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Top Holiday Rentals in Bloomington

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
10.0 out of 10, Exceptional, 4 reviews
"Charming little cottage. Plenty of room to be comfortable just like home. Very clean. Nice river views. Dareasha was very easy to communicate with."
The price is £183
per night
13 Jun - 14 Jun
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Mississippi River waterfront cabin just steps from the beach and boat launch
9.8 out of 10, Exceptional, 175 reviews
"We brought two of our grandsons ( 9 & 11 ) to the cabin to stay and do a little fishing and playing on the Beach. I would consider it as Glamping. Glamorous camping lol. Grandma and grandpa got comfy beds to sleep in and the grandsons had a blast exploring, fishing Just hanging out at the beach and playing volleyball. It was a win-win for me. This is our 4th Visit to the cabin, but the first time we have ever brought anybody else with us. I thoroughly enjoy having my morning coffee by the fire...
Mississippi River waterfront cabin just steps from the beach and boat launch
The Harwood House
10.0 out of 10, Exceptional, 29 reviews
"This house was the perfect place to stay during a work trip. Easy to find and get in. Comfortable and nicely set up."
The Harwood House
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Large Home with Amazing Views of the Mississippi!
9.8 out of 10, Exceptional, 121 reviews
"We had a wonderful stay. The house was perfect for 10 of us and we loved the area!"
Large Home with Amazing Views of the Mississippi!
Paint Creek Lodge w/ Hot Tub & Swimming Pond... 5 Bedroom Cabin
10.0 out of 10, Exceptional, 1 review
"Wife and I had a blast. Owner or maintenance of property management was awesome and open and responsive to our requests. Wife and I had a blast for a last minute quick getaway after some other plans fell through. Took a day trip to decorah and explored and gambled a bit at the casino near by. They have a website with other cabins might look to return again over the summer with my older college and high school kids as the cabin was huge for the two of us. Thanks for everything would recommend!"
The price is £223
per night
11 Jun - 12 Jun
Paint Creek Lodge w/ Hot Tub & Swimming Pond... 5 Bedroom Cabin
Pet Friendly River Bottom Oasis - Bagley
10.0 out of 10, Exceptional, 7 reviews
"We had a bachelor party (low key) at this house and it was exactly what we were looking for. The house was spacious enough for 11 people (all 30+) and the space down the road was awesome. Between pool, ping pong and basketball it was a blast. The owners were very responsive when we had questions. I would definitely recommend."
Pet Friendly River Bottom Oasis - Bagley
R-Lodge Getaway
10.0 out of 10, Exceptional, 22 reviews
"Nice house. Wonderful hosts."
R-Lodge Getaway
The Guest House
10.0 out of 10, Exceptional, 21 reviews
"We found the property clean and perfect for our needs. The host was gracious and the loft was well supplied. They sell farm fresh beef and eggs. We had the eggs for breakfast each morning, what a treat. We would recommend Hollow Rule to anyone staying in the area."
The price is £110
per night
11 Jun - 12 Jun
The Guest House
Copper Roof Cottage
10.0 out of 10, Exceptional, 27 reviews
"Perfect place to stay for a weekend getaway in Prairie du Chein!"
Copper Roof Cottage
Newly updated historical home
9.8 out of 10, Exceptional, 32 reviews
"Loved the rental! Super clean and modern! Great location and hosts!"
Newly updated historical home
Ohio Street Retreat
10.0 out of 10, Exceptional, 26 reviews
"Many listings can seem to over-sell the condition of the property, or the scope of other benefits the property offers to people staying there. Neither of these things happened for me and my wife during our stay here. I believe the description was undersold in the listing, since the property more than exceeded our expectations. Extremely clean, and neat. All listed amenities were present, and those that we accessed were 100% useful. Definitely recommend this location to anyone considering a stay...
The price is £122
per night
6 Jun - 7 Jun
Ohio Street Retreat
Secluded Retreat ~ Indoor Pool ~ Close To Sundown Mountain ~ Hot Tub / Sauna!
10.0 out of 10, Exceptional, 2 reviews
"There were twelve of us staying here for a mini family reunion with my siblings, our spouses/significant others and my parents. The house is new and very clean. The house sits on a hill with a great view. Since we only had a couple of days together, we wanted to maximize our time being able to talk and enjoy each other. The house was perfect for having meals there with a nice kitchen that made making home made meals easy. The indoor pool, hot tub and sauna were great! There is a large big...
Secluded Retreat ~ Indoor Pool ~ Close To Sundown Mountain ~ Hot Tub / Sauna!
Fritz’s Farmhouse.. Country getaway.
10.0 out of 10, Exceptional, 61 reviews
"We all had a great time on the farm . Brian was so accommodating and made sure we had everything we needed . So enjoyed the four wheeler and driving around the farm . We will return next year 😍"
The price is £188
per night
12 Jun - 13 Jun
Fritz’s Farmhouse.. Country getaway.
Full house in PdC w/ large deck - only blocks from downtown & the Mississippi!
10.0 out of 10, Exceptional, 40 reviews
"We have stayed at this property now 3 years in a row. We love the house and the location. Tyler is always prompt with responses and the house has everything we need. Hoping that next year will finally be the year it is nice enough for us to enjoy the large deck and back yard!"
Full house in PdC w/ large deck - only blocks from downtown & the Mississippi!
Water Street Lodge! Waterfront 4 Bedroom, 4 Bath, Sleeps 12!
9.6 out of 10, Exceptional, 19 reviews
"We had a Wonderful Time at your location. Everything was exactly as advertised. We thoroughly enjoyed our time on the deck (river front), the tiki hut for coffee & cocktails, the waterside firepit, and the indoors as well (spacious, clean & inviting). It was a great kitchen/living room for eating, drinking, conversation & games - with a wonderful view of the Mississippi out the wall of windows. We also enjoyed the winery (walkable) & Maiden Voyage boat tour, Pike's Peak & Effigy Mounds. Thank...
Water Street Lodge! Waterfront 4 Bedroom, 4 Bath, Sleeps 12!
Water Street Cabin! Waterfront 2 bedroom, 1.5 bath, sleeps 8
Water Street Cabin! Waterfront 2 bedroom, 1.5 bath, sleeps 8
The ultimate year-round escape just steps away from the magnificent Mississippi!
10.0 out of 10, Exceptional, 15 reviews
"This location was perfect for our NYE weekend excursion in PdC. Host provided great recommendations and chick-in was breeze. Walkable to a bar/restaurant was the cherry on top. 10/10 would recommend."
The ultimate year-round escape just steps away from the magnificent Mississippi!
Mississippi River Front Property with amazing views!
9.4 out of 10, Exceptional, 8 reviews
"We came in for the weekend UTVing around the Harpers Ferry area. This house accommodated our needs for our group. Overlooking the Mississippi River and seeing a few barges go through was neat to see."
Mississippi River Front Property with amazing views!
House on the Hill within walking distance of shopping and marina!
10.0 out of 10, Exceptional, 24 reviews
"A weekend in McGregor IA to attend a family funeral. Our hosts were amazing from the time we booked till we left to check in w/us on our accommodations. The property is a beautiful home w/ all new amenities plus dog friendly. We had access to a full backyard for our dog plus able to grill out & sit on a private balcony to enjoy meals & overlook downtown McGregor! We highly recommend this property. Super clean & has everything you need to feel like you are @ home. Thank you to our hosts. A true...
House on the Hill within walking distance of shopping and marina!
Cozy 3 Bedroom Home With Large Yard. Pet Friendly
10.0 out of 10, Exceptional, 8 reviews
"This property met all of needs and more! Nice and clean, plenty of space!"
The price is £201
per night
10 Jun - 11 Jun
Cozy 3 Bedroom Home With Large Yard. Pet Friendly
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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.

Other types of properties in Bloomington you may be interested in

Waterfront Hotel
3.0 star property
9.2 out of 10, Wonderful, 563 reviews
"Loved the wedding venue and staff was so nice and helpful! 10 stars!"
The price is £125
per night
23 Jun - 24 Jun
Waterfront Hotel
Quality Inn & Suites
2.5 star property
8.0 out of 10, Very good, 254 reviews
"Need more parking. "
The price is £59
per night
6 Jun - 7 Jun
Quality Inn & Suites
AmericInn by Wyndham Prairie du Chien
2.0 star property
8.0 out of 10, Very good, 413 reviews
"Stay was great, we walked Effigy Mounds and Pikes Peak, went to a winery and the fish and cheese shop. Always have a great time in Prairie Du Chien. The best bars! Live music at the Tavern "
The price is £62
per night
6 Jun - 7 Jun
AmericInn by Wyndham Prairie du Chien
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.

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, apart-hotels, 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 favorite 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 depends 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 £110 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 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?

Pet Friendly River Bottom Oasis - Bagley: This holiday home rental outside of Bloomington is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Kickapoo River 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.

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