Guest house holiday rentals in Orange County

Rustic Loft Space with Distinctive Artistic Charm

Beautiful spacious and bright artist loft on the second floor of a newly renovated Warwick barn behind our 1893 Warwick Village home. More information The space We offer our furnished live and work artist loft on a daily or weekly basis. The loft : -is 400 sqf -is located on the second floor -has nicely designed bathroom -has a very comfortable queen size bed -has high speed internet access -is very tidy and clean The neighborhood: -one blocks from the NJ Transit bus to Manhattan. -great restaurants and cafés nearby This loft is wonderful is perfect for 2-4 visitors. You are in the middle of lovely village neighborhood, but get the comfort of a cozy retreat. Guests will have access to the entire SECOND FLOOR space. Situated in the lower Hudson Valley, the town of Warwick is just over an hour’s bus ride New York City. Explore its numerous orchards and wineries, head to the drive-in movie theater, or grab a bite from one of the village restaurants. The loft is just one block from the NJ Transit bus that leaves from Port Authority.

Studio Guesthouse of Waterstone Inn w/ lake access

Keep it simple at this peaceful and centrally-located one bedroom cottage. Newly renovated and updated - the cottage offers privacy but has access to outdoor activities and amenities Your stay includes use of kayaks and canoes, as well as beach passes to the Town Beach Located on the property behind The Waterstone Inn B&B Close to town, restaurants, cafes, food truck park and town beach. Nearby wineries, breweries, and apple picking are a 10-15 min drive 10 mins to New York Renaissance Faire

A modern barn on the Hudson River

Welcome to your perfect getaway in the heart of picturesque Beacon, NY! Nestled amidst the tranquil beauty of HV, this newly renovated one-bedroom offers a unique blend of historic charm and modern comfort. The barn is conveniently located close to downtown Beacon. Step into your own private oasis, where you'll be greeted by the breathtaking views of the majestic Hudson River and be transported to world of peace and tranquility. Immerse yourself in the serene beauty this barn oasis offers!

Millie's Inn

Private retreat immersed in nature. Enjoy a one-bedroom open concept area, with full kitchen. Secluded personal deck and fire pit area to relax. Two miles from Angry Orchard. Local to Mohonk Mountain, Minnewaska Preserve, wineries and walking trails. Gardner and New Paltz are a short driving distance away. Enjoy the quiet warmth of your place and all the local attractions that the area has to offer. Your host Jackie and Lenny are on the premises and are available to make your stay memorable.

LOVELY cabin on private lake w/porch (cabin 1 of4)

Newly renovated and winterized adorable cottage! Enjoy resting, focused work, being outside, enjoying the lake (canoeing, swimming and fishing!), camp fires, grill outs, porch sitting, and general fun! Located in the heart of the Hudson Valley! Easy drive to the Mohonk Mountain, Minnewaska State Park, The Gunks, walkway over the Hudson, Storm King and more! Great culture and food in New Paltz, Beacon, Newburgh, and NYC. Quiet hours from 9pm-9am. Queer friendly, anti-racist. Come & Enjoy!

The Beacon Woods

Welcome to paradise! Located just minutes away from Beacon's thriving Main Street, our homestead is nestled in a quiet little hamlet next to a monastery and just steps away from a waterfall that sits at the mouth of a hiking trail meandering to the shores of the Hudson River. The three-bedroom guesthouse with work space, deck, and yard is at your disposal. Enjoy views of Mt. Beacon as well as the extensive vegetable and flower gardens. Come to rest or play and make yourself at home!

Mondrian Manor

Welcome to the Mondrian Manor in the lower Catskill mountains. This stylish, quiet getaway is a freestanding cottage that includes a private deck and a separate bedroom. Just one hour and forty-five minutes from New York City it has access to many hiking trails, Sam's Point/Ice Caves, Blue Cliff Monastery, unique eateries, and concert venues including Bethel Woods. With a comfortable workspace it will be great for someone needing to finish a project or anyone wanting a peaceful respite.

Modern+Bright Forest Escape : Near Village & Train

Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Beacon Modern victorian+garden—steps to mainstreet

Hey there! Welcome to style and ease at our GUESTHOUSE in the heart of the creative and vibrant Beacon NY. Central air and heat (new!). Retreat to your 1000 square foot GH with your own private entrance, 2 bedrooms, (King sized bed!), queen bed, and plush queen pull out sofa in the living room (with door for privacy), and microwave, toasteroven, kettle, mini fridge, glasses, plates/utensils (no stove or kitchen sink). Streaming tv, WiFi, workstation, garden!

Hudson Valley Retreat on 8 Acres

Upstate getaway on an 8 acre property accessible by car or train! This expansive studio contains everything you need for a short weekend trip or a long term stay including a private entrance, full bathroom, and full kitchen. You can easily enjoy the outdoors with hiking trails nearby as well as explore many charming Hudson Valley towns within a short drive. We live on a separate part of the property and are happy to help with any and all questions!

Hiker’s Haven, a Cozy Cabin above Bashakill Refuge

Just 90 minutes from NYC, Wurtsboro is a charming and tranquil Catskills retreat. Hiker’s Haven is a cozy, detached Loft on the same property as our log cabin home, set above the Bashakill Wildlife Refuge. While trees block direct water views, you’ll hear birdsong and may spot bald eagles or red-tailed hawks. In fall, glimpses of the Bashakill emerge through colorful foliage. Enjoy hiking, fishing, glider rides, and local shops and galleries.

New! Super Cozy, Slope-Side Loft, Family Friendly

Welcome!! The Black Bear Loft is a new, renovated townhome located right on the slopes of Mountain Creek. Experience all of the comforts of home, as well as 4 seasons of adventure. The Loft features a Queen Bedroom on the bottom floor and 2 Queen Beds in the Loft. There is a modular oversized pit sofa perfect for family movie nights or an extra sleeping space. Come and enjoy all that this slopeside townhome has to offer. VERY LOW CLEANING FEE