Bed and breakfast holiday rentals in Orange County

Trestle - Caldwell House Bed & Breakfast

The Caldwell House is located in the heart of the lower Hudson Valley near West Point, Storm King Art Center, Brotherhood Winery and the Woodbury Common. This guestroom is named for the nearby historic landmark, the Moodna Viaduct Trestle, which crosses the local valley. The length of the trestle is nearly two thirds of a mile, and it hovers nearly 20 stories above the ground. The Trestle Room is furnished with a lovely queen-size maple bed, lush bedding, a stately antique maple bureau and a lovely elevated electric fireplace. The room’s private en-suite bath comes with a shower. Charming, comfortable, and evoking days gone by, this room is perfect for celebrating special occasions or simply enjoying some time away! After feasting on one of Dena’s famous breakfasts, you can take a leisurely stroll down to see the Moodna Viaduct Trestle and take in the breathtaking sight made famous by its appearance in the movie Michael Clayton starring George Clooney. After that, it’s onward to explore the beautiful Hudson Valley. Upon your return, you can play a game in the Living/Game Room, relax on the front porch, enjoy a wood fire in the parlor or simply lounge around the Trestle Room.

Fox & Bear Lodge | Garden View South

Fox & Bear Lodge in Glenwood NJ is within 10 miles of the Historic Village of Warwick, the heart of fabulous dining, pubs , tea rooms, boutique shops, eclectic dessert cafes, nature walks, and more! Built in 1831, our inn is a completely restored Colonial Revival that retains the charm, grace of an era past, but updated with modern amenities. All guest rooms are spacious and include private baths and sitting areas. Each room has a television with cable and complimentary WIFI. Breakfast included.

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.

Glenwood Farmhouse Bed & Breakfast - Second Suite

Victorian farmhouse (c. 1855) minutes from the Village of Warwick, Mountain Creek Ski Resort, local orchards, wineries, and Appalachian Trail. This master room has a king-sized bed and en suite bathroom with soaking tub and separate shower stall. Your stay includes a country farm breakfast with eggs from our chickens, produce from our garden (in season) and other local ingredients. Swimming pool and lounge for guests. ATTENTION: THERE ARE TWO CATS ON THE PREMISES.Check in 2:00 pm.

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

The Warwick Inn Boutique Little York Loft.

Experience the charm of historic Warwick while enjoying modern amenities and classic comfort in the beautiful Warwick Inn. With origins dating back to the 1850’s this elegant home is filled with old-world appeal and attractive renovations. Feature a comfortable king-sized bed, private bathroom and a pull out couch. Easily explore all that Warwick has to offer including shopping, restaurants, breweries, orchards and more while staying just one block away from downtown Warwick.

Glenwood Farmhouse Bed & Breakfast

Victorian farmhouse (c. 1855) minutes from the Village of Warwick, Mountain Creek Ski Resort, local orchards, wineries, and Appalachian Trail. This one bedroom Empire Suite includes an adjoining bathroom and private sitting room. Your stay includes a country farm breakfast with eggs from our chickens, produce from our garden (in season) and other local ingredients. Swimming pool and lounge for guests. Attention : THERE ARE TWO CATS ON THE PREMISES. Check in time 2:00 pm.

Windsong Retreat Bed & Breakfast

Close to Bethel Woods, Minniwaska State Park, Mohonk Mountain House, Forestburgh Playhouse, Shadowland Playhouse, art and culture, hiking and biking trails, fishing and much more! You’ll love my accomodations because of the quiet, peaceful and serene location nestled in the Catskills. Gourmet breakfasts will awaken you along with the sounds of nature and a beautiful garden. Newly renovated and ready to cater to your personal needs to make your stay most enjoyable.

Villa Verde B&B, Suite, Greenwood Lake, NY

This stylish place is perfect for anyone who wants to rest and relax. The area offers a lot. Water sports, hiking, skiing attract many visitors. Good restaurants around with live music and lake view. Award winning wineries and craft breweries may be a nice complement. Just minutes to the beach, Harriman State Park, golf course, Renaissance Fair. Delicious breakfast with local products is served every morning.

Hiking Hideaway on the Ridge

Come and enjoy a few days in the Hudson Valley. Located on 7 acres in Beacon, NY, our place is a short ride to Main Street and family-friendly activities including art galleries, restaurants, museums, hiking and sightseeing. The nightlife is lively especially on Second Saturday, and you are only little over an hour by train to NYC. You'll love the secluded ridge location, and your friendly host and hostess.

Neverland, a full size bed, desk & private bath

A Craftsman home in the country. This guest room is on the second floor with views of a pond and woods. It has an en-suite bathroom, a desk area and a full size bed with cotton sheets and a down quilt with a linen duvet cover. Our well water has a whole house filtering system and shower head filters but the smell of sulfur is sometimes released when using hot water in the sinks.

Benmarl Vineyards/Winery B&B Room 1

This beautiful queen sized bedroom suite has a connected bathroom, balcony (overlooking the Hudson River), a fireplace, refrigerator and Keurig. A Breakfast voucher for complimentary breakfast at The Valley Diner, Marlboro, NY, a complimentary wine tasting, 10% off wine purchases, and complimentary cheese platter. The price includes taxes and cleaning fees.