Bloomington Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Bloomington holiday rentals

TV
Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin
Boscobel
9.6 out of 10, Exceptional, (8 reviews)
"It was a beautiful, solidly built, cozy cabin in a very pretty location. Perfect getaway spot. Very kind and helpful host! "
United States
Lindsay W.
The price is HK$765
HK$1,330 total
includes taxes & fees
14 Jan - 15 Jan
Crooked Creek - Rustic Cabin
TV, books
Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (12 reviews)
"Everything from booking, cleanliness, amenities and checking out were excellent. The front porch was wonderful!"
United States
Susan M B.
The price is HK$807
HK$1,464 total
includes taxes & fees
14 Jan - 15 Jan
Crooked Creek - Serenity Cabin
Property grounds
Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.8 out of 10, Exceptional, (8 reviews)
"Nice location quiet and relaxing)."
United States
Nick N.
The price is HK$680
HK$1,195 total
includes taxes & fees
19 Jan - 20 Jan
Crooked Creek - Relaxation Cabin
Exterior
Historic Sadie's Log Cabin

Historic Sadie's Log Cabin

Historic Sadie's Log Cabin
McGregor
10.0 out of 10, Exceptional, (6 reviews)
"Pocket City Pub, Backwoods Bar & Grill"
United States
Curtis
The price is HK$1,113
HK$1,422 total
includes taxes & fees
27 Jan - 28 Jan
Historic Sadie's Log Cabin
Property grounds
Paint Creek Lodge ... 5 Bedroom A-Frame Log Cabin W/Hot Tub & Swimming Pond

Paint Creek Lodge ... 5 Bedroom A-Frame Log Cabin W/Hot Tub & Swimming Pond

Paint Creek Lodge ... 5 Bedroom A-Frame Log Cabin W/Hot Tub & Swimming Pond
Harpers Ferry
6.8 out of 10, (3 reviews)
"Very quiet and peaceful location!"
United States
Kirk W.
The price is HK$526
HK$2,370 total
includes taxes & fees
22 Jan - 23 Jan
Paint Creek Lodge ... 5 Bedroom A-Frame Log Cabin W/Hot Tub & Swimming Pond
Property grounds
Mr. Rogers River View

Mr. Rogers River View

Mr. Rogers River View
Guttenberg
9.6 out of 10, Exceptional, (39 reviews)
"It was a cute place to stay. The river view was awesome. Great walking distance for a lot of places. Our bed wasn’t the most comfortable. "
United States
RICHARD
The price is HK$877
HK$1,375 total
includes taxes & fees
14 Jan - 15 Jan
Mr. Rogers River View
Terrace/patio
Fritz’s Farmhouse.. Country getaway.

Fritz’s Farmhouse.. Country getaway.

Fritz’s Farmhouse.. Country getaway.
Guttenberg
10.0 out of 10, Exceptional, (74 reviews)
"Love the house, it was really neat! Lots of room to park boats. Will stay again!"
United States
Timothy D.
The price is HK$974
HK$1,842 total
includes taxes & fees
20 Jan - 21 Jan
Fritz’s Farmhouse.. Country getaway.
Fridge, microwave, oven, stovetop
Ohio Street Retreat-hot tub, massage chair, pool

Ohio Street Retreat-hot tub, massage chair, pool

Ohio Street Retreat-hot tub, massage chair, pool
Prairie du Chien
10.0 out of 10, Exceptional, (77 reviews)
"Clean and comfortable place to stay! Beautifully decorated! Great host-would stay again if coming to the area! "
United States
Sheila M.
The price is HK$968
HK$1,611 total
includes taxes & fees
25 Jan - 26 Jan
Ohio Street Retreat-hot tub, massage chair, pool
Property grounds
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Bagley
9.4 out of 10, Exceptional, (40 reviews)
"Such a quaint quiet place to stay! Close to shopping and things to do as well. So well equipped with all your needs. Would definitely stay again!"
United States
Jennifer B.
The price is HK$1,123
HK$2,484 total
includes taxes & fees
19 Jan - 20 Jan
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Interior
Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
2.0 star property
Fennimore
The price is HK$636
HK$1,000 total
includes taxes & fees
20 Jan - 21 Jan
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
TV
Historic Victorian Apartment

Historic Victorian Apartment

Historic Victorian Apartment
McGregor
10.0 out of 10, Exceptional, (6 reviews)
"Really cool place in a cute little town!"
United States
Nicholas M.
The price is HK$1,629
HK$2,051 total
includes taxes & fees
25 Jan - 26 Jan
Historic Victorian Apartment
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

Country Inn & Suites by Radisson, Prairie du Chien

Country Inn & Suites by Radisson, Prairie du Chien

10/10 Excellent
"Very clean"
Shawna 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Prairie du Chien

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:

  • View our selection of featured holiday rentals in Bloomington
  • Use the map to find apartments and other holiday homes in the Bloomington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bloomington while they last

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

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?

Secluded Retreat ~ Indoor Pool ~ Hot Tub ~Close To Sundown Mountain: This holiday home rental outside of Bloomington is located on a river, and has an indoor pool, a patio and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Bloomington?

While exploring the area, visit family-friendly sights like Fort Fun Park, or get outside and enjoy nature at Grant River. Glass Lake and Big Springs 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 offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.