Holiday rentals in Monsey

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Quick stats about holiday rentals in Monsey

Nightly prices starting at
Monsey holiday rentals start at £38 per night before taxes and fees
Verified guest reviews
Over 30 verified reviews to help you choose
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Monsey rentals
4.8 Average rating
Monsey stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Monsey

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

A spacious living area features a light-colored sectional sofa with a cozy throw draped casually over it. A glass coffee table sits atop a soft area rug. In the background, a dining space is visible, illuminated by natural light streaming through large windows.

Home in Greenwood Lake

Private Lake View House

Experience serenity where the eagles soar! This retreat offers privacy, tranquility, and year-round views of Greenwood Lake just 45 miles from NYC. With 1,500 sq ft feet of deck/patio space, you can enjoy stunning lake and mountain vistas from two spacious decks. Relax to the sound of a stream running through the one-acre property, located just off the Appalachian Trail. Cozy up by the fire in the newly renovated downstairs and immerse yourself in nature, bringing you back to the present moment.

LocationValueIndoor spaces

4.85 out of 5 average rating, 100 reviews

Guest favourite

A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.

Home in White Plains

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

FamilyValueGetting around

4.91 out of 5 average rating, 178 reviews

Superhost

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

Serene Private Home • Light-Filled • Hot Tub •Deck

Spacious 3,600 sq ft home designed for comfort and ease in upstate New York 🌿 Light-filled rooms, open flow, and a hot tub + deck create a calm, elevated stay ✨ An open layout with multiple living areas makes it easy to gather while still having space to relax and unwind & enjoy throughout. The space functions as a self-contained part of a larger property, offering privacy and independence without feeling segmented. A comfortable base near farms, villages, dining, and outdoor activities.

ValueLocationView

4.92 out of 5 average rating, 170 reviews

Top guest favourite

Home in Greenwood Lake

Panoramic Lakeviews & Lush Garden | Beach Access

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

LocationValueSleep quality

5.0 out of 5 average rating, 228 reviews

Guest favourite

A rustic lakeside cabin is nestled among trees at dusk, featuring stone and wood exteriors. Warm light spills from windows, inviting exploration. A stone pathway leads to the entrance, framed by planted greenery and earth-toned landscaping, contributing to the serene atmosphere of the property.

Home in Airmont

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)

LocationValueLaundry

4.98 out of 5 average rating, 80 reviews

Top guest favourite

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

Cabin in Greenwood Lake

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

FamilyLocationWalkability

4.96 out of 5 average rating, 500 reviews

Guest favourite

A comfortable living area is created with two armchairs positioned around a circular glass table. A wood-burning fireplace adds warmth, with flames visible in the hearth. Natural light filters through the window, highlighting a modern kitchen bar with high stools in the background.

Home in Monroe

3 BDR Cottage (Hudson Valley Cottage)

The Escape Cottage is a three-bedroom cottage in the Middle Hudson Valley on 3.6 acres of land. This calming getaway is located 45 minutes from NYC. It’s a romantic, cozy cottage engulfed by nature, allowing you to witness the Hudson Valley at its best. We're located 12 mins from Woodbury Commons, 19 mins from Valley Rock Inn, 20 mins from Legoland, 8 mins from Arrow Park, 19 mins from Blooming Hill Farms and less than 35 mins from Mt. Peter Ski Area, Mountain Creek Resort and Ski Campgaw.

ValueLocationCheck-in

4.93 out of 5 average rating, 67 reviews

Guest favourite

An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.

Cottage in Greenwood Lake

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 #P25-0245

ValueFamilyAir conditioning

4.97 out of 5 average rating, 395 reviews

Guest favourite

Home in Suffern

Group Retreat | Pool, Hot Tub & Gourmet Kitchen

*POOL IS OPEN* Enjoy warm weather at this peaceful mountain retreat just an hour from NYC. Lounge on the patio with a BBQ, fire pit, hot tub, or spacious backyard with stunning views, or cool off in the pool. Inside, bright living spaces filled with natural light, a full gourmet kitchen, and cozy bedrooms with sparkling clean bathrooms make it perfect for families or groups. Explore nearby trails, relax outdoors, or unwind with games and movies indoors. Great for the whole group!

ValueLocationLong stay

4.91 out of 5 average rating, 55 reviews

Guest favourite

A spacious outdoor area features a large swimming pool surrounded by a paved patio. The villa, with a red-tiled roof, stands in the background amidst lush greenery. Sun loungers are arranged at the pool's edge, inviting relaxation.

Villa in Monroe

Mediterranean villa •pool•hot tub•fire place

Discover the Mediterranean Villa, a stunning 5-bedroom, 4-bath luxury retreat nestled in the scenic Hudson Valley. This Monroe, NY escape offers elegant interiors, a cozy wood-burning fireplace, outdoor fire pit ,Smart TVs, a private hot tub, spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and Legoland. Unwind, explore, and indulge in upscale relaxation year-round.

LocationValueBathroom

4.93 out of 5 average rating, 76 reviews

Guest favourite

Place to stay in Monroe

A-Frame Modern House w/ Private Pond

Escape the hustle and unwind in a cozy haven, tucked away in a serene, woodsy retreat. Surrounded by nature's tranquility, it's the perfect spot to recharge, whether you're sipping coffee on the porch, looking out over the private pond or exploring the nearby Appalachian Trails. Though secluded for total peace, you're still conveniently close to local shops and essentials. Experience relaxation and comfort, all within easy reach of life's necessities!

FamilyLocationPets

4.99 out of 5 average rating, 67 reviews

Guest favourite

The lakeside property features a well-manicured lawn leading to the water's edge, complemented by a dock and a single kayak. Lounge chairs are arranged near a shaded gazebo, with a stone pathway guiding guests towards the house, which is framed by lush greenery.

Home in Greenwood Lake

Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

Escape to our modern, year-round lakeside paradise on Greenwood Lake, just 1 hour from NYC. This bright, airy home offers stunning lake views, a private dock, and a sandy beach area. Perfect for families or couples, enjoy seasonal activities from swimming and kayaking in the summer to skiing just 10 minutes away in the winter. Relax by one of two fireplaces or on the spacious deck. A tranquil retreat for relaxation and adventure. Permit N. 23-225

LocationFamilyLayout

4.97 out of 5 average rating, 117 reviews