Osterdock Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Osterdock

Is This Heaven Downtown Dyersville Apartment
Fridge, microwave, oven, stovetop

Is This Heaven Downtown Dyersville Apartment

10.0 out of 10, Exceptional, (26)
"Always the best!! Clean!!"
The price is AU$418
includes taxes & fees
1 Dec - 2 Dec
Is This Heaven Downtown Dyersville Apartment
Large Home with Amazing Views of the Mississippi!
Property grounds

Large Home with Amazing Views of the Mississippi!

9.8 out of 10, Exceptional, (128)
"We had 11 people from ages 44-3 stay here for 3 days. We had a wonderful time and enjoyed the lovely house that was well supplied with all we needed. We made all our meals at the house and found the kitchen well stocked. The beds were comfy and the bathrooms had plenty of clean towels. "
Large Home with Amazing Views of the Mississippi!
Mississippi River waterfront cabin just steps from the beach and boat launch
Aerial view

Mississippi River waterfront cabin just steps from the beach and boat launch

9.6 out of 10, Exceptional, (189)
"My husband, myself, my sister and our children ages 6-17 stayed here for a relaxing family weekend. This is actually my secone stay here this year! The location is perfect! Close to amenities but far enough away to get a full camping/outdoors secluded experience! We love to sit by the fire, watch the birds, fish at Finleys landing and walk the beach. The cabin is cozy and rustic and thoroughly stocked with firewood and cooking supplies! Perfect stay for families! "
Mississippi River waterfront cabin just steps from the beach and boat launch
Elkader Jailhouse Inn (Entire Inn)
Property grounds

Elkader Jailhouse Inn (Entire Inn)

10.0 out of 10, Exceptional, (16)
"Would have been helpful to have a manual on how to operate the ac system, the whirlpool tub, Wolf range. The refrigerator had not been cleaned. Had a Murder mystery dinner and the Inn was part of the setting. People in town were friendly with the exception of the brewery. It was handy to have restaurants menus available to review. Kids want to come back."
The price is AU$1,729
includes taxes & fees
1 Dec - 2 Dec
Elkader Jailhouse Inn (Entire Inn)
Federalist style home close to down town minutes from the Field of Dreams!
Fridge, microwave, oven, stovetop

Federalist style home close to down town minutes from the Field of Dreams!

9.8 out of 10, Exceptional, (19)
"Met our needs. Nice location "
Federalist style home close to down town minutes from the Field of Dreams!
Winter special HALF OFF!!!
Terrace/patio

Winter special HALF OFF!!!

10.0 out of 10, Exceptional, (45)
"Very comfortable. Nice deck on the back. Few sheep wandering around across femce from neigjbor a bonus. Very quiet"
Winter special HALF OFF!!!
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Property grounds

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

9.6 out of 10, Exceptional, (22)
"Very peaceful weekend. We thought the cottage was well equipped and fixed up cute. Only issue was the amount of Asian beetles inside. We had to continually vacuum them up. Could be a bit unsettling at times. "
The price is AU$356
includes taxes & fees
2 Dec - 3 Dec
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
The Riverside Retreat! cozy, newly remodeled home
TV, DVD player, table football

The Riverside Retreat! cozy, newly remodeled home

8.8 out of 10, Excellent, (14)
"The home was cute. Neighborhood was quiet. "
The Riverside Retreat! cozy, newly remodeled home
Pet Friendly River Bottom Oasis - Bagley
Fridge, microwave, oven, stovetop

Pet Friendly River Bottom Oasis - Bagley

10.0 out of 10, Exceptional, (16)
"We loved our stay! We got holed up with the heat for a few days.. but thank goodness for that game room!!! The only reason I gave one less star on location is that the property is right on the road, and the gameroom is across that road, although the traffic is not bad at all as far as amount of traffic :) - Everything was very clean, and it was so nice to be able to bring our dogs! The host was incredibly responsive- Wyalusing park up the road approximately 9 miles is such a treat as well-...
Pet Friendly River Bottom Oasis - Bagley
Mr. Rogers River View
Property grounds

Mr. Rogers River View

10.0 out of 10, Exceptional, (20)
"Lots of room and fantastic view. "
The price is AU$299
includes taxes & fees
3 Dec - 4 Dec
Mr. Rogers River View
Pool with 5 beds downtown
Fridge, microwave, oven, stovetop

Pool with 5 beds downtown

9.2 out of 10, Wonderful, (9)
"This was a great place for our girl's weekend. The weather cooperated and we were able to enjoy the pool, sit on the front porch with an evening cocktail, and because of the quiet neighborhood we were able to sleep in! It was just what we needed and wanted. "
Pool with 5 beds downtown
Cozy 3 Bedroom Home With Large Yard. Pet Friendly
Fridge, microwave, oven, stovetop

Cozy 3 Bedroom Home With Large Yard. Pet Friendly

9.8 out of 10, Exceptional, (13)
"The house was clean and in a quiet neighborhood with all the necessary accommodations. "
The price is AU$393
includes taxes & fees
28 Nov - 29 Nov
Cozy 3 Bedroom Home With Large Yard. Pet Friendly
Dyersville Dream Condo #200
Smart TV

Dyersville Dream Condo #200

10.0 out of 10, Exceptional, (12)
"We loved the condo. Very clean and nice. Comfortable for our whole family. "
Dyersville Dream Condo #200
Fritz’s Farmhouse.. Country getaway.
Fridge, microwave, oven, stovetop

Fritz’s Farmhouse.. Country getaway.

10.0 out of 10, Exceptional, (69)
"This 1800's renovated farmhouse offers a unique experience. "
The price is AU$369
includes taxes & fees
29 Nov - 30 Nov
Fritz’s Farmhouse.. Country getaway.
Primitive yet classy apartment in rural Iowa near small town shopping and hiking
Fridge, microwave, oven, stovetop

Primitive yet classy apartment in rural Iowa near small town shopping and hiking

10.0 out of 10, Exceptional, (7)
"This property is so beautiful and well appointed! We enjoyed our stay, had everything we needed and contact with Dekker was prompt and helpful! My family and I were happy to stay here and will do it again if our travels bring us back through Iowa. "
Primitive yet classy apartment in rural Iowa near small town shopping and hiking
Harstad Suite at Elkader Jailhouse Inn
Property grounds

Harstad Suite at Elkader Jailhouse Inn

10.0 out of 10, Exceptional, (6)
"The Inn is beautiful! My husband I spent 2 nights in the Harstad Suite. It was spacious and comfortable and I loved the big bath tub. Highly recommended."
The price is AU$378
includes taxes & fees
29 Nov - 30 Nov
Harstad Suite at Elkader Jailhouse Inn
Downtown Cassville
Fridge, microwave, oven, stovetop

Downtown Cassville

10.0 out of 10, Exceptional, (5)
"My sisters and i get together once a month for a get away. This place is awesome!!! Love watching the boats and bardges on the Mississippi river. "
The price is AU$268
includes taxes & fees
1 Dec - 2 Dec
Downtown Cassville
Cozy Wisconsin Cabin: Walk to Beach & Boat Ramp!
Fridge, microwave, stovetop, coffee/tea maker

Cozy Wisconsin Cabin: Walk to Beach & Boat Ramp!

5.0 out of 10, (2)
"The issue I have with this area is the unrelenting train whistle. It is bad enough that the train goes by 200 feet from the front door, and that the entire cabin shakes when it does. It is the train whistle that is deafening, every 30 to 60 minutes, every day, over and over so much so we had to leave to get some relief. The ability to sleep more than 1 hour at any point in the day was not possible due to this. I am not sure why this is not mentioned in the description beyond the basic...
Cozy Wisconsin Cabin: Walk to Beach & Boat Ramp!
Within Walking Distance of Field of Dreams Movie Site/MLB STADIUM
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (20)
"The house is completely warm and inviting clean and beautiful. The property is well-maintained and we sat by the fire pit down by the creek played with Willow the dog. Everything was just wonderful and perfect! "
Within Walking Distance of Field of Dreams Movie Site/MLB STADIUM
Black Sheep Lodge:Cozy & Casual-Dog Friendly
Exterior

Black Sheep Lodge:Cozy & Casual-Dog Friendly

9.8 out of 10, Exceptional, (17)
"We had a great stay at Black Sheep for our hunting trip. The place was just what we needed to have space for 3 of us and a dog and was nice and close to a few boat launches we used. And Hannah was so great to communicate with thru the process since we had never been in or around Bagley before."
Black Sheep Lodge:Cozy & Casual-Dog Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Osterdock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Osterdock you may be interested in

Super 8 by Wyndham Dyersville near Field of Dreams
Individually decorated, individually furnished, laptop workspace

Super 8 by Wyndham Dyersville near Field of Dreams

2.5 star property
8.4 out of 10, Very good, (607)
"The property was good for this class of hotel. There is a noticeable odor in the town related to it's agricultural industry. In the hotel, not noticable, but outside quite strong. Typical for a town like this, if you are overly sensitive to odors, be advised."
The price is AU$119
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Dyersville near Field of Dreams
Large Home with Amazing Views of the Mississippi!
Property grounds

Large Home with Amazing Views of the Mississippi!

9.8 out of 10, Exceptional, (128)
"We had 11 people from ages 44-3 stay here for 3 days. We had a wonderful time and enjoyed the lovely house that was well supplied with all we needed. We made all our meals at the house and found the kitchen well stocked. The beds were comfy and the bathrooms had plenty of clean towels. "
Large Home with Amazing Views of the Mississippi!
Mississippi River waterfront cabin just steps from the beach and boat launch
Aerial view

Mississippi River waterfront cabin just steps from the beach and boat launch

9.6 out of 10, Exceptional, (189)
"My husband, myself, my sister and our children ages 6-17 stayed here for a relaxing family weekend. This is actually my secone stay here this year! The location is perfect! Close to amenities but far enough away to get a full camping/outdoors secluded experience! We love to sit by the fire, watch the birds, fish at Finleys landing and walk the beach. The cabin is cozy and rustic and thoroughly stocked with firewood and cooking supplies! Perfect stay for families! "
Mississippi River waterfront cabin just steps from the beach and boat launch
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Are there holiday rentals in Osterdock?

Yes, there are holiday rentals close to the most popular sights in Osterdock, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osterdock has to offer?

Elkader Jailhouse Inn (Entire Inn): This holiday home rental outside of Osterdock offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Osterdock?

While you're exploring the area, Wyalusing Beach and Wyalusing State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Grant River and Big Springs.

What are holiday rentals like in Osterdock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osterdock. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips or small group gatherings.