Fennimore Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Fennimore vacation rentals

A hallway with wooden flooring, a dark door, and a small table with a vase.

1. Charming 3-bedroom upstairs apartment in welcoming Fennimore.

Charming 3-bedroom upstairs apartment in welcoming Fennimore.
Fennimore
9.4 out of 10, Exceptional, (6 reviews)
"The property was exactly as described. The decor was super cute and the beds were very comfortable! Highly recommend this property!"
United States
Christina
The price is AEDĀ 353
AEDĀ 616 total
includes taxes & fees
11 Nov - 12 Nov
Charming 3-bedroom upstairs apartment in welcoming Fennimore.
A rustic cabin with a wooden exterior and a red roof, surrounded by a well-maintained grassy area and trees.

2. Crooked Creek - Relaxation Cabin

Crooked Creek - Relaxation Cabin
Boscobel
9.8 out of 10, Exceptional, (13 reviews)
"Nice location quiet and relaxing)."
United States
Nick N.
The price is AEDĀ 324
AEDĀ 536 total
includes taxes & fees
15 Nov - 16 Nov
Crooked Creek - Relaxation Cabin
A log cabin interior with a leather armchair, a sofa, a table with a lamp, and a wood-burning stove.

3. Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (16 reviews)
"Worked well for our 2-day stay. "
United States
John V.
The price is AEDĀ 389
AEDĀ 677 total
includes taxes & fees
12 Nov - 13 Nov
Crooked Creek - Serenity Cabin
A cozy cabin interior with a wooden TV stand, bookshelves, a sofa, and a dining area with chairs.

4. Crooked Creek - Rustic Cabin

Crooked Creek - Rustic Cabin
Boscobel
9.6 out of 10, Exceptional, (13 reviews)
"very nice and quiet place to hang your hat."
United States
reuben n.
The price is AEDĀ 367
AEDĀ 593 total
includes taxes & fees
10 Nov - 11 Nov
Crooked Creek - Rustic Cabin
A wooden cabin with a porch, two windows, and a star decoration on the wall.

5. River Road Retreat

River Road Retreat
Muscoda
9.8 out of 10, Exceptional, (32 reviews)
"We had a great stay"
United States
Robert S.
The price is AEDĀ 661
AEDĀ 760 total
includes taxes & fees
10 Nov - 11 Nov
River Road Retreat
A wooden cabin with a deck, a door, and a star decoration.

6. River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (42 reviews)
"Had everything we needed."
United States
Tawnia
The price is AEDĀ 661
AEDĀ 760 total
includes taxes & fees
10 Nov - 11 Nov
River Road Getaway
A living room with two white sofas, a coffee table, a decorative painting, a lamp, and a ceiling fan.

7. Highland: Driftless Fun Awaits

Highland: Driftless Fun Awaits
Highland
10.0 out of 10, Exceptional, (1 review)
"Great property. Had everything we needed. Highly recommend. "
United States
Joshua
The price is AEDĀ 389
AEDĀ 751 total
includes taxes & fees
8 Dec - 9 Dec
Highland: Driftless Fun Awaits
A cozy room with a wooden floor, a blue sofa, a door with windows, and a lamp on a table.

8. A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.8 out of 10, Exceptional, (142 reviews)
"This is such a charming and unique old place, and right next to downtown. What a perfect location in one of the most charming and welcoming towns you'll ever visit!"
United States
Cindy P.
The price is AEDĀ 612
AEDĀ 867 total
includes taxes & fees
10 Nov - 11 Nov
A Comfy Cozy Cottage on Clowney
A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

9. Ohio Street Retreat-hot tub, pool, massage chair

Ohio Street Retreat-hot tub, pool, massage chair
Prairie du Chien
10.0 out of 10, Exceptional, (100 reviews)
"Nice stay, will stay again."
United States
Thomas D.
The price is AEDĀ 436
AEDĀ 746 total
includes taxes & fees
15 Nov - 16 Nov
Ohio Street Retreat-hot tub, pool, massage chair
A room with a blue sofa, a patterned armchair, a red and gold rug, and a ceiling with intricate designs.

10. Close to Local Opera House - On the main drag

Close to Local Opera House - On the main drag
Downtown Mineral Point
9.8 out of 10, Exceptional, (45 reviews)
"Great spot in town. Very nice space."
United States
Rebecca S.
The price is AEDĀ 258
AEDĀ 833 total
includes taxes & fees
10 Nov - 11 Nov
Close to Local Opera House - On the main drag
Living area

11. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (126 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
The price is AEDĀ 661
AEDĀ 925 total
includes taxes & fees
8 Dec - 9 Dec
Serenity Cottage at Mineral Point
A wooden deck with a waterfall feature, surrounded by rocks and greenery.

12. Shalom Spa Cabin | Hot Tub, Sauna + Cold Plunge, Shalom Cabin

Shalom Spa Cabin | Hot Tub, Sauna + Cold Plunge, Shalom Cabin
Gays Mills
10.0 out of 10, Exceptional, (3 reviews)
"Wow! We were so impressed with the cabin. You walk up and can smell the cedar porch. The inside was beautifully decorated. Everything was perfect - from the cozy interior to the porch swing and hot tub at night! Peaceful and relaxing. "
United States
Morgan B.
The price is AEDĀ 1,585
AEDĀ 2,339 total
includes taxes & fees
10 Nov - 11 Nov
Shalom Spa Cabin | Hot Tub, Sauna + Cold Plunge, Shalom Cabin
A spacious living room with a fireplace, wooden flooring, and a large window.

13. Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point

Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
Mineral Point
9.4 out of 10, Exceptional, (18 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
The price is AEDĀ 1,028
AEDĀ 1,426 total
includes taxes & fees
10 Nov - 11 Nov
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
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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Find vacation rentals that suit your style

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Top Fennimore Hotel Reviews

A hotel room with a dining area, a kitchenette, and a bed.
Fenway House Hotel

Fenway House Hotel

Fenway House Hotel
Fennimore

10/10 Excellent

Very unique, wonderful hotel. We enjoyed our stay. Clean and quiet.
United States
Jun
Reviewed June 30, 2025
Fenway House Hotel

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?

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin: This vacation home rental near Fennimore is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

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. Kickapoo River and Eagle Cave 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.