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Top Holiday Rentals in Fennimore

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

10.0 out of 10, Exceptional, (101)
"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, (465)
"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, (143)
"The cabin was perfect for our family and friends! Definitely planning to come back!"
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

Serenity cabin at Crooked Creek

10.0 out of 10, Exceptional, (5)
"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. "
The price is £123
includes taxes & fees
6 Jul - 7 Jul
Serenity cabin at Crooked Creek

NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville

NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville

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

10.0 out of 10, Exceptional, (26)
"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

Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point with WiFi, AC

The price is £205
includes taxes & fees
6 Jul - 7 Jul
Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point with WiFi, AC

Amish-Built Cabin in the Driftless Area

10.0 out of 10, Exceptional, (60)
"Our host was very responsive. It was so peaceful and relaxing to be in nature. "
Amish-Built Cabin in the Driftless Area

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

9.4 out of 10, Exceptional, (28)
"We really enjoyed our stay!"
The price is £238
includes taxes & fees
1 Jul - 2 Jul
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Hotel Royal Apartment 2

2.0 star property
9.0 out of 10, Wonderful, (4)
"Everything was great but the internet wasn't working for TV etc I should have contacted the host but dd t want to disturb him since it was kinds late"
The price is £128
includes taxes & fees
30 Jun - 1 Jul
Hotel Royal Apartment 2

River Road Getaway

9.4 out of 10, Exceptional, (20)
"Good property & great location. Barb was a pleasure to work with & answered all my questions whether thru VRBO or over the phone. "
The price is £178
includes taxes & fees
30 Jun - 1 Jul
River Road Getaway

A Comfy Cozy Cottage on Clowney

9.8 out of 10, Exceptional, (99)
"What an amazing step back in time!! The history of this area and the buildings is really interesting and beautiful. Everything is so clean and well cared for. Wish we could have stayed longer but on our way north. Thanks for sharing this piece of our country’s history with us. "
The price is £156
includes taxes & fees
2 Jul - 3 Jul
A Comfy Cozy Cottage on Clowney

Relaxation cabin at Crooked Creek

9.0 out of 10, Wonderful, (2)
"Everything smooth and the cabin was very good "
The price is £114
includes taxes & fees
14 Jul - 15 Jul
Relaxation cabin at Crooked Creek

Downtown's Best View at Howdle's Retreat

10.0 out of 10, Exceptional, (2)
"Excellent location. I’m very happy with the cleanliness of the property. The decoration is fantastic. Definitely will stay here again if I I come back to this little cute town "
Downtown's Best View at Howdle's Retreat

Rustic, small and primitive cabin - Riverview Cabin, LLC

9.8 out of 10, Exceptional, (47)
"Just the right area for unwinding. "
Rustic, small and primitive cabin - Riverview Cabin, LLC

River's Edge Cabin, LLC

10.0 out of 10, Exceptional, (73)
"Very nice cabin right next to the river. Beautiful location to relax in."
River's Edge Cabin, LLC

The Guest House

10.0 out of 10, Exceptional, (26)
"Great property and location. Easy access and comfortable hospitality."
The Guest House

Wildwood Retreat - Newly remodeled

9.0 out of 10, Wonderful, (4)
"It was perfect for us for the weekend!"
Wildwood Retreat - Newly remodeled

Rustic Cabin at Crooked Creek

9.6 out of 10, Exceptional, (5)
The price is £115
includes taxes & fees
7 Jul - 8 Jul
Rustic Cabin at Crooked Creek

Larsen Hunters Rustic Cabin

8.6 out of 10, Excellent, (4)
"Very nice place. I enjoyed the stay."
Larsen Hunters Rustic 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.
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Frequently asked questions

Can I find a holiday rental in Fennimore?

Yes, there are holiday rentals in Fennimore close to Fennimore Railroad Historical Society Museum, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Fennimore has to offer?

Escape to Serenity at The Covered Bridge Hideaway-The Perfect Vacation Rental! : This highly rated holiday home rental in Fennimore is located in a rural location, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of an arcade/games 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 wider area.

What are holiday rentals like in Fennimore?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fennimore. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips.