
Holiday rentals in Bloomington
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Top-rated holiday rentals in Bloomington
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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.

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!

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.

Custom Floating Suite-HOT TUB!
Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

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

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.

Ridge River View Acres - The CozyCabin
This CozyCabin is perfect for a couple looking to get into nature and relax. This 12x18 cabin has beautiful views of the pond and surrounding acreage. Hike the 48-acre trails, take a dip in the pond or paddle around on the kayaks or paddleboards then catch a beautiful sunset from your private patio and firepit or dock. Mini fridge and microwave located in the cabin. Take the loft ladder to your queen bed and sleep comfortably with heat, AC, or bountiful fresh country air.

**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

Deer Trail Cabin
🌿 Cozy cabin tucked in the quiet Wisconsin woods—your perfect spring retreat. Enjoy fresh air, blooming trees, and peaceful forest trails right outside your door. Relax in the outdoor hot tub under the stars, gather around the fire pit in the evening (bring your own wood or collect from the property), and watch the free-range goats and chickens roaming the property. A peaceful, private getaway for couples, small families, or anyone looking to unwind in nature. 🌿

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.

Cozy Casita
A peaceful little place to rest and refresh while visiting family and friends or exploring the driftless region of NE Iowa and SW Wisconsin. Nestled in the bluffs on the western bank of the Mississippi you'll be only a couple minutes from the bridge to Prairie du Chien and all the other places of interest up and down both sides of the river; including Pikes Peak State Park, Effigy Mounds, Wyalusing State Park and Cabela's just to name a few.

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 holiday rentals
Other great holiday rentals in Bloomington

Secluded Bardo Retreat w/ Hot Tub + View

Rustic 3Bed 2Bath Home near Downtown PDC

Pleasant Ridge Retreat

Peaceful Driftless A-Frame

Quaint And Cozy Lower Level Farm Stay

Archer’s View: Your Driftless Area Escape

Firefly Cottage @ River of Lakes

Suite 2 - Lincoln's Lodge
Destinations to explore
- Chicago Holiday rentals
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- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
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- Sioux Falls Holiday rentals
- Grand Rapids Holiday rentals
- House on the Rock
- Backbone State Park
- Sundown Mountain Resort
- Wyalusing State Park
- Governor Dodge State Park
- Effigy Mounds National Monument
- US Grant Home State Historic Site
- National Mississippi River Museum & Aquarium
- American Players Theatre
- Galena Cellars Vineyard
- Field of Dreams Movie Site
- Fenelon Place Elevator Company
- Diamond Jo Casino





