
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.
ValueLocationPool
4.85 out of 5 average rating, 100 reviews
Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.
FamilyValueParks
4.99 out of 5 average rating, 107 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.
ValueLocationCheckout
4.96 out of 5 average rating, 141 reviews
Wake up to this view everyday! Halloween wknd open
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!
ValueLocationBathroom
5.0 out of 5 average rating, 171 reviews
Beautiful Lakefront Views! Beach, Firepit + Kayaks
Fall is the best time to visit! You'll love this cozy 3BR home in Greenwood Lake just steps from the beach! Experience AMAZING lake views & tranquil atmosphere. Capitalize on free kayaks, & paddle board + beach access! Huge wrap-around deck with firepit, ping-pong, & great outdoor living space. Inside has a stocked kitchen & new furniture. This beautiful hideaway promises memories that will last a lifetime! Near wineries, breweries, restaurants, Warwick Main St, hiking, & more! Permit #P25-0394
FamilyValueBathroom
4.95 out of 5 average rating, 240 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.
FamilyLocationGetting around
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
LocationFamilyCheckout
4.99 out of 5 average rating, 191 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.
ValueFamilyEV charging
5.0 out of 5 average rating, 228 reviews
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.
ValueLocationTV
4.98 out of 5 average rating, 177 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!
LocationValueHospitality
5.0 out of 5 average rating, 107 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).
LocationFamilyHospitality
4.96 out of 5 average rating, 332 reviews
Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.
LocationValueCheck-in
4.94 out of 5 average rating, 144 reviewsPopular amenities for house rentals in Monroe
House rentals with a pool

Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet
LocationFamilyLayout
4.96 out of 5 average rating, 108 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
FamilyLocationGetting around
4.95 out of 5 average rating, 179 reviews
Entire Home, Private Indoor Pool
LocationFamilyDecor
4.81 out of 5 average rating, 136 reviews
Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
FamilyLocationPets
4.83 out of 5 average rating, 110 reviews
Luxe modern A Frame, Hot tub and new heated pool
ValueFamilyDecor
4.97 out of 5 average rating, 120 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
LocationFamilySleep quality
4.92 out of 5 average rating, 181 reviews
4Br Mountain Brook House on 130 acres w/ trails
ValueLocationOutdoor spaces
4.88 out of 5 average rating, 222 reviews
Golf Sim! Hot Tub/Game Room/Cinema 2 Kings
ValueLocationSkiing
4.99 out of 5 average rating, 147 reviewsWeekly house rentals

Lakefront with it all:Beach, Gameroom, Hottub, Bar
LocationFamilyLayout
4.96 out of 5 average rating, 200 reviews
Hudson Valley Hygge House~ comfort in the country!
ValueFamilyIndoor spaces
4.94 out of 5 average rating, 375 reviews
4 Bd Paradise Gorgeous Design Close to All!
ValueFamilyAir conditioning
4.96 out of 5 average rating, 152 reviews
Historic Village Carriage House Walk to Downtown
LocationValueHospitality
4.91 out of 5 average rating, 174 reviews
Hudson Valley Mountaintop Riverview
LocationFamilyNearby
4.93 out of 5 average rating, 185 reviews
Boulder Tree House
LocationFamilyGetting around
4.99 out of 5 average rating, 141 reviews
Home in Cold Spring- Farm Stay!
ValueLocationAir conditioning
4.99 out of 5 average rating, 105 reviews
NEW! Stylish Home in the Heart of Beacon
FamilyValueBreakfast
4.99 out of 5 average rating, 189 reviewsPrivate house rentals

Slate Cabin - Stylish Country Escape x Rhinebeck
LocationFamilyBathroom
4.98 out of 5 average rating, 132 reviews
3 BDR Cottage (Hudson Valley Cottage)
LocationValueGetting around
4.93 out of 5 average rating, 67 reviews
Gorgeous 5BR lakefront home, private beach & dock
LocationFamilyGrill
4.95 out of 5 average rating, 60 reviews
The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC
LocationFamilyHiking
4.87 out of 5 average rating, 86 reviews
Hudson Valley Getaway/West Point/Woodbury/Legoland
FamilyLocationNearby
4.97 out of 5 average rating, 33 reviews
Arkadia House Mid-century retreat with pool & view
LocationFamilySleep quality
4.87 out of 5 average rating, 52 reviews
Starlight on the Lake
LocationFamilyAccess
5.0 out of 5 average rating, 31 reviews
Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC
LocationFamilyView
4.97 out of 5 average rating, 71 reviewsDestinations to explore
- New York City Holiday rentals
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- New York City Center
- Bushkill Falls
- 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





