
House holiday rentals in Pearl River
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Top-rated house rentals in Pearl River
Guests agree: these houses are highly rated for location, cleanliness and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!
FamilyLocationGrill
4.91 out of 5 average rating, 146 reviews
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.
ValueLocationOutdoor spaces
4.85 out of 5 average rating, 100 reviews
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!
FamilyLocationParking
4.91 out of 5 average rating, 178 reviews
Piermont Getaway Mt. Village Home. 30 min to NYC
Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live & thrive enjoying life on the simpler side. Sip coffee on the porch overlooking the Sparkill creek. Stroll down Main Street to visit an array shops/restaurants. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike along the firetrail to the state park will overlook the backyard mountain, a view of the Hudson & catching a glimpse of NYC or a picnic.
FamilyLocationQuiet
4.96 out of 5 average rating, 134 reviews
Lower Hudson Valley Idyllic Retreat
Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.
FamilyValueQuiet
4.84 out of 5 average rating, 170 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!
ValueLocationQuiet
4.99 out of 5 average rating, 116 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
ValueFamilyGrill
4.99 out of 5 average rating, 190 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.
FamilyValueHot tub
4.98 out of 5 average rating, 177 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.
LocationFamilyHiking
5.0 out of 5 average rating, 227 reviews
Beautiful & Fun Waterfront Duplex on the Hudson
Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.
LocationFamilyAccess
4.86 out of 5 average rating, 165 reviews
Spacious NYC Getaway | Sleeps 10 | Parking
Stay just outside Manhattan in this modern 4BR home designed for groups and families who want space, comfort, and easy access to NYC. Sleeps up to 10 comfortably (6 beds across 4 bedrooms) 4 bedrooms + 3.5 bathrooms Open-plan kitchen & dining – perfect for gathering Free driveway and street parking Washer & dryer Located a short walk from McLean Avenue’s lively restaurants and bars. Getting to NYC is simple: Quick Uber ride to the subway or Metro-North 30 minutes to Midtown Manhattan
FamilyLocationQuiet
4.96 out of 5 average rating, 108 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.
FamilyValueBeach
4.94 out of 5 average rating, 144 reviewsPopular amenities for house rentals in Pearl River
House rentals with a pool

Cozy getaway 1 hr from NYC!
ValueFamilyAmenities
4.91 out of 5 average rating, 186 reviews
Peaceful Light-Filled Guesthouse salt pool/sauna
ValueLocationKitchen
5.0 out of 5 average rating, 191 reviews
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
ValueFamilyWifi
5.0 out of 5 average rating, 107 reviews
Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
ValueLocationBathroom
4.96 out of 5 average rating, 141 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
LocationFamilyKitchen
4.95 out of 5 average rating, 179 reviews
Cozy Mountain Creek private house with hot tub
ValueLocationComfort
4.91 out of 5 average rating, 117 reviews
Modern 3 Bedroom Apartment Oasis PRIME Location
ValueFamilyLaundry
4.95 out of 5 average rating, 127 reviews
Legoland Mt Peter 3BR Pool Theater Hot Tub 1Pet
ValueFamilyComfort
4.96 out of 5 average rating, 108 reviewsWeekly house rentals

Entire 4BR House, Walk to Train! Yard + Parking
ValueLocationAccess
4.99 out of 5 average rating, 114 reviews
Hudson Valley Mountaintop Riverview
FamilyLocationHeating
4.93 out of 5 average rating, 185 reviews
Beautiful Hudson River Bungalow in Dobbs Ferry
FamilyLocationHiking
4.93 out of 5 average rating, 225 reviews
Charming Home in Peekskill NY
FamilyLocationCleanliness
4.97 out of 5 average rating, 127 reviews
Beautiful Lakefront Views! Beach, Firepit + Kayaks
FamilyValueSkiing
4.95 out of 5 average rating, 240 reviews
Chic Vintage Cottage in Artsy Village of Nyack
ValueLocationAccuracy
4.94 out of 5 average rating, 217 reviews
Idyllic & Chic in Piermont, 20 min from GW Bridge
LocationFamilyKitchen
4.97 out of 5 average rating, 71 reviews
Aspen In Airmont
FamilyValueIndoor spaces
4.98 out of 5 average rating, 80 reviewsPrivate house rentals

Luxury 3BR w/ Rooftop + Easy NYC Access + Airport
FamilyLocationSleep quality
5.0 out of 5 average rating, 27 reviews
Modern 3BR Near NYC | Parking | Sleeps 8 | Family
FamilyLocationPets
4.93 out of 5 average rating, 59 reviews
Spacious NYC Getaway House
ValueFamilyBathroom
4.9 out of 5 average rating, 20 reviews
Cozy 2BR Retreat | Near NYC | Easy Parking
LocationFamilyKitchen
4.94 out of 5 average rating, 32 reviews
Starlight on the Lake
LocationFamilyDecor
5.0 out of 5 average rating, 31 reviews
Beachfront Home on the Hudson w/ Amazing Views!
LocationFamilyGrill
4.94 out of 5 average rating, 80 reviews
Serene Retreat in the Hills w/Jacuzzi
ValueFamilyAccuracy
5.0 out of 5 average rating, 47 reviews
Central Charm - Englewood Haven
LocationFamilyComfort
4.91 out of 5 average rating, 66 reviewsDestinations to explore
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- Times Square
- Central Park Zoo
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- Columbia University
- American Dream
- Yankee Stadium
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
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- Empire State Building
- Bryant Park
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- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Minnewaska State Park Preserve
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area





