
Bed and breakfast holiday rentals in Orange County
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Top-rated bed and breakfasts in Orange County
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Storm King - 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. The Storm King Room, named for the nearby Storm King Art Center – 500-acres of landscaped fields, hills, and woodlands recognized as one of the world’s greatest outdoor sculpture gardens – is located on the ground floor level of the Carriage House. Its rustic, yet romantic feel has quickly turned the room into a guest favorite. Most of the original wood and stonework (circa 1803) remains in place – giving the room a feel of a bygone era. An impressive queen-size bed, top-of-the-line mattress, and luxurious bedding will guarantee a blissful sleep. The room has a lingerie chest, a cherry wood framed floor mirror, comfy love seat and a beautiful antique chair as there is ample space for seating throughout the room, and plenty of space to snuggle up in front of the fireplace. Storm King’s spacious bathroom comes complete with a Jacuzzi tub for two, a separate shower, and beautifully appointed fixtures. In the morning, breakfast awaits in the B&B’s Main Dining Room.

Butter Hill - 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. Inspired by Dutch colonists’ original name for Storm King Mountain, the Butter Hill Room evokes the region’s history with beautiful 19th century details. This charming room offers a lovely queen-size sleigh bed, love seat, antique English armoire, Empire-style bureau, historic engravings hanging on the walls painted with colors that remind you of the buttercups that line the local fields, and a roomy private en-suite bathroom with a shower.

Fox & Bear Lodge | Valley View North
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.

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.

Benmarl Vineyards/Winery bedroom #2
This room overlooks the winery and vineyard, has a double bed, dresser, vanity, television, refrigerator, Keurig, and PRIVATE BUT NOT CONNECTED BATHROOM. THE BATHROOM IS LOCATED DOWN THE HALLWAY, HOWEVER WE PROVIDE BATHROBES. Included in your stay is a free wine tasting, 10% off wine purchases, a Breakfast voucher for breakfast at The Valley Diner In Marlboro, NY, and a complimentary cheese platter. Taxes and cleaning fees are included. FYI: There is another room:Great Scenic Vineyard B&B #1

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. Please note breakfast is not included in Airbnb rates and stairs to access room

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.

Timless Elegance: Hummingbird Queen Suite
Enjoy this charming Queen room with a private bath featuring a spacious walk-in shower, located on its own private floor in a home originally built in 1789. This cozy space blends historic character with modern comforts, including air conditioning, a flat-screen TV, complimentary Wi-Fi, a desk, and a comfortable sitting area—perfect for relaxing after a day of exploring the Hudson Valley. Please note, breakfast is not included in Airbnb rates and there are stairs to access this room.

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

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.

Family Haven: Robin's Loft
This private 2-bedroom suite is part of the newly renovated side of the house. The 2-room suite has a private bathroom and can sleep up to 4 people. Please note, breakfast is not included in Airbnb rates. Breakfast is available for purchase in our Brunch House Restaurant located on the main floor at $20/person. Local Craft Beer and Wine available for purchase. Please note there are stairs to access this room.
Popular amenities for Orange County bed and breakfasts
Family-Friendly Bed and Breakfasts

Benmarl Vineyards/Winery B&B Room 1

Storm King - Caldwell House Bed & Breakfast

Alpine Haus B&B Inn - Forget Me Not Room #5

Glenwood Farmhouse Bed & Breakfast - Second Suite

Fox & Bear Lodge | Garden View North

Butter Hill - Caldwell House Bed & Breakfast

Hiking Hideaway on the Ridge

The Warwick Inn Boutique Little York Loft.
Bed and breakfast rentals with breakfast

Antrim - Caldwell House Bed & Breakfast

Freedom Road - Caldwell House Bed & Breakfast

Moodna - Caldwell House Bed & Breakfast

Windsong Retreat Bed & Breakfast

Trestle - Caldwell House Bed & Breakfast
Bed and breakfast rentals with a patio

Fox & Bear Lodge | Valley View North

The Warwick Inn Boutique Little York Loft.

Fox & Bear Lodge | Valley View South | Room #5

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

Fox & Bear Lodge | Garden View North
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