Vacation rentals in Bloomington

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Top-rated vacation rentals in Bloomington

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

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Guest favorite

Cabin in Kingston

4.93 out of 5 average rating, 103 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!

Nov 5 – 12

G$27,815 GYD per night

Superhost

Cottage in West Park

4.84 out of 5 average rating, 194 reviews

Rustic, Sunny, Little Red Cottage in the Woods

Just outside of New Paltz, the cottage is 400 square feet, plus loft area, in addition to a 120-square-foot (winterized) screened-in porch with bistro table and additional relaxation spots. The main room hosts a double-size, comfortable futon couch, a dining table for four or more, a fully equipped kitchen providing all the basic amenities. The loft (up a ladder) hosts a super-comfy queen-sized bed. There is a small stone patio with an outdoor dining table with umbrella and a barbeque grill.

Feb 11 – 18

G$25,324 GYD per night

Guest favorite

Home in Kingston

4.96 out of 5 average rating, 108 reviews

BRAND NEW! This New House Three

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, quartzite, and slate accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

Dec 26 – Jan 2

G$30,173 GYD per night

Guest favorite

Home in Kingston

4.98 out of 5 average rating, 215 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive, newly 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...

Aug 2 – 9

G$30,562 GYD per night

Guest favorite

Apartment in High Falls

4.98 out of 5 average rating, 112 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.

Jun 12 – 19

G$23,911 GYD per night

Guest favorite

Cottage in Rosendale

4.99 out of 5 average rating, 123 reviews

Sweet Green Rosendale Cottage

Welcome to our cozy, modern 1 bedroom cottage. The house is clean and airy with vaulted ceilings in the main room and large windows looking out over the rock ledge and yard in back. Great for visitors to the area who want some peace and privacy but also the ability to walk to town, Trailways bus stop, and the rail trail. **We are committed to following meticulous cleaning and sanitizing protocols before and after each stay to maintain happy, healthy, sparkling living spaces.

May 28 – Jun 4

G$27,329 GYD per night

Guest favorite

Guesthouse in Tillson

4.98 out of 5 average rating, 216 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.

May 9 – 16

G$23,215 GYD per night

Guest favorite

Cottage in Bloomington

4.98 out of 5 average rating, 464 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.

Jul 7 – 14

G$36,673 GYD per night

Guest favorite

Apartment in Bloomington

4.99 out of 5 average rating, 151 reviews

Catskills Hot Tub Bliss 5mi to Kingston

Relax under the stars in your own private 24/7 hot tub! Lounge on your own private second floor deck while looking at birds and deer. 5 minutes away you can hike the Rail Trail. Discover Kingston, Woodstock, New Paltz, Catskill, and Mohonk (distances in the Neighborhood section and in guidebook). Ultra comfy queen bed and queen sofa bed! | Grill | 55” TV | Fast Wi-Fi | Pets | Large Yard | Fire pit | Outdoor Dining | Free Parking!

Dec 20 – 27

G$65,346 GYD per night

Guest favorite

Apartment in Rosendale

4.96 out of 5 average rating, 201 reviews

Rosendale Trestle View

Enjoy views from your upstairs oasis: 1 bedroom, office, kitchen, & bath. Stay coooool all summer long with our very quiet mini splits. Slip out your private entrance to hike Joppenbergh. Bring or Rent a bike, ride or walk or even X-country ski the #EmpireTrail, the Rosendale trestle and Wallkill Rail-trail. View the trestle and walk 5 minutes to the trail from the house. Walk to local eateries, and cinema, or just relax by the river.

Sep 25 – Oct 2

G$25,347 GYD per night

Guest favorite

Guesthouse in Ulster Park

4.85 out of 5 average rating, 457 reviews

Hudson Valley Hideaway

Nestled in the Hudson River Valley an intimate apartment ideal for one or two. 85 miles from NYC, Conveniently located 20 minutes to New Paltz, Mohonk, Woodstock and Bard College. Enjoy a stroll on the land with your morning tea or coffee and visit the koi pond. Check out this wonderful review from the marvelous friends at &north! http://andnorth.com/stay/artist-owned-airbnb-cottage-tucked-away-esopus-ny/

Sep 27 – Oct 4

G$17,807 GYD per night

Guest favorite

Guest suite in Kingston

4.99 out of 5 average rating, 194 reviews

Calm Oasis, walk to Historic Stockade

Relax, rejuvenate and refresh in your own private, spacious master suite and living area. This beautiful, welcoming space has been 100% renovated with guests in mind. Serene natural color scheme, warm lighting, and ample natural light. Decorated with tasteful furnishings. 15 min. walk to the center of the historical Stockade District. City of Kingston STR Licence #008390

Dec 20 – 27

G$29,679 GYD per night