Holiday Rentals in Montgomeryville

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Check prices for these dates

Tonight
12 Feb - 13 Feb
Tomorrow
13 Feb - 14 Feb
This weekend
14 Feb - 16 Feb
Next weekend
21 Feb - 23 Feb

Holiday Rentals in Montgomeryville

This big old charming house Viroqua
Outdoor dining

This big old charming house Viroqua

10.0 out of 10, Exceptional, (21)
"This house was perfect for hosting my family. We had a wonderful time!"
This big old charming house Viroqua
Main Street Lodge
Fridge, microwave, oven, stovetop

Main Street Lodge

10.0 out of 10, Exceptional, (239)
"You won't be sorry if you pick this place. The location is fantastic. It is unique and very spacious. We all loved our stay there."
Main Street Lodge
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
Fridge, microwave, oven, stovetop

Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway

10.0 out of 10, Exceptional, (118)
"Nice relaxing location in the a valley that feels like home. Very relaxing and well thought out stay. Really appreciated the hot tub and the thoughtfulness of the cabin layout and amenities."
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Exterior

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

9.6 out of 10, Exceptional, (55)
"Wonderful location, beautiful bathroom, relaxing. Definitely would visit again. "
The price is €183
includes taxes & fees
14 Feb - 15 Feb
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
Exterior

Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

10.0 out of 10, Exceptional, (236)
"We loved our stay at The Arcadian. Perfect for nature lovers looking for outdoor activities, and also perfect for people who want to visit town nearby—at just 8 minutes away, it’s the best of both worlds. Jake and Becky were very courteous and communicative hosts as well. Highly recommend this experience. "
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
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, (132)
"A fabulous getaway for our family. Beautiful log home and property, lots of space for 5 adults, had everything we needed. It was a cold weekend but the house was cozy and warm. We enjoyed a fire in the outdoor fire pit and explored some of the property. Great communication by the host, pleasant and friendly. "
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Terrace/patio

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (81)
"This place was super cozy and had plenty of amenities to choose from. Everything was very clean and welcoming"
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.
Interior

Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.

10.0 out of 10, Exceptional, (31)
"We had an excellent time! A peaceful property that's well maintained. Easy check in/out process and communicative hosts. Would recommend this property to any friends or family."
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
Interior

Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.

10.0 out of 10, Exceptional, (30)
"My spouse and I needed a secluded get away from the city and this place was perfect. We cooked and relaxed in the private woods and hot tub all week. Will def be back. "
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
Tanager cabin at Driftless Creek
Exterior

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (91)
"We enjoyed spending time in the cozy cabin, stoking the fire, and keeping ourselves occupied away from the busyness of life"
Tanager cabin at Driftless Creek
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
Fridge, microwave, oven, stovetop

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

10.0 out of 10, Exceptional, (35)
"Perfect in every way. Cozy, quiet and everything you need. We will definitely go back to this little hideaway "
The price is €125
includes taxes & fees
16 Mar - 17 Mar
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
Dining

Nice Cape Cod home near the Mississippi River (Scenic River Inn)

9.8 out of 10, Exceptional, (121)
"This was our second winter trip here. It's a great location for us to experience winter in the Driftless area"
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
The Sun Set River Cabin, Luxury, private, amazing views of River with Hot Tub
Exterior

The Sun Set River Cabin, Luxury, private, amazing views of River with Hot Tub

10.0 out of 10, Exceptional, (123)
"This was a brief birthday getaway to celebrate my wife's birthday. The cabin was cozy and comfortable during this cold January week. It is well equipped and the view of the river is fantastic. We had a wonderfully relaxing time."
The Sun Set River Cabin, Luxury, private, amazing views of River with Hot Tub
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Terrace/patio

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

9.2 out of 10, Wonderful, (22)
"This was a great location for our women's weekend away. Plenty of room for the 5 of us. Property tour, hike and living quarters were as advertised. Ed was an attentive manager and addressed our requests in a timely manner. Fire ban kept us from enjoying a campfire. If you're a light sleeper - consider earplugs if on the lower level (some noise/movement heard) overnight which is expected in a shared lodge. "
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Wagonwheel Ranch
Exterior

Wagonwheel Ranch

2.0 star property
10.0 out of 10, Exceptional, (3)
"Ideal spot for a family gathering of three couples -- plenty of space; plenty of those small food items you put in refrigerator door (but don't want to buy for just a two night stay). Chris is a very responsive host. And if you come with two EV's, there are two external outlets (both 110v) for slow charging. A bonus. Nearest charger is in the Food Coop parking lot in Viroqua - no charge. "
Wagonwheel Ranch
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
Terrace/patio

Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway

10.0 out of 10, Exceptional, (149)
"My husband and I enjoyed a relaxing weekend at the Tranquil Tree Cabin. The cabin is tucked away among the trees. It's a cozy welcoming cabin with everything you need to have a relaxing stay. We made use of the wood burning stove, made breakfast each day, watched movies and enjoyed coffee at the breakfast bar. It was hazy while we were there but we still enjoyed the tree views and outline of the bluffs. "
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
2-bedroom vacation home just 10 minutes from Viroqua's charming downtown
Dining

2-bedroom vacation home just 10 minutes from Viroqua's charming downtown

10.0 out of 10, Exceptional, (54)
"We enjoyed our time at this property. Rather small seating area in the living room but it was fine for the 3 of us. Nice sleeping area on the second floor. You get the feeling of being in the woodsey outdoors but just a quick 2 mile drive into town. "
2-bedroom vacation home just 10 minutes from Viroqua's charming downtown
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
Terrace/patio

Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

10.0 out of 10, Exceptional, (67)
"Awesome property and amenities. Its clear someone put a lot of thought into making this place a great getaway. This cabin is a work of wooden art. "
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Outdoor dining

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (135)
"The cabin was clean, comfortable and cozy with beautiful views of the fall foliage! We enjoyed the hiking trails nearby and even did a little fishing. We would definitely stay again!"
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Cozy first floor at the heart of downtown Viroqua
Fridge, microwave, oven, stovetop

Cozy first floor at the heart of downtown Viroqua

10.0 out of 10, Exceptional, (31)
"This is a pretty place with up to date furnishings, well appointed kitchen and comfortable bedroom. Not a lot of daylight but If you are in Viroqua for a meeting or symposium this is the perfect place to stay...good early morning and evening/nighttime cozy spot. "
The price is €176
includes taxes & fees
14 Feb - 15 Feb
Cozy first floor at the heart of downtown Viroqua
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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Other types of properties in Montgomeryville you may be interested in

AmericInn by Wyndham Viroqua
Room, 2 Queen Beds, Non Smoking

AmericInn by Wyndham Viroqua

2.5 star property
8.2 out of 10, Very good, (261)
"zzzzzzzzzzzzzzz"
The price is €87
includes taxes & fees
23 Feb - 24 Feb
AmericInn by Wyndham Viroqua
AmericInn by Wyndham Boscobel
Reception

AmericInn by Wyndham Boscobel

2.5 star property
8.8 out of 10, Excellent, (402)
"Better than average continental breakfast, but the cream cheese needs to be refrigerated."
The price is €89
includes taxes & fees
19 Feb - 20 Feb
AmericInn by Wyndham Boscobel
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Exterior

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

9.6 out of 10, Exceptional, (55)
"Wonderful location, beautiful bathroom, relaxing. Definitely would visit again. "
The price is €183
includes taxes & fees
14 Feb - 15 Feb
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
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.

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?

This big old charming house Viroqua: This holiday home rental outside of Montgomeryville offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable 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.

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 Kickapoo River. In the wider area, you’ll find Viroqua Country Club and Fortney Underground Theater.

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.