Vacation rentals in Bloomington

4.96 out of 5 average rating, 289 reviews

A charming outdoor courtyard features a small table and two chairs positioned beside a brick fireplace, set against a natural rock wall. Decorative items are displayed on the mantel, while greenery adds a touch of nature to the space.

Apartment in McGregor

Cave Courtyard Guest Studio

The Cave Courtyard Guest Studio. A relaxing getaway located on the ground floor of an 1848 historic building just 1 block from the Mississippi River and unique shops and eateries. Sleeps 4 with a queen bed and daybed with pull out trundle, private entrance, private bath with shower, kitchenette with microwave and mini fridge, internet, cable tv and air-conditioning. There is also a private courtyard located below unique cliff side caves. Some food items are also supplied. Adults only-no pets.

4.8 out of 5 average rating, 420 reviews

A rustic kitchen features wooden beams and a spacious bar counter with seating. The cabin's warm wooden interior includes various appliances and preparation spaces, with natural light filtering in from windows. A separate table area is visible, providing additional seating for dining or activities.

Cabin in Wauzeka

Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub

Secluded cabin hike the trails to the cave and ponds. Close to trout fishing stream or Mississippi for fishing. Bring you UTV and ride the private trails $25 per driver and 10 per passenger or rent an UTV 300.00 per day Approx 15 miles from Priarie Du Chein, close to canoe outposts for the Kickapoo, Wisconsin river. Has a gas ,charcoal grill,fire pit, pool table, fooseball, ping pong table. Smart TV Private UTV trails are closed Oct 15th thru mid Jan for hunting. Access to public UTV trails.

4.94 out of 5 average rating, 194 reviews

The Victorian home features a charming architectural design with a turret and expansive wrap-around porch. Large windows are adorned with decorative trim and flower boxes, surrounded by neatly landscaped gardens and lush greenery.

Home in McGregor

McGregor Manor Victorian Getaway

Welcome to our beautiful Victorian home located in the quaint town of McGregor, Iowa. Our 2,800 sq. ft. home was built during McGregor's early years as a Mississippi River boom town. Attractions include antiquing, biking, fishing, hunting, hiking and boating! We're a short drive from Pike's Peak, Effigy Mounds and Prairie du Chien. All four bedrooms include a private bath, providing comfort and privacy for each member of your group. Fully furnished and decorated. See below for more details.

4.98 out of 5 average rating, 751 reviews

Two goats are seen in a wooden crate filled with straw, one lounging comfortably while the other stands nearby. The goats are a mix of brown and white, showcasing their distinctive ears and features.

Tiny home in Darlington

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

4.95 out of 5 average rating, 182 reviews

Tiny home in Monona

Creekside-water and nature lovers paradise

Is this Heaven? Maybe. Are you looking for a fun getaway for yourself, family, or friends? Well, look no further. Our place is ready for you to make lifelong memories. Create and tell stories while sitting under the stars next to the crackling campfire. Do your morning yoga by the babbling stream. Hike the trails. Soak up the sun on the sandy beach while listening to the waterfall. Laugh and splash your kiddos in our pond. Beach chairs, sand toys, floaties, kayaks, and more.

4.93 out of 5 average rating, 139 reviews

The image showcases a scenic view of a quaint riverside street. Beautiful fluffy clouds fill the blue sky above, while a mix of parked vehicles line the road. The Mighty Mississippi is visible in the background, bordered by lush green hills.

Apartment in Clayton

Cozy Apartment Steps from the Mighty Mississippi

Disconnect from the daily grind and enjoy a getaway in this welcoming one bedroom apartment, steps away from the Mighty Mississippi. Located in Clayton, Iowa, Located within walking distance of two delicious restaurants and a boat launch., and only 1/2 hour from the Casino Queen, local wineries, Pikes Peak State Park, as well as the historic communities of Elkader, IA and Prairie Du Chien, WI. Need more space? I also offer a two bedroom apartment: www. airbnb. com/rooms/43979345

4.99 out of 5 average rating, 202 reviews

The log cabin exterior is surrounded by lush greenery and tall grasses. A welcoming porch is highlighted by a wooden rocking chair. Natural light accentuates the cabin's rustic wooden finish, and a roof overhang provides shade to the entryway.

Cabin in Potosi

Unplug and get back to nature

The log cabin was built as a place to unwind, relax, and truly unplug. Nestled among 15 acres of rolling hills, the cabin can serve as a place to hunker down and read three novels, or a home base for hiking, cycling and putting the nature back in your life. Be advised, there is NO television and that’s for good reason. Cook, drink, eat, play, relax and refresh yourself. Wake up to the songs of birds and listen to the owls at night while you’re warming yourself around a bonfire.

4.89 out of 5 average rating, 192 reviews

A vibrant orange cabin is set against a backdrop of trees and gentle hills. Large windows and a front door reveal a welcoming appearance. A winding gravel path leads to the entrance, surrounded by lush green landscaping and natural foliage.

Cabin in Bagley

**Cozy & Dog Friendly** Rustic Cabin Retreat

Relax and recharge at this country getaway which is tucked amongst trees and the rolling hills. Surround yourself with nature while also having easy in and out access! This makes it a breeze to come and go as you please and explore all southwest Wisconsin has to offer! Ready for the whole family to enjoy, along with their furry friends. *9 minute drive to Wyalusing State Park *10 minute drive to Bagley / Wyalusing Public Beach *16 minute drive to Prairie du Chien

4.84 out of 5 average rating, 225 reviews

A refreshing beverage is held up against a scenic backdrop of the Mississippi River. Lush greenery frames the view, with calm waters reflecting the blue sky dotted with clouds. Islands and marshlands can be seen stretching across the horizon, creating a serene landscape.

Home in Lynxville

Highland Hideaway

A cozy, secluded two bedroom cabin located in the driftless region with incredible views of the Mighty Mississippi!!! If your looking for peace, quiet, and beautiful sunsets this is your place. Only 20 minutes from Wyalusing state park, The Effigy Mounds (sacred Indian Burial Grounds) Pikes Peak and Historic Villa Louis. This beautiful cabin centers you 30 miles from amazing hiking, fishing, hunting and nature for a weekend of disconnecting from busy life.

4.93 out of 5 average rating, 206 reviews

A sign marked 'Grant River Getaway' is displayed prominently at the entrance, with clean lettering against a white background. A paved driveway leads to a home featuring a large deck and sloped roof, surrounded by lush greenery and well-maintained lawn.

Cottage in Lancaster

Grant River Getaway

80+ acres of Wisconsin Driftless beauty highlighted by private access to the Grant River. Our land is perfect for snowshoeing, hiking, and fishing. The location is on an ATV/UTV route and is great for bicycling, walking, and scenic motorcycle trips. Discover southwest Wisconsin's unique attractions and scenery while enjoying our quaint, cozy cabin. There's plenty to do without having to leave the property.

4.98 out of 5 average rating, 293 reviews

A spacious outdoor deck is shown, featuring a wooden picnic table and a set of metal chairs around a circular table. Natural greenery surrounds the area, providing a peaceful setting. The deck's wooden flooring complements the rustic charm of the surroundings.

Cabin in Harpers Ferry

Yellow River Getaway

2 Bedroom cabin with Queen Beds and Queen Sofa sleeper with comfortable mattress if you want to pitch a tent in the yard feel free. Large open living area. with firepit. 170 acres of private property with cell phone service. Nestled in the country on a dead end road. One mile from trout fishing, hunting, hiking, horseback riding and 8500 acres of Yellow River State Forest.

4.9 out of 5 average rating, 189 reviews

An outdoor area features a charcoal grill situated beside a circular wooden table. Colorful autumn foliage surrounds the space, and a rough trail is visible in the background, leading further into the serene landscape.

Cabin in Boscobel

Windy Ridge Retreat Secluded Rustic Cabin

The Windy Ridge Retreat is a rustic cabin that is tucked away on a beautiful ridge. It is secluded and cozy. Rough trail hiking is available from the cabin. A short drive will take you to rivers, beaches, trout streams to fish, canoe, boating, tubing and swimming. Many nice areas around us to sight see or just sit back and relax.

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Other great vacation rentals in Bloomington

4.93 out of 5 average rating, 30 reviews

Home in Guttenberg

3/2 private house 4 beds arcade games/great view!

SusanRating, 5 stars2 months ago

This place was amazing! The view was terrific! The place was so spacious and clean and very comfortable! Would choose to stay here again and again!

5 out of 5 average rating, 29 reviews

A traditional red barn stands prominently against a clear blue sky, accompanied by a tall silos nearby. The barn features white trim around the windows and doors, creating a classic rural aesthetic. Lush green grass surrounds the structure, emphasizing the expansive farmland setting.

Farm stay in Gays Mills

Historic Seldom Seen Farmhouse

CathleenRating, 5 stars1 week ago

Our group of nature-loving friends was excited to find the farmhouse Ben Logan wrote about so lovingly was actually available to rent. We enjoyed seeing/being in the places he describes. We came for that reason, but will be back for the absolute peace and quiet and the beauty of the land. To be in a place where all you hear is birds, wind, leaves and grasses rustling, insects buzzing is a rare joy in this increasingly urbanized world - so restful. Re the house itself you can tell that this is a place that's been loved for many decades, first by the Logans and now Donna and family. Exceeded expectations in every way - thank you!

Cabin in Prairie du Chien

A serene outdoor setting features two black adirondack chairs positioned on a pebbled area by the water's edge. A fire pit is visible, and a private pier extends into the tranquil river, surrounded by lush greenery and distant hills under a clear blue sky.

5 out of 5 average rating, 18 reviews

Prairiedise Riverside Retreat!

AlexandraRating, 5 stars1 week ago

We loved our stay! The deck with an amazing view was spectacular and the house has everything we needed.

4.93 out of 5 average rating, 72 reviews

The spacious living and dining area showcases large arched windows, allowing natural light to illuminate the wood floors. A cozy seating arrangement includes two armchairs and a sofa. The dining table is decorated with a cloth and small accessories, and a large bookcase lines the wall.

Apartment in Elkader

The Jude

DeborahRating, 5 stars1 month ago

Just perfect for a sister’s getaway. Adorable and fun. Michelle was fantastic - helpful and prompt in responding. Hope to return again (and again, and….)!

4.98 out of 5 average rating, 63 reviews

An enclosed porch features large windows overlooking a wooded area, allowing natural light to fill the space. Comfortable seating is arranged on a checkered rug, complemented by a small table. A wood stove is positioned nearby, creating a cozy ambiance.

Cabin in Boscobel

Driftless Cabin

MakenzieRating, 5 stars6 days ago

The perfect weekend getaway! They set the cabin up with everything you would need to be entertained or find adventures around the area! The cabin was extremely clean, and the property was beautiful! The hosts were responsive to questions! Will definitely be back.

5 out of 5 average rating, 20 reviews

A rustic interior showcases a stone fireplace emitting a warm glow. Wooden walls and beams create a cozy atmosphere, while a plush sofa and armchair provide comfortable seating. A patterned rug lies on the wooden floor, enhancing the inviting feel of the space.

Cabin in Ferryville

Eagle View Lodge - 1850's Log Cabin w/ Hot Tub

MichelleRating, 5 stars5 days ago

100% recommend staying here. I am blown away. First the view is breathtaking, there are so many different spots in the cabin, where you can see the trees , the river and the beautiful pond in the backyard. The cabin itself is gorgeous. The decor, the furniture, the linen, everything was perfect. The atmosphere was so quiet and peaceful . The hot tub was perfect . The beds were very comfortable, so were the couches to lounge on. Everything you could think of in the kitchen ,the linens were soft and cozy. They also provided items that you might have forgotten, like cotton spots, and dental floss. I just cannot get over how beautiful the setting was, if you are debating, staying here I would definitely recommend it. The host is very responsive and quick to reply with any questions or concerns you might ask . And even provided a link for fun things to do around the cabin if you choose to leave which to be honest, I found it very hard to. Will definitely be back.

5 out of 5 average rating, 11 reviews

Home in Glen Haven

Mississippi River getaway

DougRating, 5 stars3 months ago

very nice place very organized quite and peaceful. Mike is a great host