Fennimore Vacation Rentals

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Fennimore

Quaint & Quiet 2 bed 1 bath

10.0 out of 10, Exceptional, (1)
"the location was convinience for us considering my brother lives one block away.They were very nice to accommodate a very late check in."
$145 nightly
The price is $153
Aug 6 - Aug 7
Total includes taxes and fees
Quaint & Quiet 2 bed 1 bath

Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental!

10.0 out of 10, Exceptional, (105)
"This is the one of the best place to stay and enjoy the peacefullness away from the city"
Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental!

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

10.0 out of 10, Exceptional, (474)
"We wanted to visit the Frank Lloyd Wright sites. Perfect location for all of them!"
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

10.0 out of 10, Exceptional, (146)
"Great cabin and solitude. Cabin is very nice and has everything. Really enjoyed the property."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

Charming River Cottage! Book your Fall trip today before the calendar fills up!

9.6 out of 10, Exceptional, (4)
"Cute, clean property. Everything we needed."
Charming River Cottage! Book your Fall trip today before the calendar fills up!

River Road Getaway

9.4 out of 10, Exceptional, (23)
"Pleasant communication with owners, and a clean and comfortable place to stay! Feels like home. "
$226 nightly
The price is $238
Aug 6 - Aug 7
Total includes taxes and fees
River Road Getaway

A Comfy Cozy Cottage on Clowney

9.8 out of 10, Exceptional, (104)
"Was a wonderful place to stay"
$188 nightly
The price is $208
Aug 11 - Aug 12
Total includes taxes and fees
A Comfy Cozy Cottage on Clowney

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

9.4 out of 10, Exceptional, (29)
"We really enjoyed our stay!"
$302 nightly
The price is $319
Aug 11 - Aug 12
Total includes taxes and fees
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (34)
"Great host and communication. Everything went as planned and the Driftless area never disappoints. "
Upper Place Vacation Cottage

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

Ohio Street Retreat-hot tub, massage chair, pool

10.0 out of 10, Exceptional, (59)
"very clean nice little house, perfect for a family visit"
$193 nightly
The price is $202
Aug 14 - Aug 15
Total includes taxes and fees
Ohio Street Retreat-hot tub, massage chair, pool

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (117)
"This is a cozy, delightful little spot in the middle of Wisconsin. We had a nice 3 day stay with no issues at all. The Depot was always nice and warm and welcoming. "
Unique! A renovated old railroad depot turned into a cozy cottage.

Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

10.0 out of 10, Exceptional, (33)
"We were delighted to be surrounded by nature and a comfortable and nicely equipped cottage."
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

Serenity cabin at Crooked Creek

10.0 out of 10, Exceptional, (7)
"Came up to see mom. Me and my siblings wanted something other that the typical 3 motel rooms. Cabin was clean and quiet. Nice to be able to share a weekend together without the spouses. Cannot wait to rebook for family reunion or another getaway. "
$156 nightly
The price is $164
Aug 12 - Aug 13
Total includes taxes and fees
Serenity cabin at Crooked Creek

Hotel Royal Apartment 2

2.0 star property
9.4 out of 10, Exceptional, (6)
"I love everything about the apartment"
Hotel Royal Apartment 2

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (89)
"What a wonderful place to stay. So much better than a hotel."
$160 nightly
The price is $177
Aug 18 - Aug 19
Total includes taxes and fees
Serenity Cottage at Mineral Point

Walk to Wyalusing Beach: Cabin w/ River View!

9.0 out of 10, Wonderful, (2)
"The trains were louder and more frequent than we anticipated. The location being close to Wyalusing State Park and Effigy Mounds was a plus for us. "
Walk to Wyalusing Beach: Cabin w/ River View!

Downtown's Best View at Howdle's Retreat

10.0 out of 10, Exceptional, (3)
"Great to visit Mineral Point "
Downtown's Best View at Howdle's Retreat

Charming Crow Hill Cottage in welcoming Richland Center with BLOSSOMING garden

10.0 out of 10, Exceptional, (2)
"The home was so clean and welcoming, the cheese curds that we received were squeaky, and if you know anything about cheese curds, that means they are fresh! Had a great stay, we will be staying again when in the area."
Charming Crow Hill Cottage in welcoming Richland Center with BLOSSOMING garden

Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin

10.0 out of 10, Exceptional, (43)
"Was a wonderful Valentine’s Day weekend very quiet cozy stay will definitely be staying there again "
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
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

Top Fennimore Hotel Reviews

Frequently asked questions

Can I find a vacation rental in Fennimore?

Yes, you can find vacation rentals in Fennimore close to Fennimore Railroad Historical Society Museum, or you can go with a secluded option if you'd like a relaxing place to stay. Fennimore is known for its wineries and museums. Make sure you have time to check out the shopping while you're in the area.

What are some of the best vacation home rentals that Fennimore has to offer?

Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental! : This highly rated vacation home rental in Fennimore is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind.

What can I see and do in Fennimore?

Cultural attractions include Fennimore Railroad Historical Society Museum and Fennimore Doll and Toy Museum, whereas Carr Valley Cheese is just one of the family-friendly sights. Whispering Winds Winery and Kickapoo River are a couple of places you'll find in the larger area.

What are vacation rentals like in Fennimore?

Vacation rentals are private properties you can book for a few days or a quick weekend in Fennimore. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip.