Holiday rentals in Oelwein

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Top-rated holiday rentals in Oelwein

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

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Top guest favourite
The spacious exterior of a two-story home showcases a combination of stone and siding. Large windows provide ample natural light. A well-maintained lawn surrounds the house, and a wooden deck leads to the backyard, adding to the inviting outdoor space.
Home in Osage
4.97 out of 5 average rating, 115 reviews

Cozy Riverfront Home on the Beautiful Cedar River

The Cozy Confluence is uniquely nestled between Rock Creek and the beautiful Cedar River. The home is spacious yet cozy. There is a large attached deck where you can enjoy a morning cup of coffee while listening to the creek babble nearby. If you are an outdoor enthusiast, this is the place for you! There are hiking trails throughout the property with incredible canopies of mature hardwoods. River access on the property makes kayaking, canoeing, or tubing a breeze. Plan your escape today!!

Top guest favourite
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, 134 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.

Top guest favourite
An open interior space features a spacious bed with neutral bedding and a cozy throw. A modern kitchenette, equipped with essential appliances, is visible. A jetted tub sits beside a decorative wall, while large windows offer views of the water and bring in natural light.
Place to stay in East Dubuque
4.96 out of 5 average rating, 312 reviews

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.

Guest favourite
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, 221 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 favourite
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, 260 reviews

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!

Top guest favourite
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, 106 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 favourite
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 favourite
Cabin in De Soto
4.96 out of 5 average rating, 139 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 favourite
Home in Manchester
5 out of 5 average rating, 112 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 favourite
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, 301 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 favourite
A welcoming entrance is highlighted by a decorative 'Welcome' sign and vibrant yellow flowers. The rustic log home stands in the background, featuring a covered deck with wooden railings, surrounded by greenery and gravel pathways.
Flat in Decorah
4.99 out of 5 average rating, 323 reviews

Berry Hill Flat

Berry Hill Flat sits perched on a bluff above Trout River Valley. Trout live in beautiful places and so do we! The Flat offers a king bed in the bedroom, full bathroom, full kitchen, living room, twin bed, and private ground floor entrance. It is the lower level of our beautiful log home nestled in the walnut trees. Minutes to Decorah, Waukon, or the trout stream in the Valley below.

Top guest favourite
The exterior of a rustic log cabin is depicted, featuring wooden posts and a welcoming porch area with two benches. A decorative mounted antler hangs above the entrance, while a gravel pathway leads to the door, surrounded by landscaped grounds and trees.
Guest house in Sumner
4.97 out of 5 average rating, 152 reviews

Buckshed Cabin

Rustic log cabin on a peaceful acreage . Surrounded by pines and the sounds of nature . Unique decor centered around whitetail deer . There is a small pond to set by and relax with the fire pit . A quiet rural setting close by Wapsipinicon River and Sweets Marsh recreational area .

Popular amenities for Oelwein holiday rentals

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