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Montgomeryville Holiday Rentals

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Our top choices for Montgomeryville holiday rentals

1. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (53 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
The price is NZ$548
includes taxes & fees
18 Oct - 19 Oct
Cabin on the Kickapoo

2. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (58 reviews)
"fishing cabin."
United States
joe
The price is NZ$217
includes taxes & fees
11 Oct - 12 Oct
Blakley Hobbit Small Cabin

3. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (47 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
The price is NZ$301
includes taxes & fees
11 Oct - 12 Oct
Blakley Hobbit Large Cabin

4. Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.0 out of 10, Wonderful, (18 reviews)
"excellent out of the way retreat close to things we wanted to do and great place for us and our cats, the hot tub was a great treat"
United States
Joseph W.
The price is NZ$552
includes taxes & fees
11 Oct - 12 Oct
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

5. Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
10.0 out of 10, Exceptional, (62 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is NZ$330
includes taxes & fees
20 Oct - 21 Oct
Cozy first floor at the heart of downtown Viroqua

6. Private location 2 bedroom mobile home great view of the Mississippi River

Private location 2 bedroom mobile home great view of the Mississippi River
Lynxville
9.8 out of 10, Exceptional, (37 reviews)
"Nice cute place. Beautiful view and feels very welcoming."
United States
Sandra H.
The price is NZ$273
includes taxes & fees
11 Oct - 12 Oct
Private location 2 bedroom mobile home great view of the Mississippi River

7. Sunset Studio, Amazing River Views, HOT TUB! New Listing!

Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Eastman
9.4 out of 10, Exceptional, (20 reviews)
"Loved it will be back!"
United States
Nick C.
The price is NZ$552
includes taxes & fees
5 Nov - 6 Nov
Sunset Studio, Amazing River Views, HOT TUB! New Listing!

8. Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Eastman
9.0 out of 10, Wonderful, (33 reviews)
"We had a good stay, we loved the animals and the hot tub"
United States
Brooke N.
The price is NZ$574
includes taxes & fees
22 Oct - 23 Oct
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

9. 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 NZ$377
includes taxes & fees
22 Oct - 23 Oct
River Road Retreat

10. Copper Creek Getaway Sleeps 6 Hot Tub

Copper Creek Getaway Sleeps 6 Hot Tub
Seneca
10.0 out of 10, Exceptional, (2 reviews)
"Great area to explore, lots of friendly people. Enjoyed the trip and where we stayed was a great relaxing place."
United States
Cindy B.
The price is NZ$632
includes taxes & fees
11 Oct - 12 Oct
Copper Creek Getaway Sleeps 6 Hot Tub

11. #4 Blakley Hobbit Campground-Tent spot

#4 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is NZ$75
includes taxes & fees
10 Oct - 11 Oct
#4 Blakley Hobbit Campground-Tent spot

12. Dwelling Place - Selah Cabin with private outdoor spa, Selah Cabin

Dwelling Place - Selah Cabin with private outdoor spa, Selah Cabin
Gays Mills
9.6 out of 10, Exceptional, (4 reviews)
"This beautiful wooden cabin is the perfect get away for when you need some time to relax or just be! The hosts were extremely accommodating and welcoming. I would highly recommend this! "
United States
Tanya K.
Dwelling Place - Selah Cabin with private outdoor spa, Selah Cabin

13. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (62 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is NZ$437
includes taxes & fees
20 Oct - 21 Oct
The Honey Haven

14. River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (40 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is NZ$377
includes taxes & fees
22 Oct - 23 Oct
River Road Getaway

15. Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (19 reviews)
"Host family was extremely nice easy to work with and very accommodating."
United States
Pat B.
The price is NZ$776
includes taxes & fees
11 Oct - 12 Oct
Garden Ridge Retreat- Farm Stay

16. Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (4 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is NZ$132
includes taxes & fees
11 Oct - 12 Oct
Blakley Hobbit Campground-RV spot #1

17. #9 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (1 review)
The price is NZ$75
includes taxes & fees
10 Oct - 11 Oct
#9 Blakley Hobbit Campground-Tent spot

18. #10 Blakley Hobbit Campground-Tent spot

#10 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Huan B.
The price is NZ$75
includes taxes & fees
11 Oct - 12 Oct
#10 Blakley Hobbit Campground-Tent spot

19. #8 Blakley Hobbit Campground-Tent spot

#8 Blakley Hobbit Campground-Tent spot
Viola
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed the campground very much. A little lacking in facilities but location makes up for it in spades!"
United States
Nicholas B.
The price is NZ$75
includes taxes & fees
10 Oct - 11 Oct
#8 Blakley Hobbit Campground-Tent spot

20. #2 Blakley Hobbit Campground-Tent spot

#2 Blakley Hobbit Campground-Tent spot
Viola
The price is NZ$75
includes taxes & fees
10 Oct - 11 Oct
#2 Blakley Hobbit Campground-Tent spot
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 Montgomeryville Hotel Reviews

Find out more about Montgomeryville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Montgomeryville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Montgomeryville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Montgomeryville. Seeing all the best attractions is bound to make you fall in love with Montgomeryville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Montgomeryville short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Montgomeryville?

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

Upper Place Vacation Cottage: This holiday home rental outside of Montgomeryville is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind.

What can I see and do in Montgomeryville?

While exploring the area, visit family-friendly sights like WI River Outings, or get outside and enjoy nature at Eagle Cave. In the wider area, you’ll find Viroqua Country Club and Tunnelville Cliffs State Natural Area.

What are holiday rentals like in Montgomeryville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montgomeryville. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.