Osterdock Vacation Rentals from CA $252: Short-Term Rentals for 2026

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Our top choices for Osterdock vacation rentals

A wooden deck with a metal gate in front of a house.

1. Hooks & Honkers Hideout Fish • Hunt • UTV • Small-Town Charm

Guttenberg

Drew V.

CA $306 total

includes taxes & fees

Oct 20 - Oct 21

A snow-covered deck with a railing, a lamp post, and leafless trees in the background.

2. Mr. Rogers River View

Guttenberg

Shawn

CA $252 total

includes taxes & fees

Oct 25 - Oct 26

A hallway with a wooden staircase, grey walls, and framed pictures on the wall.

3. Botanical Suite at Elkader JailHouse Inn

Elkader

David B.

CA $250 total

includes taxes & fees

Oct 18 - Oct 19

A covered porch with wooden flooring, a brick wall, and a glass door.

4. Charming 2-bedroom suite A with WiFi, AC in adorable Elkader

Elkader

John F.

CA $294 total

includes taxes & fees

Oct 19 - Oct 20

A kitchen with wooden cabinets, a stainless steel stove, and a microwave.

5. 1st Floor 2BR Downtown + 2 Parking Spaces

Elkader

CA $305 total

includes taxes & fees

Oct 20 - Oct 21

A compact living space with a kitchenette, a dining area with a table and chairs, and a sofa.

6. Cycle Suite – Cozy Downtown Retreat in Elkader

Elkader

Sonia m.

CA $211 total

includes taxes & fees

Oct 27 - Oct 28

7. Emma Big Bear Suite at Elkader JailHouse Inn

Elkader

CA $249 total

includes taxes & fees

Oct 25 - Oct 26

8. Harstad Suite at Elkader JailHouse Inn

Elkader

CA $252 total

includes taxes & fees

Oct 25 - Oct 26

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Top Osterdock Hotel Reviews

Eagle View Motel & Retreat

10/10 Excellent

"Beautiful and charming. It sits directly above a scenic overlook, so when you stay here you will have the view that all the cars are stopping at to take pictures of out your bedroom window. The view is absolutely incredible. The sunrise over the water, the red train below, the trees, it's gorgeous and a true mid-west Mississippi experience. The owner is super nice and they maintain this property very well. Clean, nice decor, attentive staff when needed. We will be back!"

Charming Country Getaway – Nestled and Cozy Retreat with Outdoor Fun!

8/10 Good

"This is a pet friendly home on a pretty farm property. Large yard for kids to play, very quiet at night. Beautiful scenery all around. The couch is very comfortable and the decor is nice with an effort to make it welcoming."

Within Walking Distance of Field of Dreams Movie Site/MLB STADIUM

10/10 Excellent

"My son plays baseball for KU and was playing at the Field of Dreams, this property was directly across from the field in the perfect location. The property is so well kept and clean. It’s the cutest house and was perfect for us, my in laws and my parents! Would absolutely recommend!"

2bd-1bth-3beds. With golden tee arcade! Outdoor covered patio with tv

10/10 Excellent

"We have stayed here many times and love this property. Its within a couple of minutes to the river, restaurants, grocery, gas stations, basically everything you need. It is always clean and comfortable. The furniture and beds are homey and comfortable. Big screen in LR and tvs in each bedroom. Washer and dryer is a nice touch. My kids enjoy the electronic goft game. That tends to be where they’re hanging out.. Outside seating with a gas grill, fire pit, additional seating under the garage overhang with a tv in there a well. Communication with the owner has always been easy and he replies promptly. Easy check-in.There is an occasional train that goes by, but they never bother us! Thank you for another wonderful stay!"

Clayton Savings Bank - One Block To Might Mississippi River!

10/10 Excellent

"Great property and location for the local Froelich Fal-der-all. Clean and spacious and in a tiny fun town. The only issue was with my family and my parents we needed all the beds and one of the beds upstairs had a broken frame with 6 or 7 slats that were busted so we had to move the mattress to the floor for my 8 year old. Not the biggest issue, but with 1 message through the app and 1 through direct email there was no response. Didn’t want to be responsible for damage to something that was already that way when we checked in Friday. Would have liked to get a response and left a written note as well on the bed. Overall beyond that a really cool location that my kids just loved!"

Find out more about Osterdock

Everything you need to know about Osterdock vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osterdock vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osterdock vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osterdock vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osterdock. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osterdock vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osterdock vacation rentals we have selected for you start as low as CA $252 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osterdock rentals

At Expedia, we put the best Osterdock vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osterdock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osterdock vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osterdock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Osterdock?

Yes, you can find vacation rentals close to popular attractions in Osterdock, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Osterdock has to offer?

Fritz’s Farmhouse.. Country getaway. : This vacation home rental near Osterdock is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like an arcade game room.

What can I see and do in Osterdock?

While exploring the area, visit family-friendly sights like Riverside Park, or get outside and enjoy nature at Big Springs. In the larger area, you’ll find Nelson Dewey State Park and Glass Lake.

What are vacation rentals like in Osterdock?

Vacation rentals are private properties you can reserve for a couple days or more in Osterdock. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

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Check prices for these dates

Our top choices for Osterdock vacation rentals

1. Hooks & Honkers Hideout Fish • Hunt • UTV • Small-Town Charm

2. Mr. Rogers River View

3. Botanical Suite at Elkader JailHouse Inn

4. Charming 2-bedroom suite A with WiFi, AC in adorable Elkader

5. 1st Floor 2BR Downtown + 2 Parking Spaces

6. Cycle Suite – Cozy Downtown Retreat in Elkader

7. Emma Big Bear Suite at Elkader JailHouse Inn

8. Harstad Suite at Elkader JailHouse Inn

9. Master Suite at Elkader JailHouse Inn

10. Keystone Bridge Suite

11. Elkader Jailhouse Inn

Find vacation rentals that suit your style

Top Osterdock Hotel Reviews

Eagle View Motel & Retreat

Super 8 by Wyndham Dyersville near Field of Dreams

Charming Country Getaway – Nestled and Cozy Retreat with Outdoor Fun!

The Pier Cottage located in River of Lakes

Within Walking Distance of Field of Dreams Movie Site/MLB STADIUM

2bd-1bth-3beds. With golden tee arcade! Outdoor covered patio with tv

Mr. Rogers River View

Clayton Savings Bank - One Block To Might Mississippi River!

Wisconsin Property | 2 Luxury Lodges | Sleeps 31

Find out more about Osterdock

Frequently asked questions

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