Bloomington Vacation Rentals from CA $210: Short-Term Rentals for 2026

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Bloomington vacation rentals

A wooden vanity with a mirror, two pendant lights, and a folded towel.

1. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Stone Ridge

Stephen

CA $229 total

includes taxes & fees

Sep 21 - Sep 22

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

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

Kingston

Brendan B.

CA $338 total

includes taxes & fees

Sep 1 - Sep 2

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

3. Campfire Cottage: Fireplace, fire pit & no chores!

Kingston

Samuel M.

CA $367 total

includes taxes & fees

Sep 23 - Sep 24

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

4. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston

Erin H.

CA $408 total

includes taxes & fees

Sep 16 - Sep 17

A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

5. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston

Clara L.

CA $397 total

includes taxes & fees

Sep 10 - Sep 11

A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Staatsburg

jay c.

CA $272 total

includes taxes & fees

Sep 1 - Sep 2

A bedroom with a bed, dresser, desk, and chairs.

7. Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

Ulster Park

Curt B.

CA $683 total

includes taxes & fees

Aug 27 - Aug 28

A kitchen with wooden countertops, a dining table, and chairs. There are jars and cups on the counter.

8. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Stone Ridge

Tarun

CA $363 total

includes taxes & fees

Sep 7 - Sep 8

A bedroom with a bed, a wooden shelf, a bedside table, a mirror, and a basket.

9. Charming & Quaint 1 bed in Historic Uptown!

Kingston

CA $365 total

includes taxes & fees

Sep 22 - Sep 23

A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

10. Luxe Historical Style - 2 FP’s & Soaking Tub

Kingston

Laura D.

CA $703 total

includes taxes & fees

Sep 15 - Sep 16

A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Kingston

Kelley Marie

CA $465 total

includes taxes & fees

Sep 15 - Sep 16

A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

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

Stone Ridge

Michael C.

CA $224 total

includes taxes & fees

Sep 7 - Sep 8

A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

13. The Studio at the Inn at High Falls

High Falls

Jamie M.

CA $374 total

includes taxes & fees

Aug 30 - Aug 31

A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

14. Stunning and Cozy loft apartment in kingston .

Kingston

Robin H.

CA $366 total

includes taxes & fees

Sep 24 - Sep 25

15. Woods Cabin-Kingston/Woodstock, NY.

Kingston

Carrie

CA $277 total

includes taxes & fees

Aug 31 - Sep 1

A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

16. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

CA $399 total

includes taxes & fees

Aug 31 - Sep 1

A modern living room with a large window, a fireplace, and a cozy seating area.

17. Mossy Moody Cabin in High Falls, NY

High Falls

Steve H.

CA $664 total

includes taxes & fees

Sep 1 - Sep 2

A deck with a red umbrella, wooden chairs, and a table with potted plants.

18. Mid-Century DJ’s Dream

Staatsburg

Alexandra R.

CA $306 total

includes taxes & fees

Aug 31 - Sep 1

A bedroom with a bed, nightstands, a chandelier, and a window with curtains.

19. Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Kingston

Jennifer C.

A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

20. Private, Cozy, Clean apartment in lovely Hyde Park

Hyde Park

Janet M.

CA $285 total

includes taxes & fees

Aug 31 - Sep 1

View all properties

Find vacation rentals that suit your style

Apartments

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Bloomington Hotel Reviews

Hampton Inn by Hilton New Paltz

8/10 Good

"The room 333 have a musty smell. Triggering allergy."

DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"First-class hotel, except for the breakfast. My spouse and child waited for 40 minutes to be fed until they gave up and left. They observed other patrons not getting any breakfast, either. Probably just as well, as the prices were outrageously high (even if the service had been even remotely competent). The drive-thru window at Dunkin' Donuts provided better service and at much more reasonable prices. I would stay at the Doubletree again, but I would plan to avoid their restaurant at all costs."

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"Everything was great...fun bar, very nice rooms with kitchen small living room area. But the reason we stayed was the Culinary Institute. The staff told us it was a 5 min walk, Please be advised it is not 5 min more like 10-15 min. The hill from the hotel is step and it's also steep to go up to the Culinary Institute. If your young its fine. But people who don't walk to well should expect to take and Uber maybe 7-10.00$ We took and Uber home because it was dark out after we had our dinner. You can pick up and Uber very easy by the students dorms."

Find out more about Bloomington

Everything you need to know about Bloomington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bloomington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bloomington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bloomington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bloomington. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bloomington vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bloomington vacation rentals we have selected for you start as low as CA $210 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bloomington rentals

At Expedia, we put the best Bloomington vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bloomington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bloomington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bloomington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: Visitors like this Bloomington vacation home rental. It is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Vanderbilt Mansion National 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Bloomington vacation rentals

1. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

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

3. Campfire Cottage: Fireplace, fire pit & no chores!

4. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

5. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

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

7. Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

8. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

9. Charming & Quaint 1 bed in Historic Uptown!

10. Luxe Historical Style - 2 FP’s & Soaking Tub

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

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

13. The Studio at the Inn at High Falls

14. Stunning and Cozy loft apartment in kingston .

15. Woods Cabin-Kingston/Woodstock, NY.

16. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

17. Mossy Moody Cabin in High Falls, NY

18. Mid-Century DJ’s Dream

19. Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

20. Private, Cozy, Clean apartment in lovely Hyde Park

Find vacation rentals that suit your style

Top Bloomington Hotel Reviews

Hampton Inn by Hilton New Paltz

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Courtyard by Marriott Kingston

Beekman Arms and Delamater Inn

DoubleTree by Hilton Poughkeepsie Convention Center

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hampton Inn & Suites Poughkeepsie

Americas Best Value Inn New Paltz

Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Bloomington

Frequently asked questions

Go further with the Expedia app