St. Olaf Vacation Rentals

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Our top choices for St. Olaf vacation rentals

8.6 out of 10, Excellent, (22)
"The cabin was perfect for our 2 families to have a long weekend together! "
United States
Sara S.
$189 nightly
The price is $212
Dec 18 - Dec 19
Total with taxes and fees
Black Bear A-Frame Waterfront Log Cabin with Hot Tub Jacuzzi

Vacation Home in Prairie du Chien

Ohio Street Retreat-hot tub, massage chair, pool
10.0 out of 10, Exceptional, (71)
"We had a wonderful weekend enjoying all the parks the area has to offer. The pool and massage chair were a nice added perk to the property, especially after hiking in the parks."
United States
Kristine C.
$187 nightly
The price is $196
Dec 22 - Dec 23
Total with taxes and fees
Ohio Street Retreat-hot tub, massage chair, pool
10.0 out of 10, Exceptional, (23)
"This place was everything we were expecting and more, thank you! "
United States
Colton M.
A stone's throw from the River, this amazing property won't disappoint!
9.4 out of 10, Exceptional, (35)
"Very good stay"
United States
Gretchen D.
Water Street Lodge! Waterfront 4 Bedroom, 4 Bath, Sleeps 12!
9.6 out of 10, Exceptional, (86)
"Cozy cabin, nice area, I would stay there again."
United States
Wade S.
Log Cabin next to the Mississippi River
7.6 out of 10, Good, (5)
"Overall decent place. Hot tub was hard to get in and out of with the manual cover. "
United States
Josh
$223 nightly
The price is $250
Jan 4 - Jan 5, 2026
Total with taxes and fees
Chestnut... 3 bedroom, 2 bath Log Cabin with outdoor hot tub jacuzzi...sleeps 10

Vacation Home in Prairie du Chien

Newly updated historical home
2.0 star property
9.8 out of 10, Exceptional, (59)
"This was a great place to stay. In town, easy to walk to a few restaurants and shops. We had a restful sleep and the place was super clean and well stocked. Thanks so much!"
United States
David
Newly updated historical home

Cabin in Harpers Ferry

Waterfront River Home
10.0 out of 10, Exceptional, (35)
"Owners were very helpful and friendly. View of the river is beautiful. River rat paradise. "
United States
Brad
Waterfront River Home
8.4 out of 10, Very Good, (14)
"Water Street Cabin had everything we needed to make ourselves comfortable, cook our meals, and relax. We stayed with our 3 adult children and had plenty of space. We enjoyed the location, and getting to hot tub was a true bonus."
United States
Norine S.
Water Street Cabin! Waterfront 2 bedroom, 1.5 bath, sleeps 8
8.4 out of 10, Very Good, (17)
"Location was wonderful, great views day and night. We are looking forward to staying there again."
United States
chris s.
$236 nightly
The price is $264
Dec 23 - Dec 24
Total with taxes and fees
Whitetail Ridge Log Cabin w/ Hot Tub Jacuzzi
10.0 out of 10, Exceptional, (5)
"Pocket City Pub, Backwoods Bar & Grill"
United States
Curtis
$159 nightly
The price is $178
Jan 12 - Jan 13, 2026
Total with taxes and fees
Historic Sadie's Log Cabin

Apartment in Guttenberg

Mr. Rogers River View
9.6 out of 10, Exceptional, (39)
"It was a cute place to stay. The river view was awesome. Great walking distance for a lot of places. Our bed wasn’t the most comfortable. "
United States
RICHARD
$158 nightly
The price is $176
Dec 16 - Dec 17
Total with taxes and fees
Mr. Rogers River View

Cabin in Waterville

Creekside cottage
9.4 out of 10, Exceptional, (35)
"Heaven on Earth! "
United States
Carrie C.
Creekside cottage
8.6 out of 10, Excellent, (4)
"Beautiful cabin! We had so much fun ! "
United States
Erika M.
$223 nightly
The price is $250
Jan 4 - Jan 5, 2026
Total with taxes and fees
Walnut Ridge Cabin 2 Bedrooms and Hot Tub Jacuzzi

Cottage in Prairie du Chien

The Harwood House
10.0 out of 10, Exceptional, (82)
"Beautiful part of our state, lots to see.Very relaxing accommodations."
United States
Anonymous traveler
The Harwood House
3.0 star property
Walk to Wyalusing Beach: Cabin w/ River View!
10.0 out of 10, Exceptional, (15)
"We had an amazing stay at the Irish house! Cleanliness was on point and hospitality was top tier! Thanks again! "
United States
Nick S.
Cozy family friendly home nestled in the bluffs just steps from the Mississippi!
9.4 out of 10, Exceptional, (40)
"Liked that it was pet friendly "
United States
Tanyia B.
$301 nightly
The price is $318
Dec 18 - Dec 19
Total with taxes and fees
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
10.0 out of 10, Exceptional, (63)
"Wonderful location & view. Enjoyed the great outdoor space. "
United States
Sheri S.
OFF SEASON SPECIAL! PRICES ARE SLASHED! 3br-2bth”4beds”house with arcade games!
8.0 out of 10, Very Good, (50)
"Enjoyed our stay. Very comfortable and conveniently located. If you are coming this way and have a boat, or just need plenty of parking,this is where you want to stay."
United States
Sean R.
'A Home Away From Home' For 2 To 7 People No Smoking No Pets
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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Top St. Olaf Hotel Reviews

Find out more about St. Olaf

Everything you need to know about St. Olaf 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 St. Olaf vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 St. Olaf vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

St. Olaf vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $176 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on St. Olaf rentals

At Expedia, we put the best St. Olaf 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 St. Olaf 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 St. Olaf 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 St. Olaf. 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

Can I find vacation rentals in St. Olaf?

Yes, you can find vacation rentals close to the most popular attractions in St. Olaf, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in St. Olaf?

Ohio Street Retreat-hot tub, massage chair, pool: Visitors like this St. Olaf vacation home rental. It offers a balcony, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Wyalusing Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in St. Olaf?

Vacation rentals are private properties you can book for a few days or a quick weekend in St. Olaf. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.