Bloomington Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Bloomington holiday rentals

Holiday Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very good, (34 reviews)
"The location and layout cozy and warm. The odor of the water and bathroom like sulfer.Coffee seemed old pot did not work right.Could not get hot water for a shower either."
United States
dianna i.
The price is AU$383
includes taxes & fees
15 Mar - 16 Mar
The Studio at the Inn at High Falls
9.4 out of 10, Exceptional, (21 reviews)
"Great stay!"
United States
Olivia O.
The price is AU$221
includes taxes & fees
25 Mar - 26 Mar
Romantic Apartment in Historic Stone Ridge
9.6 out of 10, Exceptional, (24 reviews)
"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "
United States
Mary S.
The price is AU$231
includes taxes & fees
18 Mar - 19 Mar
Dream getaway apartment in the foot of Gunks Ridge
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is AU$232
includes taxes & fees
18 Mar - 19 Mar
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
The price is AU$234
includes taxes & fees
16 Mar - 17 Mar
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
9.6 out of 10, Exceptional, (15 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is AU$387
includes taxes & fees
18 Mar - 19 Mar
Peaceful Cabin w/ Fire Pit & Creek Access
10.0 out of 10, Exceptional, (5 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 AU$342
includes taxes & fees
1 Apr - 2 Apr
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
10.0 out of 10, Exceptional, (76 reviews)
"great location and nice host"
United States
christopher s.
The price is AU$313
includes taxes & fees
16 Mar - 17 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (11 reviews)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is AU$324
includes taxes & fees
18 Mar - 19 Mar
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
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 AU$415
includes taxes & fees
1 Apr - 2 Apr
Retro Retreat: renovated 2BR, desk, no chore list!
9.4 out of 10, Exceptional, (13 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is AU$269
includes taxes & fees
19 Mar - 20 Mar
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
9.4 out of 10, Exceptional, (14 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is AU$315
includes taxes & fees
15 Mar - 16 Mar
Stunning and Cozy loft apartment in kingston .
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is AU$344
includes taxes & fees
16 Mar - 17 Mar
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
9.4 out of 10, Exceptional, (28 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
The price is AU$348
includes taxes & fees
17 Mar - 18 Mar
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful spot to unwind and take a relaxing getaway."
United States
cheryll s.
The price is AU$545
includes taxes & fees
15 Mar - 16 Mar
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
9.8 out of 10, Exceptional, (71 reviews)
"we enjoyed our overnight stay. Our accommodations were clean and the wooded views and overall setting was very nice."
United States
Lisa G.
The price is AU$339
includes taxes & fees
15 Mar - 16 Mar
Esopus Creek modern Tiny house Retreat!
10.0 out of 10, Exceptional, (40 reviews)
"Cute house in a great location. Thanks for the stay!"
United States
Nicole S.
The price is AU$569
includes taxes & fees
17 Mar - 18 Mar
Brand New House w gated backyard that is located right at the Saugerties Village
9.6 out of 10, Exceptional, (25 reviews)
"The rental was very clean & Beds were very comfortable. "
United States
R.A.G. Time A.
The price is AU$332
includes taxes & fees
17 Mar - 18 Mar
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Holiday Home in Poughkeepsie

King Bed | Private Parking | Strong WiFi
The price is AU$445
includes taxes & fees
25 Mar - 26 Mar
King Bed | Private Parking | Strong WiFi
9.8 out of 10, Exceptional, (22 reviews)
"Very clean accommodations! Easy process from start to finish"
United States
Samantha R.
The price is AU$283
includes taxes & fees
15 Mar - 16 Mar
West Wing - a unique private space w/patio
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Bloomington Hotel Reviews

Find out more about Bloomington

Everything you need to know about Bloomington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bloomington holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bloomington holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bloomington holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bloomington holiday rentals we have selected for you start as low as AU$232 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bloomington rentals

At Expedia, we put the best Bloomington holiday 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 holiday.

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 holiday rentals in Bloomington?

Yes, there are holiday rentals close to the most popular sights in Bloomington, or you can select a more secluded option if you're looking for a relaxing stay.

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

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Bloomington is located on a river, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family.

What can I see and do in Bloomington?

While exploring the area, visit family-friendly sights like Hyde Park Station, or get outside and enjoy nature at Forsyth Park. Ulster Performing Arts Center and Esopus Creek are a couple of places you'll find in the wider area.

What are holiday rentals like in Bloomington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bloomington. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.