Apartment holiday rentals in Orange County

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Top-rated apartment rentals in Orange County

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Guest favourite

Flat in Cornwall-on-Hudson

4.91 out of 5 average rating, 100 reviews

Quaint Apartment in Cornwall on Hudson

Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Guest favourite

Flat in Cold Spring

4.94 out of 5 average rating, 227 reviews

HOT Sauna - Mountain Views - Hiking - NYC Trains

Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds

Guest favourite

Flat in Highland Falls

4.82 out of 5 average rating, 272 reviews

Walk 2mins to campus FREE WiFi and private parking

Enjoy this huge private 2 bedroom apartment on Main Street in the heartbeat of Highland Falls and walk just 3 mins to the Military Academy! Unbeatable location for family and friends visiting their cadets! Perfect place to kick back and relax after an Army football game or day of exploration. Centrally located to the best hiking, boating, golf and fishing with an easy drive to Bear Mountain State Park and ZOO, Woodbury Commons Outlet, Storm King Art Center, Eisenhower Theater and LEGOLAND!!

Guest favourite

Flat in Goshen

4.8 out of 5 average rating, 246 reviews

Great apartment- closest to Legoland

Large studio apartment in an historic luxury estate setting. Guests have a private entrance with parking to a first floor, fun studio. Our property boasts a private tennis court for guest use and is situated directly on the Heritage Trail, which is perfect for biking and jogging. Our home borders several hundred acres of scenic rural property, yet we are conveniently located in the charming, historic Village of Goshen - within walking distance to restaurants and the Trotting Horse Museum.

Superhost

Flat in Beacon

4.83 out of 5 average rating, 639 reviews

Top Floor 2BR - Just Renovated!

This 2BR apartment is the entire top floor of an 1870 brick house. Extensively renovated in 2021 - all new kitchen, major updates to the bathroom, furniture and decor throughout. Directly behind the house is Fishkill Creek and abandoned railway tracks (you can walk to Main St on them in 10 minutes). The property has a separate patio & treetop hot tub with view of the creek and Mt Beacon for private additional rental (pending availability). Inquire for details. [Permit: 2024-0027-STR]

Guest favourite

Flat in Newburgh

4.86 out of 5 average rating, 173 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Guest favourite

Flat in Cornwall-on-Hudson

4.98 out of 5 average rating, 210 reviews

Charming Efficiency

Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.

Guest favourite

Flat in Newburgh

4.95 out of 5 average rating, 239 reviews

Sweet Victory Suite

Need a romantic place away from the hustle and bustle? Well you’ve found the place! This is a retired apiary. The guest space is a 1 -bedroom apartment with its own patio where you can enjoy sunset-views from your patio and even from the hosts Hot-Tub (by appt). Curl up and read a book on the communal hammocks or make s’mores at the communal firepit. You even have your own propane grill to use. Need a place to do office work? You can use my WiFi! All humans are welcomed. ✌🏽

Guest favourite

Flat in Suffern

4.94 out of 5 average rating, 128 reviews

Renovated Forest Oasis with Pool & Fire-pit

Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

Superhost

Flat in Cold Spring

4.87 out of 5 average rating, 162 reviews

Historic Walkup

Welcome to our renovated Historic Walkup Apartment situated steps away from Cold Spring Village Main Street, with a koi pond and mature gardens for your relaxation pleasure. From the street you would never know this exciting botanical experience is here. Feel like going out? We are only steps from the Hudson River waterfront and many restaurants, great shopping and hiking. Off street parking for one (1) automobile from Friday 9am-Sunday 6pm and holidays.

Guest favourite

Flat in Newburgh

4.89 out of 5 average rating, 112 reviews

Ethereal Apartment with parking on site

Kick back and relax in this stylish open floor plan. Located on the top floor of a historic Newburgh building, this apartment features smart TV & High speed Fios WiFi, an in-unit laundry, designer furnishings, and a separate office space for WFH. Suitable for 2-4 guests, there is one King and one Queen sized bed. Both are hybrid memory foam mattresses with natural cotton bedding for ultimate comfort and tranquility. Two flights of stairs are required.

Superhost

Flat in Newburgh

4.93 out of 5 average rating, 161 reviews

Ela - a 1 Bed Escape, Washer/Dryer in Unit

Kick back and relax in this calm, stylish space. Located on the second floor of a historic Newburgh building, this apartment features scenic views from oversized windows, in-unit laundry, LED TV & Fios WiFi, and designer furnishings. Queen bed with Casper mattress. Two flights of stairs required. The neighborhood is quiet, with tree lined streets and historic mansions nearby, just 2 blocks always from the Hudson River waterfront.