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Vacation rentals in Bloomington

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Top-rated vacation rentals in Bloomington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A circular logo features a rustic cabin by a flowing river, framed by trees. Above the cabin, two flying ducks navigate a clear sky. An illustrated fish is positioned prominently at the bottom, representing the outdoor adventures at Hooks and Honkers Hideout.
Home in Guttenberg
5 out of 5 average rating, 6 reviews

Hooks & Honkers Hideout

Welcome to Hooks and Honkers Hideout - your cozy riverside retreat tucked along the beautiful Mississippi River. This 2-bedroom getaway is perfect for couples or small groups looking to unwind, cast a line, or gear up for a duck hunt. Wake up to misty mornings, sip coffee with bluff views, and spend your day fishing the legendary waters or exploring the surrounding wild. After the hunt or a day on the river, come back to a warm and peaceful space where you can relax, recharge, and reconnect!

Top guest favorite
An inviting firepit area features two black Adirondack chairs positioned around a circular stone firepit. The A-frame cabin is seen in the background, softly illuminated by decorative lights, surrounded by trees at dusk.
Cabin in Elizabeth
4.97 out of 5 average rating, 118 reviews

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Top guest favorite
The A-frame cabin is surrounded by tall pine trees, showcasing a red exterior with large windows. A spacious porch, furnished with chairs, extends across the front, inviting relaxation in the natural setting. The lawn is lush and well-maintained, enhancing the cabin's serene atmosphere.
Cabin in Steuben
4.97 out of 5 average rating, 61 reviews

Peaceful Driftless A-Frame

Nestled among two acres in the rolling hills and lush greenery of the Driftless Area, this A-frame cabin stands as a serene retreat, blending harmoniously with its natural surroundings. The decor is a blend of modern comforts and rustic elements, with comfortable furnishings. Seated in the heart of the Kickapoo valley, there's no shortage of class 1 trout streams near by, public hunting easements, UTV trails, hiking, canoeing and easy access to all of the wonderful amenities the area offers.

Top guest favorite
Home in Lancaster
5 out of 5 average rating, 17 reviews

The Lancaster House

Welcome to The Lancaster House, a beautifully remodeled 4-bedroom, 2-bath retreat that sleeps up to 11 guests comfortably. Enjoy the spacious back yard, patio and off street parking. Ideal for family vacation, a local wedding, a work trip, or just passing through Wisconsin's stunning Driftless Region—this is the perfect spot to relax, recharge, and reconnect. Near City Park & Lancaster’s Pool, Grant County Fairgrounds, School, Golf course, Downtown, Hiking, boating, fishing & sightseeing.

Top guest favorite
The exterior of a charming red barn is framed by blossoming trees, providing a vibrant contrast to the greenery. Multiple windows allow natural light to enter, and warm light from a nearby lamp adds to the welcoming atmosphere of the property.
Barn in Dubuque
5 out of 5 average rating, 77 reviews

Annabel Lee Barn ~ A Getaway of Warmth & Charm!

Whether you're looking for a romantic or family get-away, the rustic, elegant Annabel Lee Barn is the place for YOU! The 1907 restored Iowa barn offers the warmth of two, wood-burning fireplaces, a cozy loft suite, state-of-the-art kitchen, and a wrap around deck. Enjoy a glass of wine or warm cup of coffee while enjoying the country views of the surrounding valley. A morning stroll along the Catfish Creek will definitely start your day off just right! A getaway you'll never forget.

Superhost
A scenic view features the mighty Mississippi River alongside wooded hills adorned with autumn colors. A playground is visible in the foreground, bordered by trees. The image captures a clear sky with hints of morning light reflecting on the water.
Apartment in Guttenberg
4.8 out of 5 average rating, 186 reviews

Dam River Penthouse

The Penthouse is on the 3rd floor of 308 S. River Park Dr., across from Guttenberg's Lock & Dam #10. Enjoy River Side Park across the street, walking trails along the Great Mississippi River, rolling hills, open highways, outdoor recreational opportunities. Such as; boating, ice- fishing, eagle watching, hiking trails throughout North East Iowa; Pikes Peak Sate Park located in McGregor, Iowa~27 miles from Guttenberg, Effigy Mounds National Monument about 2 miles from McGregor.

Top guest favorite
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
4.98 out of 5 average rating, 231 reviews

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.

Guest favorite
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
4.89 out of 5 average rating, 227 reviews

**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

Guest favorite
Tiny home in Guttenberg
4.94 out of 5 average rating, 17 reviews

Suite 1 – Lydia's Loft

This unit is brand new construction for the summer of 2025 featuring a living area with a large projection screen and a fully equipped kitchen with bar and smart TV. The bathroom includes a corner shower and washer/dryer. All sleeping is above in the large open loft with one queen bed, full/twin bunk and twin bed to comfortably sleep up to six. This unit also has an outside dining area/patio. To see the other attached unit, click here: airbnb.com/h/310lincolnslodge

Top guest favorite
A charming park model home is situated on a gravel path, surrounded by lush green trees. The exterior features a combination of light brown siding and large windows, providing expansive river views. A deck can be seen extending from the home, highlighting its elevated position.
Cabin in De Soto
4.96 out of 5 average rating, 140 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

Guest favorite
A large jetted tub is surrounded by tiled walls and natural light filtering through textured window coverings. A wooden tray rests across the tub, holding a glass of water, a bowl, and a book, inviting relaxation.
Home in Dubuque
4.86 out of 5 average rating, 339 reviews

JACUZZI SUITE 2 Queen Beds Private and Romantic!

This hidden gem is located in the heart of Dubuque, IA in a park like setting. This home is perfect for a little getaway. Featuring 2 bedrooms with queen beds, elegant open floor plan, and the most amazing jetted tub you will ever see. Not only does this home have all hardwood flooring but it is also a single level home. Smart TV's in each bedroom and living room. The garage is used as storage at the moment and is not accessible to guests.

Top guest favorite
A charming cabin is positioned on elevated ground, featuring a welcoming porch adorned with wooden railings. Surrounding greenery offers shade, while a paved pathway leads up to the entrance. The structure boasts large windows, allowing natural light to fill the interior.
Cottage in Lancaster
4.93 out of 5 average rating, 218 reviews

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.

Popular amenities for Bloomington vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Grant County
  5. Bloomington