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Bloomington Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Bloomington holiday rentals

A snow-covered deck with a railing, a lamp post, and leafless trees in the background.

1. Mr. Rogers River View

Mr. Rogers River View
Guttenberg
9.8 out of 10, Exceptional, (53 reviews)
"Great spot!"
United States
Shawn
The price is HK$883
HK$1,384 total
includes taxes & fees
25 Oct - 26 Oct
Mr. Rogers River View
A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

2. Ohio Street Retreat-hot tub, pool, massage chair

Ohio Street Retreat-hot tub, pool, massage chair
Prairie du Chien
10.0 out of 10, Exceptional, (95 reviews)
"Nice stay, will stay again."
United States
Thomas D.
The price is HK$932
HK$1,682 total
includes taxes & fees
1 Nov - 2 Nov
Ohio Street Retreat-hot tub, pool, massage chair
A hallway with wooden flooring, a dark door, and a small table with a vase.

3. Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Fennimore
9.4 out of 10, Exceptional, (6 reviews)
"The property was exactly as described. The decor was super cute and the beds were very comfortable! Highly recommend this property!"
United States
Christina
The price is HK$753
HK$1,374 total
includes taxes & fees
18 Oct - 19 Oct
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
A wooden deck with a metal gate in front of a house.

4. Hooks & Honkers Hideout Fish • Hunt • UTV • Small-Town Charm

Hooks & Honkers Hideout Fish • Hunt • UTV • Small-Town Charm
Guttenberg
10.0 out of 10, Exceptional, (11 reviews)
"Great little place in Guttenberg. "
United States
Drew V.
The price is HK$594
HK$1,597 total
includes taxes & fees
20 Oct - 21 Oct
Hooks & Honkers Hideout Fish • Hunt • UTV • Small-Town Charm
A brown building with a porch, a white door, and a window.

5. Cozy1 -bedroom cottage with AC in charming Marquette. 1 blk to public boat ramp

Cozy1 -bedroom cottage with AC in charming Marquette. 1 blk to public boat ramp
Marquette
10.0 out of 10, Exceptional, (8 reviews)
The price is HK$883
HK$1,165 total
includes taxes & fees
2 Nov - 3 Nov
Cozy1 -bedroom cottage with AC in charming Marquette. 1 blk to public boat ramp
A brick building with large windows and a balcony.

6. American House 1854- Steamboat Landing, 4 Bedrooms, 1.5 Bath, Full Kitchen

American House 1854- Steamboat Landing, 4 Bedrooms, 1.5 Bath, Full Kitchen
McGregor
9.8 out of 10, Exceptional, (10 reviews)
"Really beautiful place, the stay was amazing, and the host was helpful and responsive when needed. Location is close and walkable to many great shops, bars, and restaurants. "
United States
Brett O.
The price is HK$1,406
HK$2,805 total
includes taxes & fees
29 Oct - 30 Oct
American House 1854- Steamboat Landing, 4 Bedrooms, 1.5 Bath, Full Kitchen
A kitchen with white cabinets, a central island with bar stools, a dining table with chairs, and a ceiling fan.

7. Cozy 2 Bedroom Home in Prairie du Chien - Make a Memory

Cozy 2 Bedroom Home in Prairie du Chien - Make a Memory
Southside
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay in Prairie du Chien! The place is very clean with comfortable beds! We didnt cook in the unit, but everything you need to do so was available! Including a gas grill on the back deck area. The kitchen had a great coffee maker and a huge fridge. Overall, a very nice place. I would not hesitate to book this house again. The hosts were super attentive if we had any questions. Five out of Five stars!"
United States
Barry
The price is HK$1,177
HK$2,249 total
includes taxes & fees
22 Oct - 23 Oct
Cozy 2 Bedroom Home in Prairie du Chien - Make a Memory
A cozy cabin interior with a wooden TV stand, bookshelves, a sofa, and a dining area with chairs.

8. Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin
Boscobel
9.6 out of 10, Exceptional, (12 reviews)
"very nice and quiet place to hang your hat."
United States
reuben n.
The price is HK$770
HK$1,347 total
includes taxes & fees
18 Oct - 19 Oct
Crooked Creek - Rustic Cabin
A living room with a large flat-screen TV, wooden flooring, a sofa, a coffee table, and a dining area with chairs and a table.

9. The Riverside Brickhouse- 6 Bedrooms, 2 Bathroom, Riverviews, Grill, AC/Wifi

The Riverside Brickhouse- 6 Bedrooms, 2 Bathroom, Riverviews, Grill, AC/Wifi
McGregor
10.0 out of 10, Exceptional, (12 reviews)
"Fantastic location. Cute town. Easy option to rent pontoon boats right across the street.House was as described, clean and charming."
United States
Stacie L.
The price is HK$1,971
HK$4,027 total
includes taxes & fees
22 Oct - 23 Oct
The Riverside Brickhouse- 6 Bedrooms, 2 Bathroom, Riverviews, Grill, AC/Wifi
A rustic log cabin with a wooden porch, a wheelbarrow, and potted flowers.

10. Historic Sadie's Log Cabin

Historic Sadie's Log Cabin
McGregor
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay!"
United States
Haris T.
The price is HK$1,459
HK$1,845 total
includes taxes & fees
9 Nov - 10 Nov
Historic Sadie's Log Cabin
A log cabin interior with a leather armchair, a sofa, a table with a lamp, and a wood-burning stove.

11. Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (16 reviews)
"Worked well for our 2-day stay. "
United States
John V.
The price is HK$813
HK$1,499 total
includes taxes & fees
3 Nov - 4 Nov
Crooked Creek - Serenity Cabin
A rustic cabin with a wooden exterior and a red roof, surrounded by a well-maintained grassy area and trees.

12. Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.8 out of 10, Exceptional, (13 reviews)
"Nice location quiet and relaxing)."
United States
Nick N.
The price is HK$684
HK$1,203 total
includes taxes & fees
8 Nov - 9 Nov
Crooked Creek - Relaxation Cabin
A living room with a fireplace, a television, and a ceiling fan.

13. Historic Victorian Apartment

Historic Victorian Apartment
McGregor
10.0 out of 10, Exceptional, (12 reviews)
"This was such an adorable place to stay!"
United States
Jill
The price is HK$1,718
HK$2,170 total
includes taxes & fees
9 Nov - 10 Nov
Historic Victorian Apartment
A single-story house with a covered porch, a small deck, and a front yard with grass and mulch.

14. 1 bedroom, 2 loft Park Model in campground in Marquette, Iowa.

1 bedroom, 2 loft Park Model in campground in Marquette, Iowa.
Marquette
9.6 out of 10, Exceptional, (28 reviews)
"Excellent and clean place- and friendly hosts"
United States
Rebecca K.
The price is HK$1,177
HK$2,013 total
includes taxes & fees
16 Oct - 17 Oct
1 bedroom, 2 loft Park Model in campground in Marquette, Iowa.
A log cabin with a large front porch, a staircase, and a deck.

15. Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi

Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi
Harpers Ferry
8.6 out of 10, Excellent, (40 reviews)
"Host was attentive to my questions and responded to any inquires in good time. We had a very nice time with family."
United States
Cathi K.
The price is HK$981
HK$2,461 total
includes taxes & fees
11 Nov - 12 Nov
Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi
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

Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

10/10 Excellent
"Great room,"
Kris 1-night trip
Posted 12 hours ago
Sleep Inn & Suites Lancaster-Platteville

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 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?

Fritz’s Farmhouse.. Country getaway. : This holiday home rental outside of Bloomington is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

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. Wyalusing State Park and Nelson Dewey State Park 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.