
Holiday rentals in Bloomington
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Top-rated holiday rentals in Bloomington
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Driftless Region Cabin/ Stream and Sauna
Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. 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 the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

Cozy Cabin by the Pond
Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Ohio Street Retreat- hot tub, massage chair, pool
After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils so all you need are your food, drinks and ingredients. Full high-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee).

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.

**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

Home by the River
Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Clayton Riverway House~ River front home
Sit back and relax in a home that is directly on the Mississippi River in Clayton, Iowa! Enjoy watching the trains, barges and river traffic, fishing off of the private or public dock, or spending time with your friends and family in this quaint river town. Northeast Iowa has many activities to enjoy, such as boating, fishing, hiking, hunting, antiquing. Riverway House is the perfect place to stay while enjoying the beauty of Clayton County.

#StayBluffside: Mississippi River Oasis-> McGregor
The Bluffside Retreat is an ideal location for the adventure seekers who want a unique and private experience that is still close to all the action. The home is situated alongside the bluff on a private & partially wooded lot within walking distance of the Mississippi River, historic downtown McGregor and a Pikes Peak State Park TrailHead. It is a charming “home away from home” that has all the amenities for a memorable vacation stay.

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.

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.

Gorgeous Views, Sweeping Valley, Amazing Sunsets
If you love Frank Lloyd Wright you will love this cottage. Taking over 2.5 years to build in a secluded cedar woods, surrounded by bluffs and perched on top of the landscape. The original Frank Lloyd Wright cottage (Seth Petersen) is the inspiration to build this cottage.
Popular amenities for Bloomington holiday rentals
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The Jude

Eagles Overlook

Pale Blue Dot

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Archer’s View: Your Driftless Area Escape

Wood Duck Inn
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