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Bloomington Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Bloomington vacation rentals

Terrace/patio

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Stone Ridge
8.6 out of 10, Excellent, (17 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is ￥11,207
￥23,889 total
includes taxes & fees
Jul 29 - Jul 30
Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet
Coffee/tea maker, fridge, microwave, oven

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is ￥13,600
￥43,676 total
includes taxes & fees
Jul 27 - Jul 28
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.2 out of 10, Wonderful, (32 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is ￥18,433
￥44,135 total
includes taxes & fees
Jul 28 - Jul 29
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Smart TV

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (28 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is ￥21,382
￥47,070 total
includes taxes & fees
Jul 29 - Jul 30
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is ￥20,645
￥50,466 total
includes taxes & fees
Aug 18 - Aug 19
Campfire Cottage: Fireplace, fire pit & no chores!
Coffee/tea maker, fridge, oven, stovetop

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (5 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is ￥18,728
￥34,348 total
includes taxes & fees
Aug 5 - Aug 6
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Interior

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.6 out of 10, Exceptional, (28 reviews)
"Very nice location to our day trips along the Hudson and the Catskills Nice having a kitchen Good for a couple looking for a nice getaway"
United States
Mark
The price is ￥20,235
￥33,835 total
includes taxes & fees
Aug 11 - Aug 12
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
1 bedroom, WiFi (free), bed sheets

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very Good, (40 reviews)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
United States
Jamie M.
The price is ￥18,349
￥43,750 total
includes taxes & fees
Jul 26 - Jul 27
The Studio at the Inn at High Falls
Terrace/patio

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (2 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is ￥27,735
￥50,171 total
includes taxes & fees
Aug 12 - Aug 13
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Interior

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (93 reviews)
"Wonderful stay. "
United States
Chris L.
The price is ￥24,827
￥40,101 total
includes taxes & fees
Aug 9 - Aug 10
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (5 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is ￥18,593
￥33,063 total
includes taxes & fees
Aug 4 - Aug 5
Woods Cabin-Kingston/Woodstock, NY.
Interior

Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (16 reviews)
"The apartment was very clean and updated! Small back deck was nice to drink my morning coffee! Only issue was kids yelling and screaming in the neighborhood till almost 11pm."
United States
Donna
The price is ￥24,465
￥43,841 total
includes taxes & fees
Aug 13 - Aug 14
Stunning and Cozy loft apartment in kingston .
2 bedrooms, desk, WiFi (free), bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is ￥23,758
￥59,641 total
includes taxes & fees
Aug 18 - Aug 19
Retro Retreat: renovated 2BR, desk, no chore list!
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (289 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
The price is ￥23,046
￥50,837 total
includes taxes & fees
Jul 26 - Jul 27
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (54 reviews)
"Kevin's place is lovely. Would definitely stay again when visiting the area. Great location for our needs. "
United States
Sue T.
The price is ￥22,312
￥37,232 total
includes taxes & fees
Jul 29 - Jul 30
Mid-Century DJ’s Dream
1 bedroom, desk, WiFi (free), bed sheets

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is ￥21,431
￥48,600 total
includes taxes & fees
Jul 29 - Jul 30
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Property grounds

Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm

Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm
Ulster Park
9.8 out of 10, Exceptional, (16 reviews)
"Easy access and checkout, extremely clean, accurate pictures, comfy beds, well stocked kitchen. Great for groups. Would gladly stay again!"
United States
Emily F.
The price is ￥44,092
￥129,759 total
includes taxes & fees
Jul 27 - Jul 28
Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm
TV, books, computer monitors

The Quaint House: Modern Heritage in Roundout Kingston Waterfront

The Quaint House: Modern Heritage in Roundout Kingston Waterfront
Rondout
9.0 out of 10, Wonderful, (2 reviews)
"The interior bedroom pictures we found to be very accurate. Shower and Bathroom was excellent. Interior very well appointed. Bedding, beds, pillows, towels all comfortable and good quality. The home is a much older, historic type home. Although the home was clean, their was a smell during our stay that reminded us of pet smells. We figured that with the age of the home, there is a good possibility that the smell is just in the wooden floors. The area was under a heat advisory, if you own a...
United States
Michelle B.
The price is ￥32,115
￥41,107 total
includes taxes & fees
Jul 27 - Jul 28
The Quaint House: Modern Heritage in Roundout Kingston Waterfront
Smart TV, fireplace

Mossy Moody Cabin in High Falls, NY

Mossy Moody Cabin in High Falls, NY
High Falls
9.8 out of 10, Exceptional, (20 reviews)
"Had a great fall weekend staying at the cabin. Cute place and the location was perfect for our activities in the nearby towns like Kingston and Accord."
United States
Steve H.
Mossy Moody Cabin in High Falls, NY
Smart TV, fireplace

Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is ￥27,527
￥40,964 total
includes taxes & fees
Aug 17 - Aug 18
Private, Cozy, Clean apartment in lovely Hyde Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bloomington Hotel Reviews

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"Staff are always nice. I think the breakfast can be revamped some. Its very confusing on how it works. Some times its buffet style while others you may have to order off a menu. Maybe try to make it one way or the other. But everything else was great. Thanks"
Quineisha 2-night trip
Posted 14 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center

Find out more about Bloomington

Search for holiday rentals in Bloomington on Expedia! You can easily find your home rentals, villas, holiday apartments in Bloomington using one of the methods below:

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Look no further and take a look at our great range of rental properties in Bloomington!

Frequently asked questions

Can I find vacation rentals in Bloomington?

Yes, we have vacation rentals close to well known points of interest in Bloomington, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals that Bloomington has to offer?

The Studio at the Inn at High Falls: Visitors like this Bloomington vacation home rental. It is located in a rural location and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

What can I see and do in Bloomington?

While exploring the area, visit family-friendly sights like Hudson River Maritime Museum, or get outside and enjoy nature at Esopus Creek. Ulster Performing Arts Center and Senate House State Historic Site are a couple of places you'll find in the larger area.

What are vacation rentals like in Bloomington?

Vacation rentals are private accommodations you can reserve for a short or long stay in Bloomington. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.