Vacation rentals in Monroe

Cottage in Greenwood Lake

4.84 out of 5 average rating, 211 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

Just a little more than an hour away from NYC and a 4-min drive to the lake, this pet-friendly private retreat offers a hot tub, family room, spacious yard with fire pit, and a deck with a grill and comfy seating. The renovated interior has all the comforts of home including a full kitchen & streaming capabilities. Incredible perks include complimentary lake access at nearby beach, family board games, children's books, toys & a mini game table for ping-pong, air hockey, football & billiards!

4.96 out of 5 average rating, 302 reviews

A two-story building is featured with large panoramic windows on the facade, allowing natural light to fill the interior. The first floor is occupied by an optical shop, while the surrounding area includes paved parking spaces and landscaped elements in front.

Loft in Warwick

Luxe Penthouse Studio MainSt Warwick, SteamShower!

Relax & Indulge in our Luxe Penthouse Studio with Elevator & Parking! Beautifully furnished on Main St. in Warwick- Walk to Everything! Panoramic windows with amazing views over Warwick. Spa steam shower with bluetooth speakers, luxury bath toiletries, Heavenly King bed with Egyptian cotton linens, 65 in. HD Smart TV, reclining leather theater seats, velvet loungers convert into sleepers, fully stocked designer kitchen with all appliances, Nespresso & Keurig, coffee, tea, bottled water included.

4.99 out of 5 average rating, 160 reviews

Two red Adirondack chairs are positioned on a wooden deck, facing a serene lake at sunset. Soft light reflects on the water's surface, while trees frame the scene, creating a peaceful 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🐕

Cottage in Greenwood Lake

4.98 out of 5 average rating, 344 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

4.87 out of 5 average rating, 164 reviews

A hot tub is nestled in a private outdoor space, illuminated by strings of warm lights. The soft glow of colorful water adds to the serene environment, while a nearby window offers a glimpse of the blue exterior of the home.

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, 322 reviews

A spacious bathroom is showcased, featuring a claw foot tub with an elegant chrome faucet. A modern glass shower enclosure is visible, along with a wooden vanity and mirror. The floor displays a patterned tile design, and the walls are painted in calming shades of blue.

Guest suite in Chester

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

4.86 out of 5 average rating, 191 reviews

A classic white fireplace with ornate detailing is highlighted in the foreground. In the background, a doorway leads to a bright, white space, suggesting a clean and modern bathroom area. A decorative rug adds warmth beneath the fireplace.

Apartment 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!

4.88 out of 5 average rating, 156 reviews

A welcoming entrance features a dark blue door with glass paneling, flanked by two potted topiary plants. A doormat with the text 'WELCOME' is positioned on a stone pathway, beneath a warm light fixture and yellow shingle siding.

Home in Warwick

Renovated 2 Bedroom Apartment in Heart of Village

Our newly renovated apartment is the lower level of a 1920 Victorian in the heart of the Village of Warwick. It boasts 650 sq ft of space with 2 bedrooms, and a full kitchen and bath. You can walk to beautiful shops, parks, and restaurants, or drive (free off-street parking) only minutes to ski, golf, hike, or enjoy our local orchards and wineries. There's even a doughnut shop across the street! All this with a huge backyard with it's own babbling creek! Welcome to 69 South St.

4.92 out of 5 average rating, 323 reviews

A comfortable gray sofa is adorned with two patterned cushions and a cozy throw blanket. A wooden coffee table showcases a white planter holding a green succulent, positioned in the foreground. Large windows allow natural light to illuminate the space.

Cottage in Goshen

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Picture this... You escape to a relaxing, picturesque, and peaceful country cottage and enjoy some of your favorite convenience amenities like 1 Gig Wifi and your favorite streaming sources. Just 10 minutes to LEGOLAND, 3 miles to the famous Orange Heritage Trail, and less than 20 minutes to America's oldest winery, Brotherhood, this cottage has something to offer for everyone. You'll be minutes from conveniences like Target but taking in the views, you'd never know it.

4.99 out of 5 average rating, 185 reviews

A comfortable seating area is positioned next to large windows, offering expansive views of Greenwood Lake and the surrounding mountains. A potted plant adds a touch of greenery, while a cozy throw drapes over the armchair. Natural light illuminates the space.

Home in Greenwood Lake

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

4.98 out of 5 average rating, 108 reviews

A young deer is seen amidst vibrant yellow flowers and lush green foliage. The deer, with its distinctive spots, stands calmly, showcasing its attentive posture and large ears. The background suggests a serene natural setting.

Apartment in Chester

Private Country Getaway

This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.

4.95 out of 5 average rating, 128 reviews

A spacious living room features royal blue couches surrounding a central coffee table. Natural light floods the area through large sliding doors and a skylight, highlighting a brick accent wall and a fireplace. A decorative plant adds a touch of greenery.

Home in Chester

Millionaire Mansion Countryside Stay w/ Lrg Hottub

You'll be staying in a millionare mansion in the town where cream cheese was invented. Immerse in the fresh upstate NY nature nearby farms! Sugarloaf antique village, famous vineyards, luxury shopping, amusement parks, hiking, swimming, and restaurants. Surround yourself with mountain views through floor-to-ceiling windows spilling shimmering light into spacious rooms. Every room flows effortlessly into the next, naturally creating the space for deep connections.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Monroe vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Monroe

4.96 out of 5 average rating, 45 reviews

A fire pit area is surrounded by six black Adirondack chairs atop a gravel circle. Softly lit string lights hang above, creating a welcoming space amidst the greenery of the surrounding woods, enhancing the natural setting.

Home in Chester

Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC

4.94 out of 5 average rating, 17 reviews

A wooden observation deck is seen at the edge of a tranquil marsh, featuring two teal umbrellas. Lush greenery surrounds the area, contrasting with the calm water, which reflects the blue sky and distant hills. Natural plant life thrives throughout the landscape.

Guesthouse in Chester

1786 Farm Cottage "Honeymoon Suite" Renovated 2022

4.96 out of 5 average rating, 45 reviews

The image captures a tranquil water surface reflecting a cloudy sky at sunset. A soft glow is visible where the sun sinks below the horizon, illuminating the water's surface. Trees can be seen lining the far shore, creating a serene backdrop.

Guest suite in Warwick

Green Pond Farmhouse Downstairs

4.93 out of 5 average rating, 70 reviews

The modern-rustic cabin stands elegantly among trees, with warm lights glowing from its windows. An inviting stone pathway leads up to the front entrance, framed by landscaped greenery. The exterior features a dark wood façade that complements its natural surroundings.

Home in Warwick

Modern Rustic Hudson Valley Cabin in Warwick

5 out of 5 average rating, 3 reviews

A spacious dining area features a long wooden table surrounded by six black chairs with woven seats. A decorated Christmas tree stands in the corner, adding a festive touch, while a modern kitchen with stainless steel appliances is visible in the background.

Home in Warwick

Modern Comfort Timeless Charm | Log Cabin Retreat

5 out of 5 average rating, 7 reviews

A rustic cabin is framed by lush greenery, featuring a stone chimney and large windows. A pathway of stone pavers leads to the entrance, while seating arrangements are visible on a stone terrace. Vibrant flowers enhance the outdoor setting.

Cabin in Greenwood Lake

Designer Cabin 50 Miles N of NYC

5 out of 5 average rating, 75 reviews

A private wooden deck is illuminated by string lights, creating a cozy ambiance. A door is visibly framed by a decorative wooden trellis, leading into the studio. The exterior features light purple siding, enhancing the inviting appearance of the space.

Guest suite in Warwick

The Wine House