Waterfront holiday rentals in Rockland County

4.88 out of 5 average rating, 43 reviews

Rustic Blues Cottage Retreat

Kick back and relax in this calm, stylish space with an escape to the picturesque Hudson Valley for a Retreat like no other! Immerse yourself in the vibrant colors of the season, surrounded by the region's most breathtaking foliage. Our curated getaway combines adventure, relaxation, and festive fun. *PULL OUT COUCH in living room* Nearby: Woodbury Commons Premium Outlets Flagship Cinemas Legoland Renaissance Faire Pure Terror Scream Park Warwick Wineries Pumpkin Picking Apple Picking Hiking

4.96 out of 5 average rating, 126 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.

Home in Haverstraw

4.93 out of 5 average rating, 76 reviews

Beachfront Home on the Hudson w/ Amazing Views!

Just 45 minutes from NYC, this art-filled, beachfront home on the Hudson is a hidden gem. Enjoy peace + quiet + privacy. Relax on the treehouse - like deck + enjoy the amazing view. If you love nature, you can bike (use of bikes included) or hike + then take a hot tub + watch the boats go by. Or launch a kayak from our beach (use of kayaks + water shoes included). Kick off your shoes + make yourself at home at this hide-away on Haverstraw Bay! Not sure? Please read our past guests’ reviews!

4.83 out of 5 average rating, 145 reviews

Home in Nyack

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

Top guest favourite

Home in Airmont

5 out of 5 average rating, 53 reviews

Aspen In Airmont

Welcome to "Aspen in Airmont", a unique lakeside cabin experience in Airmont, NY. Offering 9 beds across 4 rooms, including a lavish Master Suite with Tempurpedic mattresses, a Jacuzzi and separate shower. Our home is Highlighted by a 16-seat dining area, cozy indoor fireplace, and outdoor fire pit. Fits Small/Large Groups. Enjoy the year-round hot tub and in-ground trampoline. The perfect getaway with Friends/Family for vacation or Shabbos. (Located within an Eiruv, close to a local Shul)

4.99 out of 5 average rating, 169 reviews

Cottage in Monroe

Cozy Lake Cabin

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 on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has abundant retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes Free Firewood, NO CLEANING/PET FEES🐕

4.87 out of 5 average rating, 172 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

4.66 out of 5 average rating, 71 reviews

Home in Peekskill

Charming Riverview House at the Inn on the Hudson

Welcome to our newly renovated three-bedroom house, located on the grounds of the Inn on the Hudson, where you can enjoy the best in Hudson Valley hospitality, along with one of the region’s most spectacular Hudson River views. We have space to accommodate 6-10 people, a full kitchen, outdoor patio space, and an outdoor deck overlooking the Hudson River. Take advantage of having your own home with the amenities and services of a boutique hotel, including a grab & go breakfast!

4.97 out of 5 average rating, 39 reviews

Gorgeous 5BR lakefront home, private beach & dock

You'll have a great time at this tranquil, charming getaway, located only 1hr outside of the city. Come relax with amazing views of the lake, nature and surrounding woods. The property is prefect for large families or two families coming together for a vacation. Enjoy kayaking, paddleboarding and swimming right in the backyard, or bird watching from the dock. This 5BR house is a perfect weekend getaway located only 10 min to Legoland, Harriman State Park and Woodbury Commons.

4.86 out of 5 average rating, 143 reviews

Flat in Nyack

The Historic Hudson Vista with prime river views

Relax on the porch and enjoy views of the beautiful Hudson River! This one bedroom apartment features spectacular river views in a historic house located right in the heart of Nyack. 2 blocks from shops, restaurants, and transit. Convenient to Sleepy Hollow, Woodbury Commons, and Hudson River historic houses. Spotlessly clean unit boasts a kitchen stocked with essentials in a quiet neighborhood. Parks and abundant hiking nearby. Perfect for a weekend getaway from the city!