Waterfront holiday rentals in West Point

4.96 out of 5 average rating, 106 reviews

The open concept living room features cedar cathedral ceilings and large windows allowing for natural light. A fieldstone fireplace is centered against a wooden wall. Soft seating options include a three-seater sofa, a lounge chair, and a daybed. A light area rug covers the floor.

Chalet in Carmel Hamlet

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly

⸻ Just over an hour from NYC, this serene, dog-friendly lakefront chalet offers 200 feet of private shoreline, fenced yard & sunroom with stunning lake views. Thoughtfully decorated with treasures from our world travels, it blends quiet luxury with modern comfort. Enjoy a king bed, fireplace, record player, TV. Dine by the water, relax in the lakeside swing, spot local fauna, hike the nearby trails & unwind fireside. Romantic, peaceful, beautifully secluded – your perfect summer escape awaits.

4.99 out of 5 average rating, 134 reviews

A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.

Home in Putnam Valley

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

4.88 out of 5 average rating, 299 reviews

A striking wooden wall showcases a large bank of windows offering panoramic views of Lake Oscawana and surrounding foliage. The vaulted ceiling emphasizes the spaciousness of the room, inviting natural light to fill the space.

Cottage in Putnam Valley

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, 208 reviews

A tranquil outdoor deck features two yellow Adirondack chairs facing the Hudson River. The landscape includes distant mountains and a picturesque sunset casting warm colors across the sky, reflecting on the calm water.

Home in Peekskill

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.

4.98 out of 5 average rating, 181 reviews

A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.

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🐕

4.84 out of 5 average rating, 716 reviews

A spacious kitchen and dining area feature light wood cabinetry and modern stainless steel appliances. A wooden dining table is complemented by white chairs, and a window seat provides natural light. Decorative elements include a bowl of fruit at the center of the table.

Flat in Beacon

Top Floor 2BR - Just Renovated!

This 2BR apartment is the entire top floor of an 1870 brick house. Extensively renovated in 2021 - all new kitchen, major updates to the bathroom, furniture and decor throughout. Directly behind the house is Fishkill Creek and abandoned railway tracks (you can walk to Main St on them in 10 minutes). The property has a separate patio & treetop hot tub with view of the creek and Mt Beacon for private additional rental (pending availability). Inquire for details. [Permit: 2024-0027-STR]

4.85 out of 5 average rating, 188 reviews

A bright bedroom features two spacious beds covered with white linens and soft blankets. Large windows and skylights fill the room with natural light, showcasing views of greenery outside. Blue curtains frame the windows, and a wicker basket with towels is positioned on a side table.

Home in Monroe

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.

4.96 out of 5 average rating, 477 reviews

A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.

Flat in Ossining

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.

4.88 out of 5 average rating, 219 reviews

Flat in Newburgh

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!

4.98 out of 5 average rating, 117 reviews

The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.

Guest house in Waccabuc

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

4.94 out of 5 average rating, 316 reviews

A charming farmhouse exterior is presented, featuring a well-maintained porch with seating. The facade showcases a combination of horizontal and vertical siding, complemented by a sloped roof. Lush greenery surrounds the property, enhancing the serene atmosphere of the rural setting.

Home in Kingston

Hudson Valley Hygge House~ comfort in the country!

Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

4.94 out of 5 average rating, 105 reviews

An aerial view captures a spacious lakefront property surrounded by lush greenery. Trees frame the yard, which gently slopes toward the water. The exterior of the house is clad in light gray, with multiple windows reflecting the natural surroundings. A patio area is visible near the water's edge.

Home in Putnam Valley

Crystal Wave LakeHouse

Make some memories at this renovated, family-friendly Lakefront Oasis! Water activities on your own Peninsula with Lake Frontage on 3 Sides of the Property! Views of the Lake from Almost Every Window! Included is an extra 600 sq ft cottage that has been completely renovated for your enjoyment with a pool table. Utilized as a gaming room & yoga studio! There is a pullout sofa as well for extra guests with a bathroom a few steps away in the main house!

Popular amenities for waterfront rentals in West Point

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.94 out of 5 average rating, 209 reviews

A white dock extends into the calm water, featuring a screened gazebo and several loungers. Lush greenery surrounds the area, highlighting vibrant flowers and shrubs. In the background, a two-story house with large windows overlooks the lake, providing scenic views of the natural surroundings.

Flat in West Milford

Charming Lakeside Retreat

4.86 out of 5 average rating, 79 reviews

A hallway with light gray walls features polished wooden floors and a textured area rug. Framed artwork is displayed on the walls. A small wooden table stands against one wall, with a blue armchair visible at the end of the hallway, leading to a bright room beyond.

Flat in Rosendale

Hidden gem 1 bedroom apartment Main St. Rosendale

4.94 out of 5 average rating, 50 reviews

Flat in Wharton

Lake Facing Commute Friendly Sunny & Serene House

4.78 out of 5 average rating, 637 reviews

The exterior of a historic stone farmhouse is shown, featuring a vine-covered wall and landscaped garden. Steps lead to the entrance, surrounded by greenery and floral elements, with large windows allowing natural light. The serene outdoor setting reflects the charm of the surrounding countryside.

Flat in High Falls

Art Room at Old Stone Farmhouse

4.92 out of 5 average rating, 298 reviews

A bright living area is presented with minimalistic white furnishings, including a low sectional sofa arranged for relaxed seating. A glass coffee table sits atop a fluffy area rug, accompanied by indoor plants. Natural light fills the space through two large windows.

Flat in Beacon

Lovely 2br Victorian - 5m to train / 3m to main

4.91 out of 5 average rating, 123 reviews

A circular fire pit area is set on a grassy lawn, surrounded by five Adirondack chairs. Tall trees provide shade, while the river glistens in the background under the warm glow of the sunrise. The scene exudes a sense of tranquility.

Flat in Wallkill

Waterfront Gem: 1BR w/Private Balcony & Serenity

4.93 out of 5 average rating, 169 reviews

A serene pond is surrounded by lush green grass and natural landscaping. Smooth stones are placed along the edge of the water, reflecting the blue sky and distant hills. The area offers a peaceful atmosphere with hints of nature visible in the scenery.

Flat in Middletown

Just Around The Corner

4.88 out of 5 average rating, 170 reviews

An elegant balcony is presented with a wooden dining table and six matching chairs, accompanied by a comfortable sectional sofa. Lush greenery and the serene Hudson River are visible in the background, framed by a colorful sunset sky that enhances the outdoor space.

Flat in Yonkers

Elegant Riverfront Getaway with Beautiful Views

Waterfront house rentals

5 out of 5 average rating, 131 reviews

An outdoor fire pit surrounded by natural stone is set among a serene landscape. Comfortable seating is arranged nearby, offering a peaceful spot for gathering. Lush greenery and trees frame the property, with the home visible in the background against a soft, colorful sky.

Home in Parksville

Catskill Getaway • HotTub • Wood-Stove & Casino

4.97 out of 5 average rating, 195 reviews

A sunlit deck overlooks the serene lake, featuring a glass-top table and comfortable seating. Flower pots add color, while the gentle waves can be seen against the wooden dock. The expansive waterway and surrounding hills create a peaceful backdrop.

Home in Sterling Forest

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

4.89 out of 5 average rating, 303 reviews

A cozy living area features a light grey sectional sofa adorned with a blue pillow, positioned near a large window offering a view of the lake. A wooden coffee table sits in front, surrounded by decorative items, while shelves display plants and decor. Sunlight filters through the window.

Home in Greenwood Lake

Bohemian Waterfront Home (permit #21-07671)

4.98 out of 5 average rating, 183 reviews

The living area features a modern design with light-colored walls and a cozy sectional sofa. A stone fireplace is surrounded by stylish furnishings, including a wooden coffee table. Natural light enters through large windows, creating a warm and inviting atmosphere.

Home in Sterling Forest

Fall Foliage! Apple Pick, Firepit, Kayak Ren Faire

4.97 out of 5 average rating, 144 reviews

A serene outdoor space is outlined by stepping stones leading to the water’s edge. Comfortable seating is arranged around a fire pit, with dining furniture positioned nearby. Kayaks rest along the dock, with a clear view of the lake and surrounding landscape.

Home in Jefferson

Adorable quiet & cozy lakefront studio on dead end

4.96 out of 5 average rating, 783 reviews

A spacious living area showcases rich wooden paneling and high, sloped ceilings. A large leather sectional is arranged around a central wooden coffee table. Natural light streams through multiple windows, with a stylish fan overhead adding to the cozy ambiance.

Home in New Paltz

Victorian Haven

4.96 out of 5 average rating, 141 reviews

A charming red cottage is surrounded by trees displaying autumn foliage. The structure features white trim and a star accent on the wall. A fenced garden area lies in front, complemented by neatly arranged shrubs. A driveway leads to the entrance, enhancing accessibility.

Home in Amenia

The Red Country Cottage

4.94 out of 5 average rating, 317 reviews

The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.

Home in New Paltz

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Waterfront apartment rentals

Apartment in Vernon Township

The exterior of a multi-unit condominium building showcases a blend of wood and stone elements. Green trim accents the balconies and entries, while a clear blue sky provides a bright backdrop. Well-maintained landscaping features grassy areas and plants near the entrance.

5 out of 5 average rating, 75 reviews

Little Getaway at the Black Creek Sanctuary

Apartment in Vernon Township

A cozy living area features a warm fireplace, surrounded by modern furnishings. Large windows allow natural light to fill the space, and decorative curtains frame the view. A dining table is positioned nearby, complemented by upholstered chairs and tasteful decor.

4.98 out of 5 average rating, 53 reviews

Luxury Romantic Hideaway

A spacious sleeping area features a tufted white bed with dark bedding, complemented by two decorative pillows. A tall, framed mirror stands beside a clear side table. The wall behind is adorned with a patterned wallpaper, and warm wooden flooring adds to the inviting space.

Apartment in Yonkers

Hudson Valley Cottage Apartment