Glen Haven Holiday Rentals

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Our top choices for Glen Haven holiday rentals

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

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Bagley
9.4 out of 10, Exceptional, (40)
"Great cozy place near the river!"
United States
Clint P.
The price is AU$481
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cozy 2-bedroom apartment in enjoyable Elkader with AC, WiFi, view of downtown

Cozy 2-bedroom apartment in enjoyable Elkader with AC, WiFi, view of downtown
2.0 star property
Elkader
10.0 out of 10, Exceptional, (2)
"Exceeded expectations. Great two way communication with the host."
United States
Brad G.
The price is AU$251
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 2-bedroom apartment in enjoyable Elkader with AC, WiFi, view of downtown

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

Charming 2-bedroom suite A with WiFi, AC in adorable Elkader
Elkader
10.0 out of 10, Exceptional, (5)
"The apartment is spacious, very clean, and comfortable. It features beautiful views of Elkader. The location is in easy walking distance to the shops, restaurants, and riverfront trail. I hope to stay again. "
United States
Robert
The price is AU$230
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 2-bedroom suite A with WiFi, AC in adorable Elkader

Ohio Street Retreat-hot tub, massage chair, pool

Ohio Street Retreat-hot tub, massage chair, pool
Prairie du Chien
10.0 out of 10, Exceptional, (71)
"Very nice place. Good visit."
United States
Earle Y.
The price is AU$312
includes taxes & fees
25 Jan - 26 Jan 2026
Ohio Street Retreat-hot tub, massage chair, pool

Mr. Rogers River View

Mr. Rogers River View
Guttenberg
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
The price is AU$266
includes taxes & fees
6 Jan - 7 Jan 2026
Mr. Rogers River View

Master Suite at Elkader Jailhouse Inn

Master Suite at Elkader Jailhouse Inn
Elkader
8.0 out of 10, Very good, (9)
"Fun and interesting place to stay. I would recommend replacing the American flag, as it was very worn and ripped."
United States
Jenny W.
The price is AU$331
includes taxes & fees
7 Jan - 8 Jan 2026
Master Suite at Elkader Jailhouse Inn

Fritz’s Farmhouse.. Country getaway.

Fritz’s Farmhouse.. Country getaway.
Guttenberg
10.0 out of 10, Exceptional, (74)
"Love the house, it was really neat! Lots of room to park boats. Will stay again!"
United States
Timothy D.
The price is AU$351
includes taxes & fees
6 Jan - 7 Jan 2026
Fritz’s Farmhouse.. Country getaway.

Historic Sadie's Log Cabin

Historic Sadie's Log Cabin
McGregor
10.0 out of 10, Exceptional, (5)
"Pocket City Pub, Backwoods Bar & Grill"
United States
Curtis
The price is AU$273
includes taxes & fees
21 Jan - 22 Jan 2026
Historic Sadie's Log Cabin

Depot Suite

Depot Suite
2.0 star property
Elkader
9.6 out of 10, Exceptional, (4)
"It was perfect location & very comfortable. "
United States
Maureen B.
Depot Suite

Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
2.0 star property
Fennimore
The price is AU$255
includes taxes & fees
7 Jan - 8 Jan 2026
Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Historic Victorian Apartment

Historic Victorian Apartment
McGregor
10.0 out of 10, Exceptional, (6)
"Really cool place in a cute little town!"
United States
Nicholas M.
The price is AU$398
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Victorian Apartment

Botanical Suite at Elkader Jailhouse Inn

Botanical Suite at Elkader Jailhouse Inn
Elkader
9.8 out of 10, Exceptional, (16)
"This unique place has it all: charm, class, comfort, beauty, and fun. When you first walk in, you are greeted with a gorgeous staircase leading to most of the rooms. Our room was spacious, with a luxurious bathroom. The gourmet kitchen is equipped for anything and everything with seating for eight. The adjoining dining room has a large table with additional seating and windows lining two walls. And clean! This VRBO was impressively clean! I have to say the jail was a little eery after dark, but...
United States
Sheri F.
The price is AU$327
includes taxes & fees
4 Jan - 5 Jan 2026
Botanical Suite at Elkader Jailhouse Inn

1st Floor 2BR Downtown + 2 Parking Spaces

1st Floor 2BR Downtown + 2 Parking Spaces
Elkader
10.0 out of 10, Exceptional, (1)
The price is AU$249
includes taxes & fees
5 Jan - 6 Jan 2026
1st Floor 2BR Downtown + 2 Parking Spaces

Emma Big Bear Suite at Elkader Jailhouse Inn

Emma Big Bear Suite at Elkader Jailhouse Inn
Elkader
9.2 out of 10, Wonderful, (9)
"Great renovations to a historical jailhouse! Nice quiet stay."
United States
Donna L.
The price is AU$351
includes taxes & fees
7 Jan - 8 Jan 2026
Emma Big Bear Suite at Elkader Jailhouse Inn

Harstad Suite at Elkader Jailhouse Inn

Harstad Suite at Elkader Jailhouse Inn
Elkader
9.0 out of 10, Wonderful, (8)
"We have stayed at the Elkader Jail House many times and the Harstad Suite is a great room for the 4 of us. The large kitchen and family space on the first floor provide plenty of space for everyone to get together and relax. Its nearby my family and takes the stress off anyone needing to make space for all of us to sleep. Its comfortable, clean and an easy to walk downtown. We'll be back soon!"
United States
Angie M.
The price is AU$357
includes taxes & fees
2 Jan - 3 Jan 2026
Harstad Suite at Elkader Jailhouse Inn

Cycle Suite – Cozy Downtown Retreat in Elkader

Cycle Suite – Cozy Downtown Retreat in Elkader
2.0 star property
Elkader
9.4 out of 10, Exceptional, (3)
"This suite was exactly what we needed for a quick trip. Trevor was super responsive to any question I had. Location was perfect for walking to the shops and where we needed to be. Thank you! "
United States
Sonia m.
The price is AU$223
includes taxes & fees
7 Jan - 8 Jan 2026
Cycle Suite – Cozy Downtown Retreat in Elkader

Keystone Bridge Suite

Keystone Bridge Suite
2.0 star property
Elkader
The price is AU$223
includes taxes & fees
6 Jan - 7 Jan 2026
Keystone Bridge Suite

Elkader Jailhouse Inn (Entire Inn)

Elkader Jailhouse Inn (Entire Inn)
Elkader
9.8 out of 10, Exceptional, (21)
"Nice place, nice town, interesting "
United States
Julie K.
The price is AU$1,670
includes taxes & fees
5 Jan - 6 Jan 2026
Elkader Jailhouse Inn (Entire Inn)
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 Glen Haven Hotel Reviews

Find out more about Glen Haven

Everything you need to know about Glen Haven holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Glen Haven holiday rental for you. At Expedia, you can take your pick from private holiday 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 Glen Haven holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Glen Haven holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glen Haven. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glen Haven holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glen Haven holiday rentals we have selected for you start as low as AU$266 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Glen Haven rentals

At Expedia, we put the best Glen Haven holiday 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 Glen Haven 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 Glen Haven holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glen Haven. 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 a holiday rental in Glen Haven?

Yes, there are holiday rentals close to the most popular sights in Glen Haven, 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 Glen Haven has to offer?

Ohio Street Retreat-hot tub, massage chair, pool: This holiday home rental outside of Glen Haven offers a balcony, 1 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’s there to see and do in Glen Haven?

Mississippi River and McMillan Island are a couple of lovely local spots to get outside and enjoy nature. Big Springs and Nelson Dewey State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Glen Haven like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glen Haven. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.