St. Olaf Holiday Rentals

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Holiday Rentals in St. Olaf

Walnut Ridge Cabin w/ Hot Tub

9.2 out of 10, Wonderful, (20)
"Beautiful, and well kept cabin! Loved the hot tub!"
The price is AU$348
includes taxes & fees
1 Dec - 2 Dec
Walnut Ridge Cabin w/ Hot Tub

Paint Creek Lodge w/ Hot Tub & Swimming Pond... 5 Bedroom Cabin

9.0 out of 10, Wonderful, (11)
"We just wanted to get away somewhere quite and this place fit the bill! Highly recommend!"
The price is AU$438
includes taxes & fees
1 Dec - 2 Dec
Paint Creek Lodge w/ Hot Tub & Swimming Pond... 5 Bedroom Cabin

Log Cabin next to the Mississippi River

9.6 out of 10, Exceptional, (70)
"Our Anniversary trip with our two dogs was so relaxing and just what we were needing. With our trip falling just after Halloween, it was so fun sit in front of the fireplace in the cozy cabin and watch a scary movie! We were able to cook up a yummy dinner as well! The area is beautiful and close to everything! Thanks for the great stay! "
Log Cabin next to the Mississippi River

Cottage on Main, Monona, Iowa, is right in the middle of the driftless area. ♥️

9.8 out of 10, Exceptional, (92)
"The house was perfect for us! We were attending a wedding nearby and wanted a place where our grandbaby could have her own room. This"
Cottage on Main, Monona, Iowa, is right in the middle of the driftless area. ♥️

Copper Roof Cottage

10.0 out of 10, Exceptional, (38)
"Easy check in and check out. Property is within walking distance of downtown businesses and had everything we needed for a girlfriends getaway!"
Copper Roof Cottage

Newly updated historical home

9.8 out of 10, Exceptional, (46)
"Our stay at this recently updated historical home in PdC was very enjoyable! This home was conveniently located to the activities we did, and you can walk to many places. Communication from the owner was also fabulous. We choose VRBO over hotels for the extra space and privacy, and this historic home did not disappoint."
Newly updated historical home

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!

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$1,720
includes taxes & fees
2 Dec - 3 Dec
Elkader Jailhouse Inn (Entire Inn)

Cozy, Lake View Chalet

9.6 out of 10, Exceptional, (43)
"We had a great time unplugging in this cozy cabin with beautiful views. The boys had fun kayaking and I enjoyed taking walks around the pond. "
Cozy, Lake View Chalet

Waterfront River Home

10.0 out of 10, Exceptional, (27)
"Unfortunately, the weather turned cold the day we arrived, and was cold for the duration of our stay, so we were unable to use the nice deck area. In warmer weather, it would have been a great place to hang out. The beds were comfortable, and it was adequately heated. We did some fishing off the dock, and caught a nice bass. "
Waterfront River Home

Water Street Cabin! Waterfront 2 bedroom, 1.5 bath, sleeps 8

8.4 out of 10, Very good, (7)
"Great location for exploring the area or just relaxing and watching the river and trains go by. Cabin is very comfortable and has all the amenities you could need."
Water Street Cabin! Waterfront 2 bedroom, 1.5 bath, sleeps 8

A stone's throw from the River, this amazing property won't disappoint!

10.0 out of 10, Exceptional, (17)
"The property was niclely set up and quiet while we were there. Yard and porches are great along with the fire pit lighting to enjoy a nice night. There is boat landings down the road and the fishing was great. 10 miles down the river from lock 9. We pulled alot pf fish. 😁"
A stone's throw from the River, this amazing property won't disappoint!

Whitetail Ridge Log Cabin w/ Hot Tub Jacuzzi

8.0 out of 10, Very good, (7)
"We just got away from the city and enjoyed our stay at the cabin. We enjoyed star gazing and cabin was secluded with it still being close to town. Great family time and relaxing."
The price is AU$388
includes taxes & fees
1 Dec - 2 Dec
Whitetail Ridge Log Cabin w/ Hot Tub Jacuzzi

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!!!

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

Mr. Rogers River View

10.0 out of 10, Exceptional, (20)
"Lots of room and fantastic view. "
The price is AU$297
includes taxes & fees
3 Dec - 4 Dec
Mr. Rogers River View

Peaceful, Lake View Cabin

9.6 out of 10, Exceptional, (49)
"We enjoyed the property and all the outdoor activities, the water was beautiful and a perfect temperature. Our twin 4 year olds loved the loft area and jetted tub in the bathroom. "
Peaceful, Lake View Cabin

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

Prairiedise Mississippi Riverside Cabin Retreat: Your Perfect Waterfront Getaway

9.4 out of 10, Exceptional, (6)
"Lovely place right on the water! We loved having our morning coffee out on the deck overlooking the river."
Prairiedise Mississippi Riverside Cabin Retreat: Your Perfect Waterfront Getaway

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$389
includes taxes & fees
1 Dec - 2 Dec
Cozy 3 Bedroom Home With Large Yard. Pet 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.
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Other types of properties in St. Olaf you may be interested in

Waterfront Hotel

3.0 star property
9.2 out of 10, Wonderful, (652)
"Nice place near the river with plenty of places nearby to walk too for lunch or dinner. Room was comfortable and spacious almost felt like home with all the decor. Wife would love it but this was a business trip. Breakfast was great and you have a nice view to look out while you ate or just enjoy a cup of coffee. "
The price is AU$214
includes taxes & fees
1 Dec - 2 Dec
Waterfront Hotel

Windsor Place Inn

2.0 star property
8.4 out of 10, Very good, (861)
"Would stay again "
The price is AU$93
includes taxes & fees
15 Dec - 16 Dec
Windsor Place Inn

AmericInn by Wyndham Prairie du Chien

2.0 star property
8.0 out of 10, Very good, (479)
"Brilliant room with all the conveniences one needs when traveling. Staff was friendly and ready to help. "
The price is AU$113
includes taxes & fees
10 Dec - 11 Dec
AmericInn by Wyndham Prairie du Chien
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.

Frequently asked questions

Can I find holiday rentals in St. Olaf?

Yes, there are holiday rentals close to the most popular sights in St. Olaf, 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 St. Olaf has to offer?

Copper Roof Cottage : This holiday home rental outside of St. Olaf is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 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 St. Olaf?

Explore the area and family-friendly sights such as Charles Wacouta Aquatic Park, or get out into nature at a spot like Spook Cave. Pikes Peak State Park and Casino Queen are a couple of places you'll find in the wider area.

What are holiday rentals like in St. Olaf?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in St. Olaf. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family gatherings.