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, 169 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!

Dec 3 – 10

G$27,561 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 5 – 12

G$18,405 GYD per night

Guest favorite

Tiny home in Black River Falls

4.98 out of 5 average rating, 335 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

Oct 24 – 31

G$33,750 GYD per night

Guest favorite

Cabin in Mindoro

4.96 out of 5 average rating, 180 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.

Dec 6 – 13

G$36,746 GYD per night

Guest favorite

Tiny home in Viroqua

5.0 out of 5 average rating, 129 reviews

Little House on the Pretty! Tiny Home in Woods

Little House on the Pretty(LHP) is part of Sittin Pretty Farm. LHP is tucked into the woods giving a place to retreat and restore. The home is finely crafted embodying a simple elegance and character of the Driftless locale. Once inside, a sense of marvel and serenity are sure make heartfelt memories. We are six miles from Viroqua and nestled among Amish Paradise with several neighboring Amish farms. In season the Amish have roadside vegetable stands where you can purchase veggies and pie!

Mar 6 – 13

G$21,870 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!

Jan 18 – 25

G$24,798 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 24 – 31

G$24,162 GYD per night

Guest favorite

Cottage in Caledonia

5.0 out of 5 average rating, 49 reviews

Under the Willow a cozy country home

Retreat to the country in this Midwest charming vacation rental outside of rural Caledonia. Relax in a cozy farm house, surrounded by the old country red barn, green hilly horse pastures and and an ample yard for relaxation or play. This country home offers a quiet environment, along with all the necessities for a comfortable stay. The location is near out door activities such as Beaver Creek Valley State Park, canoeing down the Root River, biking the trails and wineries to sample

Mar 9 – 16

G$32,977 GYD per night

Guest favorite

Home in Hokah

5.0 out of 5 average rating, 10 reviews

Ridgeview Retreat

Welcome to our home in the country, a place to relax and enjoy the peaceful quite space. Whatever brings you to our home, our rental will provide a laid-back country experience. Our rental is the main floor of a 3-bedroom 2 bath which comfortably sleeps six. You will receive a personal code to gain access to the home. Wi-Fi, cable, Starz on a smart TV. Connect your favorite apps. Part of a 160 acre private farm, there is plenty of room to wander and connect with the earth.

Jan 1 – 8

G$22,808 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!

Mar 27 – Apr 3

G$39,641 GYD per night

Superhost

Cottage in Stoddard

4.92 out of 5 average rating, 157 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.

Jan 18 – 25

G$30,704 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.

Sep 21 – 28

G$88,748 GYD per night