Osterdock Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Osterdock Vacation Homes

Fritz’s Farmhouse.. Country getaway.
Enjoy cooking in this kitchen with a central island and bar stools, featuring a stove, oven, and microwave.

Fritz’s Farmhouse.. Country getaway.

10.0 out of 10, Exceptional, (73)
"Love the house, it was really neat! Lots of room to park boats. Will stay again!"
The price is CA $172
CA $321 total
includes taxes & fees
Aug 18 - Aug 19
Fritz’s Farmhouse.. Country getaway.
Charming 3-bedroom home in the heart of Cassville!
Enjoy cooking in this well-equipped kitchen with a microwave, stove, and refrigerator.

Charming 3-bedroom home in the heart of Cassville!

9.0 out of 10, Wonderful, (2)
"Don't judge a book by its cover. The outside may appear small, but the inside is nicely remodeled and surprisingly large! We weren't sure what we were getting because there weren't many pictures on the listing but we were pleasantly surprised when we walked in the door. The location was great, within walking distance of downtown (restaurants/bars/coffee). Our access info wasn't sent, but when I messaged the host she replied timely and was always very responsive!"
Charming 3-bedroom home in the heart of Cassville!
Hooks & Honkers Hideout - Cozy 2BR Retreat Near Mississippi River!
Exterior detail

Hooks & Honkers Hideout - Cozy 2BR Retreat Near Mississippi River!

10.0 out of 10, Exceptional, (2)
"Beautiful home. Well equipped and very relaxing. Nice outside gathering area and games to play."
Hooks & Honkers Hideout - Cozy 2BR Retreat Near Mississippi River!
Wisconsin Property | 2 Luxury Lodges | Sleeps 31
Experience the warmth of a rustic retreat with a large dining table, fireplace, and expansive views from the upper level balcony.

Wisconsin Property | 2 Luxury Lodges | Sleeps 31

10.0 out of 10, Exceptional, (1)
"I lead a young adult retreat for our church (24 people). Had a wonderful time, beautiful lodges, great scenery, and tons of stuff to do at the Lodge. Check-in and out was easy, good communication, and place was clean and easy to use. We had a wonderful time!"
Wisconsin Property | 2 Luxury Lodges | Sleeps 31
Stately 3-bedroom home in peaceful Dyersville, Iowa
Storage cabinet with multiple drawers and glass-fronted shelves, complemented by a potted plant.

Stately 3-bedroom home in peaceful Dyersville, Iowa

2.0 star property
10.0 out of 10, Exceptional, (8)
"The Legacy House is beautiful and so well decorated. They supplied every amenity we could need and were incredibly friendly and accommodating. Highly recommend!"
Stately 3-bedroom home in peaceful Dyersville, Iowa
Bring the whole family to this great home with an acre of room for fun.
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and stainless steel range hood.

Bring the whole family to this great home with an acre of room for fun.

10.0 out of 10, Exceptional, (12)
"Great spacious property, big dining room table perfect for board games, close to field of dreams and delicious gelato, fun things to do at the house. It was a good time!"
Bring the whole family to this great home with an acre of room for fun.
The Pier Cottage located in River of Lakes
Relax in this inviting living room with a sofa set, television, and fireplace.

The Pier Cottage located in River of Lakes

10.0 out of 10, Exceptional, (3)
"We have stayed at a few different places in ROL. This one by far has been the best. Place was spotless, no weird odors, towels were fresh. Had just what we needed. Will definitely be staying at the property again!"
The Pier Cottage located in River of Lakes
Charming Country Getaway – Nestled and Cozy Retreat with Outdoor Fun!
Relax in this inviting space with a comfortable rocking chair and a convenient workspace.

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

8.0 out of 10, Very good, (2)
"This is a sweet spot - very peaceful! Beautiful yard space. The house is very cute. Would definitely like to go back!"
Charming Country Getaway – Nestled and Cozy Retreat with Outdoor Fun!
The Riverside Retreat! cozy, newly remodeled home
Relax in this stylish living room with a loft-style ceiling, sofa, armchair, and coffee table, perfect for unwinding and socializing.

The Riverside Retreat! cozy, newly remodeled home

8.0 out of 10, Very good, (20)
"Thank you for the stay, we enjoyed our time thanks to your home. "
The Riverside Retreat! cozy, newly remodeled home
Cozy Home in the heart of Dyersville, IA!
Kitchen features white cabinetry, stainless steel range hood, and dishwasher.

Cozy Home in the heart of Dyersville, IA!

10.0 out of 10, Exceptional, (27)
"Beautiful house, we had a wonderful time, really enjoyed our stay."
The price is CA $124
CA $231 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Home in the heart of Dyersville, IA!
Pet Friendly River Bottom Oasis - Bagley
Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

Pet Friendly River Bottom Oasis - Bagley

10.0 out of 10, Exceptional, (23)
"We had a nice time at this property for a long weekend. Plenty of space to hang out and sleep. We enjoyed shop area with all the games and outdoor space. "
Pet Friendly River Bottom Oasis - Bagley
Get away to the Mississippi River View-2 Bedroom-2 Full Bathrooms
Two-story house with a balcony and a well-manicured lawn.

Get away to the Mississippi River View-2 Bedroom-2 Full Bathrooms

8.8 out of 10, Excellent, (6)
"Everything was as advertised and worked well for my small group of duck hunters. Train is nearby, but if windows and doors are closed it is not that loud."
Get away to the Mississippi River View-2 Bedroom-2 Full Bathrooms
Elkader Jailhouse Inn (Entire Inn)
Relax on the covered porch with a round table and two comfortable chairs, taking in the serene views of the surrounding neighborhood.

Elkader Jailhouse Inn (Entire Inn)

9.8 out of 10, Exceptional, (20)
"Great place with plenty of space. Great responsive communication."
The price is CA $709
CA $1,522 total
includes taxes & fees
Aug 14 - Aug 15
Elkader Jailhouse Inn (Entire Inn)
Pool with 5 beds downtown
Enjoy cooking in this well-equipped kitchen with a stainless steel oven, dishwasher, and sink.

Pool with 5 beds downtown

9.2 out of 10, Wonderful, (12)
"Nice house and lovely city"
Pool with 5 beds downtown
Clayton Savings Bank - One Block To Might Mississippi River!
Fridge, microwave, oven, stovetop

Clayton Savings Bank - One Block To Might Mississippi River!

2.0 star property
8.6 out of 10, Excellent, (8)
"They canceled the reservation the day we needed to check in"
Clayton Savings Bank - One Block To Might Mississippi River!
Circa 1868 Rock Schoolhouse Retreat
Smart TV, books

Circa 1868 Rock Schoolhouse Retreat

Circa 1868 Rock Schoolhouse Retreat
Private 3br-2bth”4beds”house beautiful views of the town and river arcade games!
Enjoy al fresco dining with a barbecue grill and serene views of the surrounding landscape.

Private 3br-2bth”4beds”house beautiful views of the town and river arcade games!

10.0 out of 10, Exceptional, (54)
"We all had a wonderful time relaxing here after full day of exploring the area."
Private 3br-2bth”4beds”house beautiful views of the town and river arcade games!
Wisconsin Log Cabin Lodge | Sleeps 16
Relax in this cabin-style room with a large round table and mountain views from the window.

Wisconsin Log Cabin Lodge | Sleeps 16

10.0 out of 10, Exceptional, (2)
"Amazing cabin in the woods for a weekend getaway. "
Wisconsin Log Cabin Lodge | Sleeps 16
Within Walking Distance of Field of Dreams Movie Site/MLB STADIUM
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and stove, along with a sink and ample countertop space.

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

10.0 out of 10, Exceptional, (27)
"House was in great location out of town right beside Field Of Dreams."
Within Walking Distance of Field of Dreams Movie Site/MLB STADIUM
“The Depot” 2bedroom “3beds” 1 bath home. Outdoor party area with tv
Enjoy meals in the kitchen with a central island, dining area, and round table for four.

“The Depot” 2bedroom “3beds” 1 bath home. Outdoor party area with tv

9.8 out of 10, Exceptional, (47)
"We loved our stay there. We sold our camper, so we were looking for an easy place to stay. It's close to the fall attractions, downtown Guttenberg,, McGregor, and Prairie duChien"
“The Depot” 2bedroom “3beds” 1 bath home. Outdoor party area with tv
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osterdock Hotel Reviews

Eagle View Motel & Retreat

Eagle View Motel & Retreat

10/10 Excellent
"Excellent"
Richard 1-night trip
Posted 5 days ago
Eagle View Motel & Retreat