
House holiday rentals in Monroe
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Top-rated house rentals in Monroe
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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.
4.85 out of 5 average rating, 100 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
Wake up to this view everyday! Relax & recharge!
Lakefront, fully renovated and designed for unforgettable summer stays.Enjoy lake living at its finest with morning coffee on the dock, long days on the water, and sunset dinners overlooking the lake.With direct lake access and 2 docks,it’s perfect for kayaking, swimming, boating, and relaxing in the sun.After a day on the lake, unwind in the backyard hot tub or gather with family and friends in the cozy living space.Minutes from Warwick’s wineries, orchards, and farms—all just 1 hour from NYC!
5.0 out of 5 average rating, 171 reviews
Modern 3BD West Point USMA House w/ HotTub!
Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers!
4.99 out of 5 average rating, 116 reviews
Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.
4.81 out of 5 average rating, 136 reviews
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.
4.92 out of 5 average rating, 170 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, 190 reviews
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.
5.0 out of 5 average rating, 227 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!
5.0 out of 5 average rating, 107 reviews
Lakefront with it all:Beach, Gameroom, Hottub, Bar
Best rental on the lake is BACK! - Newly renovated backyard/patio. Amazing 5br/3ba Year Round lake front Paradise - 1hr from NYC - 14 Acres. ATV trails + secluded hunting across the road, dock, fishing. Two master bedrooms with lake views. views throughout home. Bar, game room, hottub, giant grill, and firepit. Only 15 minutes from Mount Peter ski area. 20 minutes from Legoland. 8 Adults Max. Max of 10 guests is 8 adults and 2 children. No bachelor parties. Rental Permit #25-17
4.96 out of 5 average rating, 200 reviews
Stylish Lakeside Cottage with Hot Tub
Welcome to Greenwood Lakeside Cottage, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).
4.96 out of 5 average rating, 331 reviews
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.
4.87 out of 5 average rating, 221 reviewsPopular amenities for house rentals in Monroe
House rentals with a pool

Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
4.83 out of 5 average rating, 110 reviews
Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet
4.96 out of 5 average rating, 108 reviews
4Br Mountain Brook House on 130 acres w/ trails
4.88 out of 5 average rating, 222 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
4.95 out of 5 average rating, 179 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
4.92 out of 5 average rating, 181 reviews
Cozy Mountain Creek private house with hot tub
4.91 out of 5 average rating, 117 reviews
Golf Sim! Hot Tub/Game Room/Cinema 2 Kings
4.99 out of 5 average rating, 146 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4.99 out of 5 average rating, 279 reviewsWeekly house rentals

Hudson Valley Mountaintop Riverview
4.93 out of 5 average rating, 185 reviews
The Best Lake House! *Ask About Boat Use Promo*
4.98 out of 5 average rating, 211 reviews
Mount Peter Ski House | Hot Tub, Fire Pit, Beach
4.83 out of 5 average rating, 288 reviews
Home in Cold Spring- Farm Stay!
4.99 out of 5 average rating, 104 reviews
Waterfront Lake House
4.94 out of 5 average rating, 143 reviews
Creekside cottage on 65 acres of land
4.94 out of 5 average rating, 248 reviews
Downtown Greenwood Lake /Game Room/Beach Passes
4.9 out of 5 average rating, 126 reviews
Hilltop Hideaway Forest Villa on 13 acres!
4.95 out of 5 average rating, 369 reviewsPrivate house rentals

Eagle Rock House
5.0 out of 5 average rating, 265 reviews
Unique Dutch Barn in the Hudson Valley
4.97 out of 5 average rating, 117 reviews
Lower Hudson Valley Idyllic Retreat
4.84 out of 5 average rating, 170 reviews
3 BDR Cottage (Hudson Valley Cottage)
4.93 out of 5 average rating, 67 reviews
Gorgeous 5BR lakefront home, private beach & dock
4.95 out of 5 average rating, 60 reviews
Hudson Valley Getaway/West Point/Woodbury/Legoland
4.97 out of 5 average rating, 32 reviews
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
4.97 out of 5 average rating, 71 reviews
The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC
4.87 out of 5 average rating, 84 reviewsDestinations to explore
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- Bushkill Falls
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts





