Holiday Rentals in Fennimore

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Fennimore

Private kitchen
Quaint & Quiet 2 bed 1 bath
The price is €145
per night
31 May - 1 Jun
Quaint & Quiet 2 bed 1 bath
Fridge, microwave, oven, stovetop
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
10.0 out of 10, Exceptional, (3)
"I was kind of nervous about booking a place with little to no reviews. Pulling up to the house you’re not expecting much as the outside and yard it a little run down. The inside was clean and updated. Location was super convenient for checking out the state park and there’s a nice beach right down the street. Only other downside is the trains right across the street. Everything you need for a weekend of exploring. Kids had a great time. I would recommend this place to anyone."
The price is €217
per night
30 May - 31 May
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Aerial view
Mississippi River waterfront cabin just steps from the beach and boat launch
9.8 out of 10, Exceptional, (174)
"It was a second vacation for us in this property (7 years ago), nothing changed the train was the most worst part of our vacation. Not enough sheets for living room bed, we found only 1 fitted sheet and 1 pillow case. There were a lot of coffee, creamers and other stuff, towels and sheets were clean, plenty of shower stuff. Very ease and quick communication with the host. Thank you so much !"
Mississippi River waterfront cabin just steps from the beach and boat launch
Save an average of 15% on thousands of hotels when you're signed in
Interior
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
10.0 out of 10, Exceptional, (402)
"Our third visit to this serene place did not disappoint. Lounged on the beautiful deck in the treetops, played fetch with our pup on the lawn, woke to a chorus of birdsong and enjoyed the sounds of frogs in the pond at nice. Rejuvenating and peaceful spot, always. We love it here."
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin
Fridge, microwave, oven, stovetop
Pet Friendly River Bottom Oasis - Bagley
10.0 out of 10, Exceptional, (6)
"Our stay"
Pet Friendly River Bottom Oasis - Bagley
Interior
Close to Local Opera House - On the main drag
9.8 out of 10, Exceptional, (26)
"Beautiful, quiet space, right in the middle of downtown. Alex and Kyle were extremely attentive and responsive, and the town is like a small town out of a movie. My wife and I had a wonderful weekend. Highly recommended."
Close to Local Opera House - On the main drag
Exterior
The Guest House
10.0 out of 10, Exceptional, (21)
"We found the property clean and perfect for our needs. The host was gracious and the loft was well supplied. They sell farm fresh beef and eggs. We had the eggs for breakfast each morning, what a treat. We would recommend Hollow Rule to anyone staying in the area."
The price is €131
per night
30 May - 31 May
The Guest House
Fridge, microwave, oven, stovetop
Relax with beautiful views overlooking the Wisconsin River
10.0 out of 10, Exceptional, (29)
"What a charming home! It was just as beautiful as the pictures, loved the view of the river, close to our daughter, loved cooking meals in the spacious kitchen & we loved ordering our food from The Port which was just up the road. The host (Holly) was very responsive and helpful. Hope to come back again!"
Relax with beautiful views overlooking the Wisconsin River
Fridge, microwave, oven, stovetop
Amish-Built Cabin in the Driftless Area
10.0 out of 10, Exceptional, (47)
"Had a great time in SW Wisconsin!"
Amish-Built Cabin in the Driftless Area
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Unique! A renovated old railroad depot turned into a cozy cottage.
10.0 out of 10, Exceptional, (93)
"The house itself is so cool and unique- really beautiful! I also so much appreciate that the beds are comfy, nice quality sheets and pillows, and nice fluffy bath towels. Sometimes rental owners skimp on those- not here. Also had a little snafu with the house- nobody’s fault- and the owners were so kind and responsive to my needs. They are wonderful and attentive people and truly care that their guests have an amazing experience."
Unique! A renovated old railroad depot turned into a cozy cottage.
TV, fireplace, DVD player, books
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
10.0 out of 10, Exceptional, (118)
"A beautiful cabin on a beautiful piece of land. As described in the listing and absolutely peaceful. This is our second time staying here and we will be back."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Fridge, microwave, oven, stovetop
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
10.0 out of 10, Exceptional, (17)
"We came to enjoy a weekend away from worries and we very much accomplished it! We enjoyed some local food and walked along the river in between playing games at the cabin. The cabin itself was very clean and cozy!"
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
Living area
A Comfy Cozy Cottage on Clowney
10.0 out of 10, Exceptional, (71)
"Great time. Lots of stairs!"
The price is €223
per night
30 May - 31 May
A Comfy Cozy Cottage on Clowney
Living area
Enjoy peaceful surroundings
10.0 out of 10, Exceptional, (18)
"A wonderful way to spend time together. Close to activities shopping and restaurants but out in the country with pretty scenery and room to walk in the woods."
Enjoy peaceful surroundings
Property grounds
Rustic, small and primitive cabin - Riverview Cabin, LLC
9.8 out of 10, Exceptional, (34)
"Sandy is a great host, checks in to make sure everything is good. Place is beautiful and perfect place to unwind. We will definitely be staying again! Thanks Sandy!"
Rustic, small and primitive cabin - Riverview Cabin, LLC
Interior
Ohio Street Retreat
10.0 out of 10, Exceptional, (25)
"Beautiful, warm, welcoming home! Interior looked as if professionallly designed. Exceptional clean and well stocked! Communication with owner, Darci, was super—very warm and congenial. There were snacks and coffees laid out for us. Very apparent she takes great pride in her VRBO! We plan to return!"
The price is €144
per night
6 Jun - 7 Jun
Ohio Street Retreat
Exterior
River Road Retreat
8.4 out of 10, Very good, (5)
"This was a beautiful new log house across the street from a spacious park and across the street from the Wisconsin River. It’d be a great staging spot for starting or ending a canoe/kayak trip on the river. The house is essentially new construction and made (entirely) of pine. The smell is fantastic. The check-in process was easy and the property manager made sure to let us know they were available if we had any needs. We enjoyed our stay. Just wish we could have adjusted our schedule to stay...
The price is €229
per night
30 May - 31 May
River Road Retreat
Balcony
Upper Place Vacation Cottage
9.6 out of 10, Exceptional, (26)
"Nice place with a great fire pit and plenty of wood. We enjoyed our stay and it had everything we wanted."
Upper Place Vacation Cottage
Fridge, microwave, oven, stovetop
Newly Renovated Cabin
9.4 out of 10, Exceptional, (21)
"The place is so beautiful and unique. The location was perfect for what we had planned. We spent a good amount of time at this location. The only complaints I have was the heat was not working. There were some minor things broken when we arrived. A drawer in the kitchen and one at the coffee bar buffet."
Newly Renovated Cabin
Dining
River's Edge Cabin, LLC
10.0 out of 10, Exceptional, (58)
"Great cabin on the river. Beautiful and peaceful play to stay!"
River's Edge Cabin, LLC
Don't see what you're looking for?
See all available properties in Fennimore
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.

Other types of properties in Fennimore you may be interested in

Room 99
Fenway House Hotel
2.0 star property
9.6 out of 10, Exceptional, (7)
"A true gem will stay there again"
The price is €92
per night
11 Jun - 12 Jun
Fenway House Hotel
Private kitchen
Quaint & Quiet 2 bed 1 bath
The price is €145
per night
31 May - 1 Jun
Quaint & Quiet 2 bed 1 bath
Up Up and Away, 1 Queen Bed ( Half Moon Shaped) (Main Floor)
Don Q Inn
2.5 star property
7.8 out of 10, Good, (808)
"The room was clean the property could definitely use some upkeep (basic rooms)... but the theme rooms are well kept it is a one of a kind hotel and glad it is still around in Wisconsin."
The price is €78
per night
30 May - 31 May
Don Q 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.

Everything you need to know about Fennimore 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 Fennimore holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Fennimore holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fennimore holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fennimore. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fennimore 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 Fennimore holiday rentals we have selected for you start as low as €131 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fennimore rentals

At Expedia, we put the best Fennimore 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 Fennimore 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 Fennimore 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 Fennimore. 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 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?

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin: This holiday home rental outside of Fennimore is located on a river, and has a patio, a BBQ and air conditioning 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 holiday with amenities such as 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. 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.

Recent reviews of Fennimore properties
Expedia verified reviews