
House vacation rentals in Orange County
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Top-rated house rentals in Orange County
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The Wine & Wilderness Hideaway [Cal King •1hr NYC]
*COZY UP IN OUR FALL OASIS NOW! Nature’s haven, indulge in seamless spacious single-level living! Minutes away from Mountain Creek Spa & Water park, Warwick wineries, breweries, creameries & apple picking, scenic hiking trails, serene lakes, enchanting parks, & indulgent restaurants. Open concept, Chef's kitchen, Dishwasher, Washer & Dryer, 2 BR, 2 Bath, Cal King bed w primary BR attached to private Bath w soaking tub a retreat to relaxation. Huge patio & fireplace create everlasting memories

Stylish Lakeside Chalet with Hot Tub
Welcome to Greenwood Lakeside Chalet, 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).

*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi
Waterfront home on Greenwood Lake with a private dock and 6 person hot tub. Situated in a quiet neighborhood and a short walk (1/4 mile) to downtown. Enjoy dinner on the patio, steaks on the grill, and s'mores by the fire pit. A short drive (5 minutes) to the town beach. Professionally cleaned, comfortable, and bright. A perfect place to enjoy Greenwood Lake and the surrounding Hudson Valley area. Nearby hiking, apple picking, and skiing. Fully renovated with top-of-the-line appliances

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.

Lady Montgomery
Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer like shopping, hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore. Everyone will enjoy their time in this comfortable artistic home!

Peace and quiet. Comfy, private house to relax in
Quiet property,almost 8 acres, of beautiful wooded property . Set back from the road. Many trails, wineries and breweries nearby. Legoland is 20 minutes away and many antique shops within 30 minutes or so. We live in the other house on the property, so we are accessible. You can take a stroll on the path by the stream or sit on the spacious 35 x 10 foot deck and enjoy the natural setting of the property. Fire pit is now available. Enjoy the night air and gaze at the stars.

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.

Modern Woodland Retreat, Hudson Valley & Catskills
A dreamy forest retreat wrapped in trees and good light—perfect for couples or families. Lounge on the deck, sip wine by the fire pit, or sleep in under plush bedding. Inside, you’ll find a fully stocked kitchen, organic toiletries, toys, books, and baby gear—all thoughtfully chosen for comfort and ease. Minutes from Beacon, New Paltz, and Harriman State Park for hikes, river towns, swimming holes, farmers markets, and slow mornings that stretch into golden afternoons.

Goshen House: hot tub, fenced yard, by downtown
Escape to The Goshen House. Enjoy relaxation, convenience, and open space in our new well-stocked and centrally-located home. This home was designed with comfort in mind: you'll love the radiant heat floors, open floor-plan, and modern kitchen. Let Fido get the zoomies out in the fenced-in yard or take her out on Heritage Trail, just steps away. Or just relax in the zen backyard, including a hot tub, fire pit and grill. Only 1 hour drive to Manhattan.

Victorian At Orange Square Entire Home
Immediately Feel Welcome As You Walk Up On The Pillared Front Porch With Its Rocker And Lounge Chairs. Enter The Welcoming Foyer And Feel The Comfort Of Home. Sink Deep In The Stuffed Couches In Front Of The Remote Controlled Gas Fireplace.. Enjoy Your Current Favorite Book Or The Smart TV Entertainment Center. If Inclined Cook A Meal In The Modern Kitchen And Dine In The Elegant Dining Room With A Wood Burning Fireplace. Firepit in back yard!

Beautiful Warwick Holiday Escape!
Enjoy the Holiday Season in this cozy & relaxing newly constructed home in the heart of Warwick's beautiful & historic Bellvale Hamlet. Enjoy the warm decor, great style, all new furniture, plenty of games & game table for pool or ping pong! Less than 10 minutes to Greenwood Lake, hiking, wineries, breweries, restaurants, Warwick Main Street, Mount Peter, and More. 35 Minutes to Mountain Creek Resort & Spa. ~1 hr from NYC Permit # 33758

Stargaze Lodge
The house is brand new. It is set back off the road. its just minutes from the D&H Canal & Neversink river , 15 min from Bashakill vineyards Oakland valley race track, also trains are available in either Port Jervis or Otisville & the same time to rt 17 or 84. 30 minutes to the Monticello casino or rt 97 Barryville also ski locations near both places , 35 minutes to Warwick and Chester legoland & Milford Pa ,Bethel woods, Milford PA.
Popular amenities for Orange County house rentals
House rentals with a pool

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

4BD Ultimate Country Retreat w/ Pool in Warwick

Entire Home (private pool), Event Friendly

Creekside Farmhouse: Private Pond & Hot Tub

Retreat w/Hot Tub, 10 Min to Skiing, Fireplace/Pit

Hudson Valley Home with Pool & Jacuzzi

Farmhouse w/ Sauna & Hot Tub near Storm King

Arkadia House Mid-century retreat with pool & view
Weekly house rentals

Private Island + Lakefront Home

The Montgomery Chalet

Huge Ski Lodge- Pet friendly- Pool Table- Hot Tub

Modern Rustic Hudson Valley Cabin in Warwick

Lakeview House ~ Hot Tub, Firepit, Stunning Views

NEW! Stylish Home in the Heart of Beacon

Bashakill House

Tree Canopy Home w/ Creek Views & Family Suite
Private house rentals

Welcome to Newburgh's Cozy Cove

Contemporary Cottage less than an hour from NYC!

Margaret's Heart

River Ridge House

Fairway Retreat - Montgomery, NY

Vintage LakeHouse Appalachian Trail & Skiing P250414

Charming Apartment in Newburgh

Hudson Valley Getaway with Outdoor Sauna
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- Times Square
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- New York Public Library - Bloomingdale Library
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