers is centrally located. Cozy seating options include a textured sofa and an accent chair, while a television is mounted on the wall.

4.96 out of 5 average rating, 73 reviews

Peaceful Mountain Retreat

4.96 out of 5 average rating, 118 reviews

Home in Chester

Millionaire Mansion Countryside Stay w/ Lrg Hottub

The entrance of Minerals Resort and Spa is showcased, featuring a prominent sign surrounded by vibrant autumn foliage and colorful flower beds. The building's stone accents and unique architecture complement the natural scenery of the lush mountains in the background.

4.73 out of 5 average rating, 111 reviews

200 yds Minerals - great for hotel weddings

A designated outdoor seating area features four wooden Adirondack chairs arranged around a stone fire pit. Lush green trees and shrubs create a natural backdrop, while a paver stone pathway invites relaxation and conversation in a serene setting.

4.92 out of 5 average rating, 119 reviews

Perfect Retreat! Ski in/out, hot tub, bike races.

A modern kitchen is equipped with stainless steel appliances, including a microwave and oven. A spacious countertop is complemented by a white backsplash and soft close cabinetry. A dining area features a wooden table surrounded by chairs, with natural light streaming through a nearby window.

4.96 out of 5 average rating, 107 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5