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House holiday rentals in Orange County

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Top-rated house rentals in Orange County

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Home in Bloomingburg

4.8 out of 5 average rating, 461 reviews

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • EXTRA Professional Covid Cleaning • Home gym & treadmill • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

3–10 May

$264 NZD per night

Guest favourite

Home in West Milford

4.99 out of 5 average rating, 113 reviews

On The Rocks In The Hot Tub

Unique home featuring a large deck with an enclosed hot tub, indoor/outdoor bars, game room and seasonal pool (pool is not heated) Fall-Winter:Minutes away from the town of Warwick. Pennings, Heaven Hill Farm for apple-pumpkin picking, Peter Mountain, Mountain Creek for skiing. Many vineyards/cideries Summer: Boating on Greenwood Lake, kayak rentals, hiking (Appalachian Trail), drive-in theater, family activities at Wawanique State Park, Crystal Springs Golf and ice cream at Bellvale Creamery

3–10 Nov

$755 NZD per night

Home in Greenwood Lake

4.89 out of 5 average rating, 264 reviews

Bohemian Waterfront Home (permit #21-07671)

One of a kind, lakefront, bohemian compound. Affording a complimentary bottle of wine, hot tub, parking and so much more! Guests can launch kayaks (provided) right from the back yard onto the lakes quiet East Arm. At waters edge is a one of a kind fire pit, big deck stretching over the water under the huge willow. Perfect for morning coffee by the water. Or take bike to the beach with our free bikes and beach passes. Hiking, skiing, and a super private hot tub with a picture window lake view!

7–14 Jun

$406 NZD per night

Guest favourite

Home in Monticello

4.91 out of 5 average rating, 101 reviews

Catskills Lakefront Haven w/ Hot Tub & Game Room

Indulge in the serenity of our lakefront haven, situated along 100ft of Sackett Lake's private shoreline. Here, year-round enjoyment is a promise - be it summer swimming, kayaking, or winter ice fishing and snowmobiling. Mere minutes away from Holiday Mountain, Casino, Waterpark, breweries, and Bethel Woods, our modern home boasts a vast deck and an 8-person hot tub. This is more than just a getaway; it's a sanctuary for creating unforgettable memories. Don't miss the chance to experience it!

20–27 Mar

$934 NZD per night

Guest favourite

Home in Greenwood Lake

4.95 out of 5 average rating, 191 reviews

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).

26 Dec – 2 Jan

$799 NZD per night

Guest favourite

Home in Middletown

4.97 out of 5 average rating, 153 reviews

Peace and quiet. Quaint country 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.

29 Aug – 5 Sep

$414 NZD per night

Guest favourite

Home in Greenwood Lake

4.99 out of 5 average rating, 141 reviews

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.

20–27 Nov

$536 NZD per night

Guest favourite

Home in Wappingers Falls

4.97 out of 5 average rating, 104 reviews

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

9–14 Oct

$314 NZD per night

Guest favourite

Home in Goshen

4.95 out of 5 average rating, 132 reviews

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.

17–24 Sep

$604 NZD per night

Guest favourite

Home in Chester

4.98 out of 5 average rating, 119 reviews

The Little Green Farmhouse

Built in the mid 1800s, this 2,400 square foot farmhouse is a comfortable country getaway with space for the whole family. Nestled on 2.5 acres, the house is perfectly positioned between the villages of Warwick and Sugar Loaf. It has 4 bedrooms with the ability to sleep 8 people. There are also 2 full bathrooms, a dining room, living room, office space, fully equipped kitchen, and a bonus space with a table to play board games, cards or puzzles.

17–24 Sep

$645 NZD per night

Guest favourite

Home in Greenwood Lake

4.97 out of 5 average rating, 147 reviews

Coldwaters: Hike, Wineries, Lake Access and Views!

Beautiful and comfortable home perched on a hill and across from Greenwood Lake offering gorgeous views in a spacious, stylish setting, with lake and beach access. Just a 5 minute drive to village restaurants and shops, 10 minutes to Tuxedo, and 15 minutes to Warwick, this is the perfect setting for a relaxed and fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Permit #: 21-07657 A

4–11 Jun

$714 NZD per night

Home in Greenwood Lake

4.95 out of 5 average rating, 188 reviews

Lakefront-Beach-Gameroom-Hottub-Bar

Amazing 5br/3ba Year Round Lakefront Paradise Dream Home - 1hr from NYC - 15 Acres. ATV trails across the road, secluded hunting across the road, fishing, wakeboarding. Two master suites with lake views. views throughout home.Professional bar, gameroom, and hottub. Only 15 minutes from Mount Peter ski area. 20 minutes from Legoland. 8 Adults Max. Maximum of 12 guests is 8 adults and 4 children. No bachelor parties.

1–8 May

$1,583 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Orange County house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Middletown

4.94 out of 5 average rating, 100 reviews

Springtime farm escape with hot tub and amenities

18–25 Dec

$490 NZD per night

Home in Chester

5.0 out of 5 average rating, 35 reviews

Private Relaxing Secluded Home with heated Pool.

28 Sep – 5 Oct

$1,183 NZD per night

Guest favourite

Home in Port Jervis

5.0 out of 5 average rating, 54 reviews

Mountain Chalet W/Hot Tub, Fire Pits, Game Rm, Gym

12–19 Sep

$654 NZD per night

Guest favourite

Home in Port Jervis

5.0 out of 5 average rating, 49 reviews

Serene Retreat amidst Beauty and Adventure

17–24 Jan

$952 NZD per night

Guest favourite

Home in Florida

4.92 out of 5 average rating, 26 reviews

Grand View w/ Pool, Hot Tub, & Theater Room

28 Oct – 4 Nov

$865 NZD per night

Guest favourite

Home in Warwick

5.0 out of 5 average rating, 17 reviews

The Hilltop • Fenced 8-Acre Dog-Friendly Retreat

25 Mar – 1 Apr

$1,402 NZD per night

Guest favourite

Home in Montgomery

4.98 out of 5 average rating, 49 reviews

Pool & Tennis Court! Hudson Valley 1830s Farmhouse

2–9 May

$856 NZD per night

Guest favourite

Home in Warwick

4.93 out of 5 average rating, 42 reviews

WillowHouse -Modern Rustic Retreat w Pool & Cabana

8–15 Jun

$1,271 NZD per night

Weekly house rentals

Guest favourite

Home in Warwick

4.89 out of 5 average rating, 85 reviews

Renovated 2 Bedroom Apartment in Heart of Village

13–20 Oct

$240 NZD per night

Guest favourite

Home in Goshen

4.97 out of 5 average rating, 39 reviews

Cozy Brookside Cottage on the Farm

27 Nov – 4 Dec

$244 NZD per night

Guest favourite

Home in Highland Falls

4.98 out of 5 average rating, 45 reviews

Luxury Home Near West Point

5–12 Apr

$257 NZD per night

Home in New Windsor

5.0 out of 5 average rating, 3 reviews

*Charming Home & Convenient Location w/ Parking*~

2–9 Dec

$329 NZD per night

Guest favourite

Home in Montgomery

5.0 out of 5 average rating, 8 reviews

Escape to serenity at the Pullman Cottage

4–11 May

$389 NZD per night

Guest favourite

Home in Wurtsboro

5.0 out of 5 average rating, 43 reviews

Streamside Catskills Cabin

8–15 May

$269 NZD per night

Guest favourite

Home in Greenwood Lake

5.0 out of 5 average rating, 93 reviews

Modern Craftsman Lakeside Retreat

4–11 Jan

$1,031 NZD per night

Guest favourite

Home in Vernon Township

5.0 out of 5 average rating, 38 reviews

Private Island + Lakefront Home

6–13 Mar

$1,248 NZD per night

Private house rentals

Guest favourite

Home in Greenwood Lake

4.98 out of 5 average rating, 89 reviews

Your lakefront castle awaits you …

8–15 May

$1,343 NZD per night

Guest favourite

Home in Chester

5.0 out of 5 average rating, 11 reviews

Relaxing 5BD Close to Adventures Shops & Exploring

26 Nov – 3 Dec

$1,066 NZD per night

Guest favourite

Home in Greenwood Lake

5.0 out of 5 average rating, 15 reviews

Explore a Luxurious Lakefront Dream Home

26 Aug – 2 Sep

$1,436 NZD per night

Guest favourite

Home in Wurtsboro

4.88 out of 5 average rating, 43 reviews

Cozy Rustic Farmhouse With Wood Stove

22–29 Aug

$434 NZD per night

Guest favourite

Home in Greenwood Lake

4.93 out of 5 average rating, 29 reviews

Luxury Lake Oasis ~ Hot Tub ~ Stunning Views ~ Bar

29 Oct – 5 Nov

$940 NZD per night

Guest favourite

Home in Newburgh

4.96 out of 5 average rating, 46 reviews

Lovely home in town of Newburgh

12–19 Nov

$328 NZD per night

Guest favourite

Home in Monroe

5.0 out of 5 average rating, 15 reviews

3 BDR Cottage (Hudson Valley Cottage)

19–26 Apr

$554 NZD per night

Guest favourite

Home in Monroe

4.88 out of 5 average rating, 73 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

9–16 Jan

$693 NZD per night

Destinations to explore