Vacation rentals in Bloomington

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Bloomington

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Rental unit in Rosendale

4.94 out of 5 average rating, 114 reviews

Cozy Rosendale Apartment

Come stay at our cozy apartment located in the friendly historic cement mining town of Rosendale. The apartment is within walking distance to Main Street where you can explore a variety of eclectic small shops, the Rosendale Theatre, restaurants and more. Easily access the Wallkill Valley Rail Trail system, enjoy scenic views from the trestle, Joppenburgh Mountain and explore the Widow Jane Mine. For outdoor enthusiasts our place is a short drive to the Mohonk Preserve and Minnewaska State Park.

Guest favorite

Cabin in Kingston

4.95 out of 5 average rating, 182 reviews

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!

Guest favorite

Rental unit in Stone Ridge

4.91 out of 5 average rating, 483 reviews

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Guest favorite

Home in Kingston

4.97 out of 5 average rating, 318 reviews

This New House

Unique custom built new home constructed 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, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

Guest favorite

Cottage in Kingston

4.92 out of 5 average rating, 346 reviews

Private Upstate Rustic Kapitan’s Cottage Pets ok!

A vintage rustic country retreat featuring two floors with modern amenities. 2BR, full, and half bathroom. Family & Pet friendly. Large yard surrounded by a mature tree line for secluded privacy. Private stone deck with fire pit, BBQ & comfortable deck furniture. Generator on site. Close to Kingston, High Falls, Stone Ridge and Woodstock yet just far enough out to feel you're away from city hustle and bustle. Close to miles of hiking, outdoor activities and parks. 45 mins to Ski slopes.

Guest favorite

Rental unit in Bloomington

4.99 out of 5 average rating, 202 reviews

Couples Getaway, Hot Tub, 3 acres, 5mi to Kingston

Relax under the stars in your own 24/7 hot tub! Lounge on your own private deck overlooking the large peaceful yard. Rest up with a great night’s sleep on our ultra comfy queen bed and queen sofa bed. 5 minutes away you can hike the Rail Trail. You have access to a grill, outdoor table, fire pit, and surrounding woods. Discover Kingston, Woodstock, New Paltz, Catskill, and Mohonk (see Guidebook) | Grill | 55” TV | Fast Wi-Fi | Pets | Large Yard | Fire pit | Outdoor Dining | Free Parking

Guest favorite

Rental unit in High Falls

4.97 out of 5 average rating, 140 reviews

Sunset Garden Room in High Falls

Welcome to the Sunset Garden room. You will be staying in a hand built studio apartment featuring a Queen bed, a kitchenette, a small table, and a sitting/reading nook. There is a well lit handicap accessible private entrance, and sliding glass doors to a bluestone patio. The bathroom features a wheelchair accessible shower, and a soaking tub. You will be walking distance from the town , with a fine selection of eateries and shops . Nature abounds, with close access to trails.

Guest favorite

Home in Kingston

4.97 out of 5 average rating, 265 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Guest favorite

Cottage in Rosendale

4.88 out of 5 average rating, 102 reviews

Catskills Cottage near New Paltz, Kingston

Come and stay at this charming cottage tucked away in the foothills of the Catskills. Featuring a fully equipped kitchen, spacious living room, a short scenic hike on the premises, and multiple work spaces, this cottage is the perfect getaway. Around the corner from New Paltz and Kingston, under a half hour from Woodstock, the Gunks, and Mohonk Preserve, and less than an hour from Hunter Mountain and Belleayre, this home is the perfect base from which to explore the Catskills.

Guest favorite

Guesthouse in Tillson

4.98 out of 5 average rating, 247 reviews

The Garden Studio: Private, Tranquil, & Central

Near New Paltz, Kingston, many other Hudson Valley destinations. Relax after a day of hiking, biking, climbing, & exploring the beautiful Hudson Valley in your private, clean & cozy cottage! This former artist studio's creative décor reflects local artists the area is known for. Your private patio features a fire table for comfort & ambiance. Complimentary snacks & S'mores provided. We're centrally located in the Hudson Valley - only a 90 min +/- drive from the NYC area.

Guest favorite

Cottage in Bloomington

4.97 out of 5 average rating, 506 reviews

'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.

Guest favorite

Home in Rosendale

4.95 out of 5 average rating, 213 reviews

Modern & Comfy Apt. Main St Rosendale

Prime location in beautiful small town of Rosendale. Will consider dog guests, too. Please just message for information. $50 pet fee PER pet. Come and enjoy our 2 bedroom , 1 full bath private apartment. Downstairs unit, with private entrance. Brand new renovations & appliances to enjoy a peaceful stay while in great location. Off street parking in the driveway for guest use, free extra parking for visitors nearby.