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Vacation rentals in Oelwein

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oelwein

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A covered outdoor area features a private hot tub and a comfortable seating arrangement, surrounded by greenery. Soft lighting from string lights enhances the relaxed ambiance. Steps lead to an upper level, providing additional outdoor space for leisure.
Home in Waverly
4.99 out of 5 average rating, 166 reviews

Cozy Lovers Lane Cottage | Hot Tub + River Views

Nestled atop historic “Lover’s Lane” in Waverly, Iowa, begin your morning with complimentary coffee and a river view. Step down to the lower deck to unwind fireside, or soak in the private hot tub. Located within walking distance of downtown Waverly’s unique shopping and dining area, this space also features a 'Kid's Corner', complete with chalkboard painted walls and toys for all ages! If you’re looking for a relaxing get-a-way, this is your space! Complimentary streaming services included!

Superhost
Home in Oelwein
5 out of 5 average rating, 3 reviews

Sprawling 4 bedroom ranch with large exterior area

The whole group will enjoy easy access to everything from this centrally located place. 3 bedrooms on the main level with one extra-large bedroom in the basement along with a full bathroom. 3 of the 4 bedrooms have TVs, as well as the living room. Comfortable bedding and an abundance of bathroom towels to make your stay easy. The house is located on a large corner lot with a large yard and old growth trees. Full kitchen with all the kitchen utensils, coffee pot, pots/pans and appliances.

Top guest favorite
The cozy cabin features a log exterior with a welcoming deck surrounded by nature. The structure is set on a slight incline, decorated with stone landscaping and a few pumpkins. Trees frame the background, contributing to the serene atmosphere.
Cabin in Boscobel
4.95 out of 5 average rating, 133 reviews

Cozy creekside Driftless Log Cabin on beaver pond!

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. As of 2025, a resident beaver family are redesigning the creek/yard: you'll have a front row seat.

Guest favorite
A restored caboose sits on a gravel base, showcasing wooden steps leading up to a porch with a railing. The evening sky displays warm sunset colors, while the surrounding landscape features open fields and sparse trees, emphasizing the tranquil rural setting.
Train in Decorah
4.85 out of 5 average rating, 495 reviews

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

Guest favorite
The exterior of a Victorian home is depicted, featuring light blue siding and white trim. A charming front porch with columns supports the entrance. Large windows allow natural light, while intricate details on the roof enhance the overall architectural style.
Home in Fayette
4.82 out of 5 average rating, 220 reviews

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!

Top guest favorite
A serene pond reflects lush green trees and a clear blue sky. White lounge chairs are positioned along the water’s edge, inviting relaxation. The gently rippling water enhances the tranquil atmosphere of the surrounding natural landscape.
Farm stay in Janesville
4.98 out of 5 average rating, 259 reviews

Bella's Suite and 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!

Top guest favorite
A two-unit cabin structure is visible, featuring a covered porch with wooden railings. Each unit is adorned with two windows and a front door. Lush greenery surrounds the building, and a gravel path leads to the entrance, ensuring easy access from the yard.
Cabin in Fayette
4.92 out of 5 average rating, 105 reviews

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.

Guest favorite
A rustic log cabin is set among lush greenery, featuring a welcoming front porch supported by sturdy wooden posts. The cabin is complemented by flowering shrubs and well-maintained grass, providing a serene outdoor space.
Cabin in Earlville
4.95 out of 5 average rating, 161 reviews

Cabin in the Woods

Rustic cabin surrounded by small timber tract. Very cozy cabin with relaxing space, sleeps 6 guests; 4 beds, 1 Queen & 3 full beds. Quiet and private. You have the entire cabin to yourself. Enjoy the fire pit and feel to walk around the grounds. Close to The Field of Dreams, Mississippi and Maquoketa Rivers. Also, close to Jones and Delaware county fair grounds. You’ll also find that Farley Speedway and Tristate Raceway are minutes away. Nature awaits!!

Top guest favorite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 137 reviews

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.

Top guest favorite
Home in Manchester
5 out of 5 average rating, 108 reviews

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!

Top guest favorite
The exterior of a single-story home is shown, featuring a gray facade and a pitched roof. A garage is visible on the right side, with a small path leading to the front door. Chairs are arranged on the porch, inviting a relaxed atmosphere.
Home in Lamont
4.97 out of 5 average rating, 299 reviews

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.

Top guest favorite
Home in Jesup
5 out of 5 average rating, 9 reviews

6th Street Retreat

Cozy 2-bedroom home in Jesup, IA - perfect for couples, business travelers, or small families. Enjoy a warm, inviting space with modern amenities, a fully equipped kitchen, and comfy living area. Relax in a peaceful neighborhood - plus a short drive to Independence or Waterloo for business or leisure. Fast WiFi, smart TV, washer/dryer, and off-street parking included - your perfect home away from home!

Popular amenities for Oelwein vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Fayette County
  5. Oelwein