Holiday rentals in Oelwein

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

Off-grid Tiny House farm stay

The perfect place for 1-2 guests to unplug and relax in this beautiful, natural setting. It's a short distance (less than 2 min. walk) from the parking area to this quiet, private, 12'x14' one-room cedar cabin set on a pasture with picture-window view of wooded bluffs and stream, birds and other wildlife. Writing table and chair, glider rocker, woodstove, and gas cookstove. Solar-powered desk lamp. Port-a-potty and solar shower outside (summer only). Fire pit and outdoor seating.

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.

The Kimball House

Beautiful Victorian home in the heart of Fayette only one block from downtown & Upper Iowa University. Features an updated kitchen w/ stainless steel appliances and family room w/gas fireplace. Formal living room & dining room have original hardwood floors; upstairs has engineered hardwoods. Updated bathroom has double vanity and shower. Downstairs 1/2 bath and laundry room has sink and shower. This charming home has everything you need to make your visit to NE Iowa fantastic!

Bella's Suite at Stars Hollow

Bella's Suite is the private, lower level of our home, with a separate entrance. The beautifully decorated space includes living & dining room, fully equipped kitchen, bath, bedroom & a massage room. Our farm is nestled beside 140 acres of beautifully groomed public trails. Feed the cows, read a book on the beach, take a hike, fish for bluegills in our lake, race a pig, skip rocks or canoe in the creek, have a bonfire (S'mores provided) & stargaze from the relaxing hot tub!

Little Red School House

The Little Red Schoolhouse is located in a remote and serene area of Allamakee County. It is steps away from one of Iowa’s natural trout streams Patterson Creek, the recreational playground of the Upper Iowa River, and over 1,000 acres of wild prairie and woodlands managed by the Iowa Natural Heritage Foundation. The Little Red Schoolhouse is surrounded by natural beauty and can provide a quiet refuge free from all distractions. We are excited for your stay!

Cushion Cabins East

Very private, secluded and relaxing spot within 30 yards of walking or biking trail. Enjoy wildlife, plenty of deer and eagles to watch off the large open front porch. Fire pits for each cabin with firewood provided. Grill provided in front yard. Two private bedrooms with a queen bed in each. Kitchen included microwave, 2-burner stove and full size refrigerator. Coffee make and toaster also provided. River for canoeing and kayaking within walking distance.

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 Farmhouse Getaway

Come stay at this warm and cozy farmhouse style home. This newly renovated home has everything to offer. This kitchen is unbelievable and has all your kitchen needs. Relax on the patio outback and grill some of your favorite foods! This home is located in a quiet neighborhood. It is right next to Manchester’s fair grounds and very close to downtown Manchester which includes the river, beer and food. You can’t get a better location!

Cozy, private home located in small town

Private home located in small, friendly town. Stay a night, a week or longer. This cozy home is perfect for the entire family. While in the area for a get away or any special event, make this your lodging choice. Plenty of private parking, garage, heated floors, large front porch and a back patio and firepit makes this a perfect, private lodging choice. House is fully furnished. Close to Backbone State Park and Field of Dreams.

Hill Top House

Located .5 miles from the Upper Iowa River, Hilltop house has the most perfect view. The house sleeps 8, but we welcome and encourage smaller groups as well. This location has 2 bathrooms, a relaxing loft and the most dreamy porch. *WARNING* When booking in the winter be aware of our driveway shown in the picture. We highly recommend 4 wheel drive. We also have a pack n play and high chair available upon request.

Acorn Cabin

Acorn Cabin sits perched on a lovely family farm just 3 minutes from downtown Decorah. The Cabin is a restored granary dating back to 1912 and has been crafted with love and attention to detail. Perfect for couples and small families. Enjoy this opportunity to stay on a working Icelandic Sheep farm with quiet, peaceful evenings, and glorious views of the surrounding countryside.