Vacation rentals in Caledonia

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Top-rated vacation rentals in Caledonia

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Guest favorite

Cottage in Rushford

4.96 out of 5 average rating, 170 reviews

Relax, Recharge and Reconnect at The Hiding Place!

Nestled in the beautiful bluff country of SE Mn. THE HIDING PLACE COTTAGE is the perfect retreat when you want to relax, reconnect & recharge! This private cottage sits on a 43 acre property, has a King sz. bed, fireplace, kitchenette, large deck, fire pit and more! Enjoy the onsite wooded hiking trails, golf across the highway at Ferndale Golf Club, enjoy the SE Mn. biking trail or tube/canoe/kayak the Root River- both only 2 miles away. Snowmobilers-jump right on the trail from the property!

Apr 9 – 16

G$27,508 GYD per night

Guest favorite

Farm stay in Dakota

4.93 out of 5 average rating, 247 reviews

The Bungalow at Heart and Soil Ridge

Welcome to Heart and Soil Ridge! Come experience life on a Minnesota farm nestled in the rolling hills of the Driftless region. Relax out on the deck, swing in a hammock among the trees, or enjoy a walk through our beautiful cover crop fields. This is a working farm and depending on the season, you are welcome to help collect eggs, observe the farm animals, learn about regenerative agriculture, and visit our Fox Red labradors. We want your experience at our farm to be relaxing and refreshing!

Mar 21 – 28

G$18,369 GYD per night

Guest favorite

Tiny home in Black River Falls

4.98 out of 5 average rating, 337 reviews

Tiny on the River

According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Nov 25 – Dec 2

G$30,870 GYD per night

Guest favorite

Home in Rushford

4.89 out of 5 average rating, 173 reviews

Country Cottage in SE Minnesota Bluff Country

Experience the beauty SE Minnesota and the Driftless Region. We are located in the beautiful and secluded Wiscoy Valley which straddles the boundaries of Rushford and Winona, MN. Surrounding area includes small towns, rolling valleys, sparkling creeks, and short drives to the Mississippi and Root rivers. Located 53 miles from Rochester, MN, 12 from Winona, MN, and 30 from LaCrosse, WI. *This is a non-smoking space that involves (three) stairs to access the first floor. Limited cell reception.*

Oct 6 – 13

G$22,895 GYD per night

Guest favorite

Cabin in Mindoro

4.96 out of 5 average rating, 182 reviews

Stunning Views! - Bunker Hill @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Bunker Hill cabin is named after Bunker Hill Summit located 20 miles south of the cabin. Bunker Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us.

Nov 14 – 21

G$36,675 GYD per night

Guest favorite

Cottage in La Crosse

4.88 out of 5 average rating, 261 reviews

Sunsets on the Edge

My place is 10 minutes from downtown La Crosse, close to the airport, but you'll feel a world away. You’ll love my place because of the peace and quiet, but mostly THE VIEWS. All the modern conveniences of dishwasher, microwave, shower and stove/fridge, washer & dryer. You'll never see the same sunset! My place is good for couples, solo adventurers. Full list of amenities available, but worth noting here that coffee is NOT provided. There is a drip coffee maker, as well as a Keurig for pods.

Jan 27 – Feb 3

G$31,013 GYD per night

Guest favorite

Cabin in Spring Grove

4.98 out of 5 average rating, 405 reviews

Modern Country Cabin

Clear your mind at this modern, fully furnished cabin in heart of the Driftless region of MN, WI, and IA. Built in 2016, this truly unique space has everything you need for a relaxing getaway. There is plenty of space inside the cabin. The cabin contains two private rooms, one with a king size bed and the other with a queen bed. In the summer months there is also opportunity to camp, with 4 acres of luscious green space + some woodlands! Indoor fireplace, outdoor fire pit, and Traeger grill!

Feb 13 – 20

G$24,638 GYD per night

Guest favorite

Apartment in Caledonia

4.89 out of 5 average rating, 9 reviews

Small Town Cozy Getaway

This property can accommodate 4-12 guests with 3 apartments. This apartment is down the hall from: Apartment in Caledonia - Small town Vibe, and Apartment in Caledonia - Warm & Cozy which share a commons area. Walking distance to parks, schools, restaurants, bars, coffee shop, antique stores, bakery and shopping. Great place for a nice relaxing getaway in a small town. 12 miles from the Mississippi River, lots of scenic driving with creeks for fishing, bike trails, snowmobiling and more.

Dec 3 – 10

G$24,115 GYD per night

Guest favorite

Farm stay in Caledonia

5.0 out of 5 average rating, 45 reviews

Silo Loft Guesthouse

Our silo guesthouse provides a beautiful country retreat surrounded by hundreds of acres of woods and farm land. This working dairy farm is the perfect stay for a tranquil get away or the full dairy farm experience. If you’re looking for a CLEAN, peaceful & unique stay, this is the place for you! Recent guests say it’s the “hidden gem” of MN! Just 10-30 minutes from local coffee shops, restaurants, and many outdoor activities, this getaway has something for everyone!

Apr 1 – 8

G$39,564 GYD per night

Superhost

Cottage in Stoddard

4.92 out of 5 average rating, 159 reviews

Stylish 1 bedroom cottage on the Mississippi River

This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Mt. La Crosse is super close to enjoy skiing/snowboarding. 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the Driftless Region.

Dec 7 – 14

G$30,644 GYD per night

Guest favorite

Home in Dorchester

4.99 out of 5 average rating, 101 reviews

Prairie Song Farm - Trout fish, hike, unwind!

Custom built log home, gourmet kitchen, greatroom, fireplace, laundry. Master suite; screened porch. Guest bedroom adjoins full bath. Upper level: Shower bath, 3 beds. Tents available. Fire ring. Opportunity to see eagles, deer, birds, wildlife, flowers & oak savannah. Hiking trails thru-out 98 acres. Note: Special guest fishing rates offered - see below. Fishing not allowed October 1st thru mid-February in order to protect the spawning process.

May 22 – 29

G$95,152 GYD per night

Guest favorite

Guesthouse in Viroqua

4.98 out of 5 average rating, 122 reviews

stylish guesthouse minutes from viroqua

Experience for yourself everything the Driftless has to offer during your stay in this stylish, timber-framed, eco-friendly guesthouse on our 8-acre rural retreat. Completed in 2021, you'll love this bright, clean, private, and peaceful space. Fish nearby trout streams, go for a bike ride, explore great state and county parks, or shop and dine in Viroqua (7 miles away) and Westby (3 miles).

Sep 23 – 30

G$31,357 GYD per night