
Waterfront holiday rentals in Highlands
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Highlands
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Lux Bungalow on the Lake
Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Lakefront Cottage near Hudson Valley
Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door. We have added a separate kitchenette additional crockpot and induction cooktop.

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.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Lovely 2br Victorian - 5m to train / 3m to main
Lovely two bedrooms in an amazingly restored Victorian modern duplex home . You will in upstairs.Elegant minimalistic furnishings. Both the space and town is a great escape from the city life either for the weekend getaway or as a weekday workspace. Easily accessible by train via the scenic Hudson line. Short stroll to all city amenities conveniently on the quaint Main Street - find banks, supermarket, public library, well-reviewed cafes, diverse eateries/bakeries, and even DMV!

Creekside Beacon—Go Car-Free!—Steps to Hiking/Main
(Please click the "Show more" button below to expand & read full listing BEFORE booking! You'll see why I ask at end!) RECENTLY RENOVATED! Wake up next to a burbling creek in this immaculately clean full-floor apartment filled with midcentury design and modern tech. Steps to Main St, Roundhouse, and so much hiking. Perfect for a car-free escape. Easy access to Metro-North train, Dia, & quick walk to Mt Beacon hiking. Also near: Storm King, Breakneck Ridge, West Point.

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Private Lake House 1 Hour to NYC & Near Westpoint
Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging
Popular amenities for waterfront rentals in Highlands
Waterfront apartment rentals

Charming Lakeside Retreat

Art Room at Old Stone Farmhouse

Waterfront Escape 1BR w/Private Balcony & Bikes

DeMew Townhouse in Historic Kingston

Escape to a Sleek, Serene Studio on the Riverbank

Just Around The Corner

Esopus Bend Getaway - 4 min to HITS

Elegant Riverfront Getaway with Beautiful Views
Waterfront house rentals

The Best Lake House! *Ask About Boat Use Promo*

Upstate Waterfront Saugerties Retreat-Near HITS

Adorable quiet & cozy lakefront studio on dead end

Hudson Valley Hygge House~ comfort in the country!

Lakeview Estate - Chef's Kitchen - NYC Getaway

Dutch Touch Woodstock Cottage

Lakefront living! Hot-tub/Nearby ski/snow-tubing!

Dancing Feather: Cozy Lake-Front A-Frame Chalet
Waterfront apartment rentals

Black Creek 2BR Ski Lodge @ Mountain Creek 09-23M

Little Getaway at the Black Creek Sanctuary

Penthouse with Manhattan Views

Luxury Romantic Hideaway

NYC Riverfront White Marble Sanctuary Free Parking

Tranquility on the Lake!

Hudson Valley Cottage Apartment

Courtyard Overlook @ Spa Owners Residential Condo
Destinations to explore
- Plainview Holiday rentals
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- Tuckahoe Holiday rentals
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- Hudson Valley Holiday rentals
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- House rentals Highlands
- Rentals with a patio Highlands
- Rentals with a fireplace Highlands
- Pet-friendly rentals Highlands
- Rentals with a firepit Highlands
- Fitness-friendly rentals Highlands
- Rentals with pools Highlands
- Rentals with breakfast Highlands
- Rentals with outdoor seating Highlands
- Rentals with a washing machine and dryer Highlands
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- Flat rentals Highlands
- Waterfront rentals Orange County
- Waterfront rentals New York
- Waterfront rentals United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Grand Central Terminal
- New York Public Library Main Branch
- Brooklyn Bridge
- New York University
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Old Glory Park
- Bronx Zoo
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Manhattan Bridge
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Fairfield Beach




