Bloomington Holiday Rentals

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Holiday Rentals in Bloomington

Newly updated historical home

2.0 star property
Prairie du Chien
9.8 out of 10, Exceptional, (58)
"Great location! Bed was comfortable ,but if you are light sensitive bring an eye-mask, bedroom is very bright. Apartment had everything we needed .Alyson was very easy to contact & responded right away when we reached out .we would definitely stay here again."
United States
madonna q.
Newly updated historical home

The Harwood House

Prairie du Chien
10.0 out of 10, Exceptional, (81)
"Clean and very well equipped for our week long stay. Very cozy and comfortable. Will stay again next time we visit Prairie du Chien, WI"
United States
Sarah C. C.
The Harwood House

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

Harpers Ferry
8.8 out of 10, Excellent, (21)
"The cabin was perfect for our 2 families to have a long weekend together! "
United States
Sara S.
The price is AU$458
includes taxes & fees
28 Nov - 29 Nov
Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi

Ohio Street Retreat-hot tub, massage chair, pool

Prairie du Chien
10.0 out of 10, Exceptional, (67)
"We came to PDC to ride over the 4th of July. This was a perfect spot for us. The bed was comfortable, the kitchen was large for doing cooking and the pool on the 90 degree day was wonderful. The Irish pub is an easy walk where they have great food and a super friendly staff. We hope to come again sometime! "
United States
Jen S.
The price is AU$320
includes taxes & fees
23 Nov - 24 Nov
Ohio Street Retreat-hot tub, massage chair, pool

Water Street Lodge! Waterfront 4 Bedroom, 4 Bath, Sleeps 12!

Marquette
9.4 out of 10, Exceptional, (34)
"We had a very nice stay at Water Street Lodge. Thanks"
United States
Stephen K.
Water Street Lodge! Waterfront 4 Bedroom, 4 Bath, Sleeps 12!

A stone's throw from the River, this amazing property won't disappoint!

Prairie du Chien
10.0 out of 10, Exceptional, (23)
"Great stay thank you! "
United States
Tracie
A stone's throw from the River, this amazing property won't disappoint!

Mr. Rogers River View

Guttenberg
9.6 out of 10, Exceptional, (39)
"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 AU$273
includes taxes & fees
27 Nov - 28 Nov
Mr. Rogers River View

Wisconsin Property | 2 Luxury Lodges | Sleeps 31

Cassville
10.0 out of 10, Exceptional, (2)
"We had an excellent weekend at the Luxury Lodges. The house was stocked with everything we needed, from linens and towels to cookware and paper products. It was very clean as well. The property is secluded for privacy and offers a beautiful view of the Mississippi River. The basement is an open area with games to play as well . We will definitely stay again, hopefully in the near future."
United Kingdom
Wendy U.
Wisconsin Property | 2 Luxury Lodges | Sleeps 31

Secluded Retreat ~ Indoor Pool ~ Hot Tub ~Close To Sundown Mountain

Dubuque
10.0 out of 10, Exceptional, (30)
"This house was the perfect vacation home for our large family. The views were stunning! The pool, pickle ball, ping pong and all the other features of this house were wonderful. "
United States
Barbara R.
Secluded Retreat ~ Indoor Pool ~ Hot Tub ~Close To Sundown Mountain

OFF SEASON SPECIAL! PRICES ARE SLASHED! 3br-2bth”4beds”house with arcade games!

Guttenberg
10.0 out of 10, Exceptional, (61)
"We had a great time. It is peaceful and we had a great view of the Mississippi River and Guttenberrg."
United States
James P.
OFF SEASON SPECIAL! PRICES ARE SLASHED! 3br-2bth”4beds”house with arcade games!

Waterfront cabin with amazing views- Short drive to Dubuque,IA

Potosi
10.0 out of 10, Exceptional, (17)
"The VRBO was amazing! Great view! The large game room area was terrific! Very comfortable accommodations! I would recommend it to everyone! "
United States
Wendy G.
Waterfront cabin with amazing views- Short drive to Dubuque,IA

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

Bagley
9.4 out of 10, Exceptional, (38)
"Great cozy place near the river!"
United States
Clint P.
The price is AU$493
includes taxes & fees
18 Nov - 19 Nov
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Waterfront River Home

Harpers Ferry
10.0 out of 10, Exceptional, (35)
"Owners were very helpful and friendly. View of the river is beautiful. River rat paradise. "
United States
Brad
Waterfront River Home

Modern Cottage Cabin, private area with pond, fishing nearby, swimming and more

McGregor
9.8 out of 10, Exceptional, (9)
"This was a fun little cottage perfect for me and a friend to get away for a weekend. The property provided enough space to do activities outside, including a short trail they have around the property as well as enough space to watch movies and play games inside when we weren't out and about doing things in the area. Definitely plan to stay here again if I do more trips to the Mcgregor area. "
United States
Anonymous traveller
Modern Cottage Cabin, private area with pond, fishing nearby, swimming and more

Historic Sadie's Log Cabin

McGregor
10.0 out of 10, Exceptional, (5)
"The cabin was really comfortable- we really enjoyed our stay. The spot on the Main Street is an easy walk to coffee shops, restaurants and shops. We enjoyed the easy access from McGregor to Effigy Mounds National Monument and Pike’s Peak State Park. "
United States
Maryanne N.
The price is AU$269
includes taxes & fees
18 Nov - 19 Nov
Historic Sadie's Log Cabin

Cozy family friendly home nestled in the bluffs just steps from the Mississippi!

Marquette
10.0 out of 10, Exceptional, (15)
"We had an amazing stay at the Irish house! Cleanliness was on point and hospitality was top tier! Thanks again! "
United States
Nick S.
Cozy family friendly home nestled in the bluffs just steps from the Mississippi!

Fritz’s Farmhouse.. Country getaway.

Guttenberg
10.0 out of 10, Exceptional, (74)
"This 1800's renovated farmhouse offers a unique experience. "
United States
Pat W.
The price is AU$365
includes taxes & fees
17 Nov - 18 Nov
Fritz’s Farmhouse.. Country getaway.

Larsen Hunters Rustic Cabin

Wauzeka
8.6 out of 10, Excellent, (11)
"Has just about everything you need. Would recommend some newer pots and pans and updating the amenities listing."
United States
Kevin N.
Larsen Hunters Rustic Cabin

Walk to Wyalusing Beach: Cabin w/ River View!

3.0 star property
Bagley
Walk to Wyalusing Beach: Cabin w/ River View!

Becwar House . . . at the Mississippi River

Prairie du Chien
10.0 out of 10, Exceptional, (34)
"Property was amazing. "
United States
darcy r.
Becwar House . . . at the Mississippi River
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

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$269 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?

Newly updated historical home: This holiday home rental outside of Bloomington is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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.