Hotel vacation rentals in Orange County

4.75 out of 5 average rating, 104 reviews

Hotel in Fort Montgomery

Bear Mountain Bridge Motel (Rooms 1, 2, 4, 5)

We are a small family owned and operated 5 room motel looking to welcome you like a long lost friend. We live in a home on the property so you will get great customer service. The motel is within walking distance of many great food options. We are 2 mi away from West Point Military Academy and 1 mi away from Bear Mountain and Harriman State Parks. There are many beautiful hiking options nearby. We offer an Appalachian Trail shuttle to and from the trail and our motel. We welcome sleepy guests!

May 5 – 12

G$32,058 GYD per night

4.82 out of 5 average rating, 78 reviews

Hotel room in Cold Spring

Room 3 Cold Spring Hotel (Main St.)

The Cold Spring Bed and Breakfast charms guests at first glance with its architecture and decor. Located in the quaint village of Cold Spring, NY. With just a little over an hour from NYC on the Metro-North Hudson Line.The most beautiful hiking trails north of city, shops for antiques and more. Each room has carved mahogany queen beds and stained glass windows with a spectacular view. The bathrooms offer a walk-in shower with a ceramic tile wall, with a personalized heating and cooling system.

Jan 29 – Feb 5

G$39,530 GYD per night

4.79 out of 5 average rating, 34 reviews

Boutique hotel in Fort Montgomery

Bear Mountain Bridge Motel Room 3 (Family Room)

Jul 12 – 19

G$41,743 GYD per night

Hotel in Vernon Township

4.75 out of 5 average rating, 4 reviews

Mountain Retreat in Vernon, NJ- close to NYC

For a weekend getaway close to New York City, this location is an ideal choice, offering a variety of activities and amenities for guests to enjoy Ideal setting for mountain adventures and laid-back escapes, with a range amenities such as indoor and outdoor pools, a luxury spa, basketball court, rock climbing, marshmallow roasting, and a family-friendly 9-hole golf course. Suitable for families, friends, and couples. 4-season recreation, including proximity to Mountain Creek Ski Resort.

May 29 – Jun 5

G$50,540 GYD per night

Hotel room in Montgomery

4.57 out of 5 average rating, 89 reviews

Victorian Hideaway: Sparrow King Suite

Welcome to the only BNB located in the center of Montgomery Village. Get that rural feel while being able to walk to restaurants and shops. Close drive to Angry Orchard, Shawangunk Wine Trail, Hiking, U-Pick Farms, Storm King Sculpture Park and many other wonders of the Hudson Valley! The stately "Sparrow" room, the original master bedroom of the Borland House built in 1839, has a king-size bed and private bathroom. You can also enjoy brunch in our award winning restaurant (not included).

Jan 10 – 17

G$68,850 GYD per night

Resort in Vernon Township

4.61 out of 5 average rating, 41 reviews

The Appalachian Condos at Mountain Creek

This is a Studio condo at the Appalachian Condos at Mountain Creek. This spacious studio condo unit has beautiful Warwick Valley views that features 1 king size bed, a living room area with a full-size pullout sofa and a fireplace, kitchenette with a 2 burner stove-top, mini-fridge, microwave, coffee-maker, toaster, 3-person dining table and bathroom with standard tub/shower combo. High speed internet, Netflix & Amazon Prime streaming services are included as well as all utilities.

Aug 5 – 12

G$47,957 GYD per night

4.84 out of 5 average rating, 91 reviews

Boutique hotel in Cold Spring

Room 1 Cold Spring Hotel (Main St.)

The Cold Spring Hotel charms guests at first glance with its architecture and decor. Located in the quaint village of Cold Spring, NY. With just a little over an hour from NYC on the Metro-North Hudson Line.The most beautiful hiking trails north of city, shops for antiques and more. Each room has carved mahogany queen beds and stained glass windows with a spectacular view. The bathrooms offer a walk-in shower with a ceramic tile wall, with a personalized heating and cooling system.

Jul 16 – 23

4.84 out of 5 average rating, 70 reviews

Hotel room in Cold Spring

Room 5 Cold Spring Hotel (Main St.)

Jul 12 – 19

4.78 out of 5 average rating, 46 reviews

Hotel room in Cold Spring

Room 2 Cold Spring Hotel (Main St.)

Aug 15 – 22

4.88 out of 5 average rating, 64 reviews

Hotel room in Cold Spring

Room 4 Cold Spring Hotel ( Main St.)

Mar 28 – Apr 4

4.74 out of 5 average rating, 34 reviews

Hotel in Beacon

The Grove at the Beacon Hotel

The Beacon Hotel is a short term rental style property, we do not employ a hotel staff. It is located right on Main Street in the middle of one of the Hudson Valley's most exciting cities, Beacon! Within the past 10 years Beacon has completely redeveloped and brought in a whole new population. Main street is filled with art galleries, shops, restaurants, antiques, nightlife and the Beacon Hotel is right in the middle of it all.

Sep 25 – Oct 2

G$30,184 GYD per night