Montgomeryville Vacation Rentals

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
Feb 2 - Feb 3
Tomorrow
Feb 3 - Feb 4
Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16

Vacation 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
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, (117)
"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
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
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
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 CA $204
CA $333 total
includes taxes & fees
Feb 3 - Feb 4
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
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
Tanager cabin at Driftless Creek
Exterior

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (90)
"What a wonderful winter getaway. Rodney kept us cozy with lots of kindling and firewood and the trails were beautiful. Rodney also replaced a broken coffee maker ASAP so we could be fully caffeinated for our adventures. Can't wait to return."
Tanager cabin at Driftless Creek
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.

9.8 out of 10, Exceptional, (30)
"We loved the location of the cabin! It was a wonderful winter getaway. The cabin is beautiful. Everything was perfect!"
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.
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
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, (34)
"View of the Mississippi River from your window. Listen to music on a record player. "
The price is CA $153
CA $192 total
includes taxes & fees
Feb 3 - Feb 4
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
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
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
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)
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
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
Terrace/patio

Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, 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 luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
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, (21)
"Our family wanted to find a place to get together on the one year anniversary of the death of my wife to be by ourselves and share some memories. This place looked ideal when I looked it up on VRBO. It was every bit as good as we thought that it would be and more.The space is very large, even larger than it looks in the photographs. It takes up almost the entire downstairs area of a very large house. Even though we had seven members in our group, it didn't seem like we were right on top of each...
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
The Honey Haven
Interior

The Honey Haven

10.0 out of 10, Exceptional, (30)
"This is a great place to stay.Quiet and remote. If you’re staying here in the winter you will appreciate the heated floor in the main room. We were greeted by their dog Boone on arrival, who showed remarkable hospitality! Overall we felt like we were at home."
The price is CA $233
CA $368 total
includes taxes & fees
Feb 3 - Feb 4
The Honey Haven
Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub
Fridge, microwave, oven, stovetop

Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub

10.0 out of 10, Exceptional, (4)
"Excellent! Everything was as described. "
Larsen Rustic Secluded Log Cabin W/Outdoor Hot Tub
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.
Don't see what you're looking for?
See all available properties in Montgomeryville
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (260)
"Nothing unique. Good stay"
The price is CA $111
CA $124 total
includes taxes & fees
Feb 9 - Feb 10
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 CA $122
CA $135 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $204
CA $333 total
includes taxes & fees
Feb 3 - Feb 4
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 vacation rentals in Montgomeryville?

Yes, we offer vacation rentals near the most popular points of interest in Montgomeryville, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental in Montgomeryville?

This big old charming house Viroqua: Visitors like this Montgomeryville vacation home rental. It offers a patio, a selection of games, and a barbecue grill 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 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 larger area, you’ll find Viroqua Country Club and Fortney Underground Theater.

What are vacation rentals like in Montgomeryville?

Vacation rentals are private properties you can stay in for a short or long stay in Montgomeryville. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.