Vacation rentals in Preston

Woods Edge Cozy Retreat @Whispering Winds

Immerse yourself in nature & experience the magic of the lush gardens, free-roaming bunnies, fairy gardens, stargazing area w/ telescope, meditating in the Soul Garden, trout stream on property, and the Privacy - no more than 8 guests at one time! Three blocks from downtown Spring Valley, less than .5 miles to local restaurants, shops, frisbee golf and outdoor pool. Come relax, rejuvenate, and reconnect with yourself or your partner. Live your Best Life! 420 & pet friendly, adults only please.

Root River Retreat

Newly renovated private lower level in the heart of Preston. Perfect place to stay if your in town for a wedding, a summer concert , biking, fishing,golfing ,girls weekend or simply enjoying Preston/Lanesboro area. So many fun things to do including local breweries and wineries.Lanesboro only 6 miles away. Across street:Branding Iron Supper Club. Private entry through garage to lower level. Two bedrooms, pull out futon, one full bath and living area with microwave, coffee maker and toaster. TV

Convenient, Family friendly!

Welcome to our "little yellow house" (although, it's not really that little). Centrally located in Chatfield - about 20 minutes to Rochester and a stones-throw to many great Root River adventure areas! This house has 3 bedrooms, 2 full bathrooms, spacious living, dining, and kitchen areas, plus plenty of off-street parking space. There is also a secure, oversized single-car garage for safe vehicle storage. It's a 5 minute walk to many restaurants, bars, parks, grocery, convenience stores, etc.

Two story apartment, spacious!

This is a furnished apartment in a renovated church. One bedroom with a queen bed and large walk in closet on the lower level. A stairway takes you to an upper loft with three twin beds. Pack n play available and high chair too, upon request. Pets are welcome. Located a very short walk to Sylvan Park which has a wonderful playground. Plenty of counter space for a gathering. You’re welcome to park your bikes inside the apartment if you don’t mind bringing them up the exterior stairs. :)

CR Station Train Caboose

Enjoy the restoration of our charming and cozy caboose! Complete with all the amenities you'll need and more! Linens and towels, refrigerator, microwave, a double burner hot plate, dishes for cooking, barware for cocktailing, and even the original conductor's chairs to watch the sunset over the horse pasture. We also offer guided trail rides on our horses for up to 3 guests. You can book through Airbnb Experiences here: https://www.airbnb.com/experiences/6860469?viralityEntryPoint=2&s=7

Driftless River House *Hot Tub* Modern Cottage

Welcome to the Driftless River House, our renovated modern cottage on the Root River near historic Lanesboro! Enjoy swimming, fishing, bonfires, hot tub, starry skies and stunning sunset views over the Root River. Cook in our modern open kitchen, grill or head into downtown Lanesboro (10 min) for its great restaurants and brewery. With over 60 miles of paved bike trails, world class trout fishing, tubing and kayaking... we know you'll love your stay in the beautiful Driftless region.

Big Buck Inn

Brand new heating and air unit installed in 2025! New windows in 2026! Cabin is upstairs in a modern barn. Beautiful panoramic views. Spacious 2 BR/1 BA open concept with a full kitchen. Country cottage decor combined with an avid sportsman's touch. Patio with a bonfire area & private grill. Minutes to trout streams, dining, shopping, bike trail, Lanesboro and Peterson. Enjoy the morning turkey gobbles, pheasant kackles, or the afternoon visit of a whitetail deer strolling through!

Adorable suite with amazing courtyard and hot tub!

Enjoy our private Guesthouse with full amenities and our shared courtyard for your weekend couples getaways. Full bath, free internet, kitchenette with dorm fridge. *NEW* we have installed a hot tub in the courtyard. We also have a fire pit out back for use if you’d like. We do have 2 Great Danes. Do to continued problems with people following our pet rules, we no longer allow pets of any kind. Please don’t ask. Your suite is completely private but our courtyard is a shared space

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!

Harmony Lighthouse

Welcome to The Harmony Lighthouse! Your home has a fully equipped, custom kitchen, spacious King bedrooms with full baths and a garage game room with lounge. Smart TVs, in-unit laundry & free driveway parking are a plus. Use patio & grill for an evening supper and roast s'mores around the pit before bed. Bike trail is 2min away & Niagara Cave 7min away. You ave private access to spaces pictured. The basement & backyard are unaccessible as the owner resides downstairs.

Nestling Pines Treehouse

Nestling Pines Treehouse is nestled amongst the Pine trees on a hill deep in the woods. There is designated parking for treehouse guest only. A 60 foot bridge starts your walk up the trail to the treehouse. Then a 250 foot gravel path leads you to this beautiful Treehouse. Has electricity, running hot/cold water, walk-in-shower, flushing toilet, 2 full size beds, fridge ,A/C, electric heat , ample kitchen amenities, toiletry items supplied, and housekeeping.

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.