Vacation rentals in Bloomington

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Top-rated vacation rentals in Bloomington

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Top guest favorite

A single-story cabin is featured, showcasing a green metal roof and natural wood siding. Large windows allow for ample natural light, while a welcoming front door, framed by a stone chimney, leads to the quiet surroundings of the property.

Cabin in Woodman

5 out of 5 average rating, 33 reviews

River Trails Cottage

Have fun with the entire family or a group of friends in a quiet peaceful setting. The cabin sits on 2 acres and attaches to 8700 acres of public land that is open to hunting, hiking and abundant with wildlife which makes this property great for the outdoor enthusiast. The property is 6/10 mile from a public boat landing where you can fish, kayak or canoe the Wisconsin River. There are multiple parks relatively close that offer excellent hiking trails. Direct access to miles of ATV/UTV trails.

Top guest favorite

A two-story light blue house features an inviting front porch with two chairs and potted plants. The entrance is decorated with a wreath, and a welcoming sign is positioned nearby. Lush green grass surrounds the property, complemented by various shrubbery.

Guest suite in Elkader

4.92 out of 5 average rating, 113 reviews

The Bridge View Studio

Perfect getaway and a perfect location to get to know Elkader with it’s coffee shops, antique mall, shops, opera house and beautiful Turkey River. Property was homesteaded in 1841 and sits directly across from the courthouse and looks over the famous Keystone Bridge and downtown. Come stay awhile. ***NOTE: Because we are located across from the court house the clock tower bells can be heard from our location. Main part of the house is our residence, Airb&b has separate entrance on the side.

Superhost

A screened-in porch features a round dining table surrounded by four chairs, positioned against expansive glass windows that showcase sweeping river views. The ceiling fan adds a functional touch, while the tranquil water can be seen in the background.

Cottage in Harpers Ferry

4.87 out of 5 average rating, 187 reviews

Harpers Slough Cottage w/ Hot tub

Stunning inside and out with amazing river views! 80 feet of riverfront with private covered dock. Updated 3 bedroom and 2 bath home with views from balcony or the screened in porch with access from the master bedroom. Covered balcony and concrete beneath the entire property for lounging or activities. 30 mins from Lansing, Prairie Du Chien, Marquette, and Waukon. Also including the parks Pikes Peak, Spook Cave, and Yellow River Forest. Awesome for boating, fishing, and duck/goose hunting.

Top guest favorite

A farmhouse is surrounded by a blanket of snow, showcasing its two-story structure with a front porch. Snow-covered trees and hills provide a serene backdrop, while a stacked wood pile is visible in the foreground, emphasizing the winter landscape.

Cabin in Gays Mills

4.98 out of 5 average rating, 342 reviews

Remote Driftless Gem Stream and Sauna near Viroqua

Settle into this pristine farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region, southwest Wisconsin. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen to our record collection or visit Viroqua (25 minute drive) for a farm-to-table 5-star dinner. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a cold plunge/sauna.

Guest favorite

A clear drink adorned with lemon slices and colorful ice cubes rests on a wooden deck railing. In the background, the tranquil waters of the Mississippi River reflect the sky, framed by lush trees and a peaceful shoreline.

Home in Cassville

4.83 out of 5 average rating, 114 reviews

Right on the Mississippi...relax and enjoy!

Our little spot is right on the mighty Mississippi river, a beautiful spot to relax, fish, bird watch including eagles! We feature a large deck facing the water to enjoy morning coffee or an evening cocktail to watch sunsets. When you’re ready to settle in for the evening, we have ready-to-cook kitchen, grill, WiFi, Amazon Prime and Netflix, fireplace and comfy seating. So just relax! Small Wisconsin town with BIG relaxation. See more in this video! https://youtu.be/rM2HnmNMu4U

Guest favorite

A tranquil pond reflects a vibrant sky filled with fluffy clouds, bordered by lush greenery. A small, light-colored building is nestled at the water's edge, enhancing the serene setting.

Tiny home in Monona

4.94 out of 5 average rating, 198 reviews

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.

Top guest favorite

A lush green landscape rises just beyond a calm river, with a small collection of buildings visible along the shore. The architecture varies, featuring both traditional and modern designs, under a sky filled with fluffy clouds.

Apartment in Clayton

4.93 out of 5 average rating, 152 reviews

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

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, 212 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.

Top guest favorite

The image displays the side of a log cabin, featuring a red roof and windows framed with white. In the foreground, colorful decorative garden elements, including a vibrant yellow wind spinner and lush green plants, enhance the natural setting. Soft sunlight filters through the tree cover.

Cabin in Boscobel

4.97 out of 5 average rating, 39 reviews

Crooked Creek - Relaxation Cabin

Take a break and unwind at this peaceful oasis in a serene valley. Surrounded by tree covered bluffs and a meandering creek. This quiet cabin is a great getaway from everyday life. This quaint 1 bedroom cabin has hardwood floors and a gas fireplace to cozy up to. Or maybe you'd rather be outside under the stars sitting around the fire pit. Whichever you choose, you are sure to find complete relaxation. We invite you to step away from the hustle and bustle at our country retreat.

Superhost

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, 200 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

Top guest favorite

Aerial view of a rural farm showcases expansive green fields and a mix of red and gray buildings, including a barn and a silo. Lush trees surround the property, and a winding dirt road leads through the landscape, creating a serene rural atmosphere.

Guesthouse in Boscobel

4.97 out of 5 average rating, 69 reviews

The Guest House

Come stay in the heart of the Driftless Region. A true outdoorsy delight. Minutes away from exceptional trout fishing, canoeing, and miles of river road. Public turkey hunting across the road (see picture). All town and county roads are open to UTV’s and the snowmobile trail runs through our property. Hickory Grove Golf Course is 10 minutes away and 5 minutes from the beautiful venue, Memories on Maple. SO MUCH more!

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, 213 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.