Holiday rentals in Bloomington

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Cabin 192

No cleaning fee and no 2-night minimum! Cabin 192 is a tiny home glamping experience located in lovely Kingston, NY. Cabin 192 takes you back to 1992 with: a vhs collection of classics, a Super Nintendo, Sega, and other fun activities. Warm and toasty in fall and winter and cool in summer you’re always comfortable at Cabin 192. Enjoy smores by the fire surrounded by trees in nature while also being able to enjoy a vibrant uptown district a 9-minute drive away! Minnewaska and Woodstock nearby!

This New House Two

Custom built new home built purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

Cottage on the Creek

Charming vintage cottage on the Esopus Creek. Craftsman style with original 1930's details and essential modern updates. A short drive to Saugerties, Kingston, Rhinebeck, and Woodstock. Peaceful setting with cool breezes, eagles, ducks, great fishing, swimming, and a boat launch/swim ramp - two kayaks are available for use if arranged prior to your stay. If you are participating in the HITS equestrian events - the location is very convenient and the driveway can accommodate horse trailers.

Fabulous Lemon Cottage in Rhinebeck, NY

This cozy, clean, and light-filled cottage with its bedroom loft provides a perfect getaway anytime of the year. When you do venture out, you're in the heart of it all; only a few miles from Rhinebeck village, but also close to Red Hook, Bard, Kingston, Woodstock, Hudson, etc. Use our guidebook to explore the area, or choose to stay in at this quiet, private cottage with views of the woods. LGBTQIA+ friendly. All people from all cultures and backgrounds, without exception, are welcome.

3Br Hilltop Ranch on 130acre farm w/ falls & creek

Newly renovated ranch house on a private hill top of an 130 acre magical property with stunning eastern views and overlooking a historic farm. Explore the hiking trails, dip in the wading pools of 90ft waterfall's upper cascades, bike to town or simply relax on the hammock while taking in views of the rolling hills. Escape to a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplaces, and comfortable bedrooms with quiet workspaces- learn more at cascadafarm

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Hot Tub Bliss 5mi to Kingston on 3 acres

Relax under the stars in your own 24/7 hot tub! Lounge on the 20’ long covered porch. Rest up with a great night’s sleep on our ultra comfy queen bed. There are 2 trifold queen floor mattresses as well (4”and 6”). Minutes away you can hike the Rail Trail. You have access to a grill, outdoor table, fire pit, large yard and surrounding woods. Discover Kingston, Woodstock, New Paltz, Catskill, and Mohonk (see Guidebook) | Grill | 55” TV | Fast Wi-Fi | Pets | Fire pit | Free Parking

Fox Lodge: Hudson Valley / Catskills Getaway

This spacious mid-century lodge w/ modern amenities is the perfect setting to host your family & friends for a memorable getaway. Within just 40 mins to (favorite) Belleayre Ski Resort or 45 mins to Hunter Mountain! Fox Lodge is a split level home with 4 bedrooms and 3 full bathrooms. Step outside of the bright & vaulted great room to BBQ at the grill or relax by the fire pit surrounded by nature. Minutes from the historic Kingston Stockade District & Rondout Waterfront.

Our Place - A Big Little House

Mahali Petu is a five year old guest house situated well off the road with meadow views. It is built of high quality materials and finishes. The kitchen is fully equipped and offers custom cabinetry & granite countertops. The full bath offers a walk-in European shower with dual shower heads. There is extensive outdoor decking with seating, a gas grill, fire pit, hot tub and an outdoor shower. Peaceful and quiet, yet walking distance to High Falls restaurants and shops.

Honeybug Snug near Omega Institute!

Welcome to the Honeybug Snug! Now with AIR CONDITIONING : ) The Snug is perfect for a family of 4 or 4 close friends. : ) We still have a little work to do on her and you get to watch her grow. Your comments will be taken to heart, as your comfort is our priority! We live right next door if you need anything : ) We are .9 miles for The World Renowned Omega Institute -Center for Holistic Studies. Less than 15 Minutes to Downtown Rhinebeck.

'The Blue Jay Cottage' - Privacy With A View!

Come, get away from the craziness of life, calm your body, clear your mind and channel your energy by staying at a very special little gem. Once you arrive you won't want to leave. A newly renovated cozy cottage, where you won't believe your view when you wake up in the morning with your first cup of tea or coffee overlooking the best spot in this area from the deck. A perfect getaway on almost 5 acres of creek frontage to find your inner peace.