
Waterfront vacation rentals in Highlands
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Highlands

Total vacation rentals
Explore 10 vacation rentals in Highlands

Nightly prices starting at
Highlands vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Highlands vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Highlands rentals

4.9 Average rating
Highlands stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated waterfront rentals in Highlands
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Scenic River View Escape | New Paltz
Unwind in nature at this scenic New Paltz escape, located on a serene riverbank with spectacular views. Large porch and private backyard are perfect for relaxation and stargazing. Recently renovated, the house blends modern amenities with a tranquil atmosphere. Thoughtfully designed, it features a cozy fireplace, large smart TV, and fully equipped kitchen. Explore nearby hiking trails, waterfalls, and Minnewaska State Park, or relax in the hot tub. Ideal for couples, families, and remote workers
4.88 out of 5 average rating, 243 reviews
Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.
4.96 out of 5 average rating, 141 reviews
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
4.99 out of 5 average rating, 191 reviews
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.
4.98 out of 5 average rating, 177 reviews
Cozy Lake Cottage
Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕
4.99 out of 5 average rating, 209 reviews
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.
4.89 out of 5 average rating, 332 reviews
The Peekskill RiverView House
The Peekskill RiverView House A fully renovated dream house overlooking the historic Peekskill Bay. This 3 bedroom 3.5 bath designer house is a 5 minute walk to the train station, the train is loud, as well as the historic downtown. It’s truly the gateway to the Hudson Valley along with having the walkable access to culture, hiking, biking, culinary, spa, and entertainment activities within City limits. Expansive decks on all 3 floors with spectacular Hudson River views from every room.
4.89 out of 5 average rating, 225 reviews
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.
4.94 out of 5 average rating, 144 reviews
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!
4.89 out of 5 average rating, 279 reviews
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. $19 cleaning with or without pets.
4.96 out of 5 average rating, 560 reviews
Forest Spa Retreat on Cascading Brook • 90 Min NYC
Tucked into an evergreen forest, The Water House is a private spa retreat set above a cascading brook—where flowing water shapes your stay. Spend slow mornings on the deck, unwind in the hot tub, and gather by the fire pit under the stars. Find a quiet moment beside the Japanese-inspired pond. Inside, soft textures and vintage style create a warm, calming atmosphere designed to reconnect you with nature while offering the restful comfort of a boutique retreat.
4.95 out of 5 average rating, 460 reviews
The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.
4.96 out of 5 average rating, 463 reviewsPopular amenities for Highlands waterfront rentals
Waterfront apartment rentals

Art Room at Old Stone Farmhouse
4.78 out of 5 average rating, 724 reviews
Charming Lakeside Retreat
4.93 out of 5 average rating, 235 reviews
Lovely 2br Victorian - 5m to train / 3m to main
4.92 out of 5 average rating, 334 reviews
Escape to a Sleek, Serene Studio on the Riverbank
4.99 out of 5 average rating, 462 reviews
The Bennett Cabin
4.86 out of 5 average rating, 121 reviews
DeMew Townhouse in Historic Kingston
4.95 out of 5 average rating, 321 reviews
Lovely 1 bedroom apt. with free parking in Rondout
4.98 out of 5 average rating, 238 reviews
C’est La Vie Lakefront W/Optional boat slip
4.95 out of 5 average rating, 212 reviewsWaterfront house rentals

Creekside cottage on 65 acres
4.94 out of 5 average rating, 249 reviews
Hudson Valley Hygge House~ comfort in the country!
4.94 out of 5 average rating, 375 reviews
The Best Lake House! *Ask About Boat Use Promo*
4.98 out of 5 average rating, 212 reviews
4Br Mountain Brook House on 130 acres w/ trails
4.88 out of 5 average rating, 222 reviews
Lux Bungalow on the Lake
4.93 out of 5 average rating, 231 reviews
Slate Cabin - Stylish Country Escape x Rhinebeck
4.98 out of 5 average rating, 132 reviews
Wake up to this view everyday! Halloween wknd open
5.0 out of 5 average rating, 171 reviews
Stylish Lakeside Cottage with Hot Tub
4.96 out of 5 average rating, 332 reviewsWaterfront condo rentals

Luxury Romantic Hideaway
4.96 out of 5 average rating, 81 reviews
Walk to Mountain Creek Hot Tub 09-23M
4.81 out of 5 average rating, 100 reviews
Little Getaway at the Black Creek Sanctuary
4.99 out of 5 average rating, 97 reviews
NYC Riverfront White Marble Sanctuary Free Parking
4.66 out of 5 average rating, 213 reviews
Tranquility on the Lake!
5.0 out of 5 average rating, 16 reviews
Condo Close to NYC | 3BR River & Ferry
New place to stay
Hudson Valley Cottage Apartment

Spacious Private Room with 2 Queen Beds &Bathroom
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