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Compare 29 Vacation Homes in Montgomeryville with updated reviews, rates, and availability.

River Road Getaway
Exterior detail
River Road Getaway
9.6 out of 10, Exceptional, (11)
"Quick trip for my family reunion (right across from the park we had it at). Owner was very responsive to questions whether through VRBO or over the phone (returned my call super quick when needed help w/ TV). "
The price is AED 735
AED 884 total
includes taxes & fees
16 Nov - 17 Nov
River Road Getaway
Relax with beautiful views overlooking the Wisconsin River
Firepit overlooking the river
Relax with beautiful views overlooking the Wisconsin River
10.0 out of 10, Exceptional, (39)
"Awesome stay. The property is beautiful. The house is very clean up to date. The four season porch room is awesome for morning coffee. Having a fire riverside was nice too. There is road noise as the house is close to the highway. But we will definitely stay again sometime."
Relax with beautiful views overlooking the Wisconsin River
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Spa
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
9.2 out of 10, Wonderful, (20)
"My husband and I had a great weekend. We wish we could stayed longer! Ed was so nice and accommodating."
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
Exterior
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
9.8 out of 10, Exceptional, (23)
"We came to visit family who live in the Viroqua area and enjoyed our time. The house has a convenient location and has everything you could need. We cooked a large family meal, the kitchen had all the supplies we needed. We felt at home during our stay. The host was quick with communication. We will stay again "
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
Exterior
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
10.0 out of 10, Exceptional, (25)
"Fantastic place to stay. Clean and many convenient items included. Would stay again."
The price is AED 349
AED 446 total
includes taxes & fees
1 Dec - 2 Dec
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
Cozy and charming. Your home away from home in the heart of Viroqua.
Exterior
Cozy and charming. Your home away from home in the heart of Viroqua.
9.8 out of 10, Exceptional, (7)
"Well-located, quiet, comfortable for two. Easy walking to food co-op and town center. Nicely laid out and not cluttered. Reading lights on both sides of comfortable bed. "
Cozy and charming. Your home away from home in the heart of Viroqua.
Luxurious home with hot tub, electric fireplace, and stunning views
Luxurious home with hot tub, electric fireplace, and stunning views
2.0 star property
10.0 out of 10, Exceptional, (9)
"Great place for fall getaway. One of the nicest places we’ve ever stayed, thanks for wonderful time!"
Luxurious home with hot tub, electric fireplace, and stunning views
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Terrace/patio
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
9.6 out of 10, Exceptional, (53)
"my husband and I came for our 1 year anniversary and it was perfect! Quiet, cozy and perfect! Views were amazing! Feeding the animals was a lot of fun! Ed was a great host! We will be coming back!"
The price is AED 364
AED 655 total
includes taxes & fees
17 Nov - 18 Nov
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
5-mins from Viroqua-Cabin-Driftless Area-Near Lakes and Streams & Pet Friendly
Super location & close proximity to Viroqua with all outdoors adventures near.
5-mins from Viroqua-Cabin-Driftless Area-Near Lakes and Streams & Pet Friendly
10.0 out of 10, Exceptional, (53)
"Nice cabin off the beaten path but very close to Viroqua for a family visit. Very comfortable bed! "
The price is AED 584
AED 1,212 total
includes taxes & fees
17 Nov - 18 Nov
5-mins from Viroqua-Cabin-Driftless Area-Near Lakes and Streams & Pet Friendly
Serenity awaits at this secluded riverfront property
Property grounds
Serenity awaits at this secluded riverfront property
10.0 out of 10, Exceptional, (43)
"3 of us stayed for 2 nights at this great house. For us it is all about the views and these were lovely. Very private and quiet. House had everything we needed and was cute, comfortable and very clean. Would stay there again."
Serenity awaits at this secluded riverfront property
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
Exterior
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
9.8 out of 10, Exceptional, (118)
"Stayed for a weekend hunting trip with friends. Property was conveniently located and allowed us to have our dog with which is a plus. Only negative is the water pressure for taking a shower, but wasn’t a deal breaker for our group. "
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
The Honey Haven
Interior
The Honey Haven
10.0 out of 10, Exceptional, (28)
"We enjoyed our stay in such a beautiful place. The location is "off the beaten path" so it was quiet and peaceful. The bedrooms, bathrooms, living area and kitchen were comfortable and nicely decorated. We enjoyed the special treat of Peaceful Valley honey - thank you! "
The price is AED 588
AED 930 total
includes taxes & fees
16 Nov - 17 Nov
The Honey Haven
Upper Place Vacation Cottage
Upper Place Cottage
Upper Place Vacation Cottage
9.6 out of 10, Exceptional, (31)
"We had an absolutely wonderful weekend at the cabin and enjoyed hiking the property. Luke's hill is a butt buster! We loved the fact that we could bring our dog and that there was no cell service or internet. Just family time and quietness. "
Upper Place Vacation Cottage
This big old charming house Viroqua
Living and dining room
This big old charming house Viroqua
10.0 out of 10, Exceptional, (16)
"My sister and my kiddos came to visit my elderly mother. It was a great stay. Great space with large rooms. Clean and well maintained. "
The price is AED 735
AED 1,032 total
includes taxes & fees
18 Nov - 19 Nov
This big old charming house Viroqua
Wisconsin's Driftless Region Retreat
5 Bedrooms, 3 1/2 Bath on 60 Acres in the Driftless Region of Wisconsin.
Wisconsin's Driftless Region Retreat
9.6 out of 10, Exceptional, (65)
"Wonderful again Thank you "
Wisconsin's Driftless Region Retreat
Spacious Cabin on the Wisconsin River!
Outdoor dining
Spacious Cabin on the Wisconsin River!
9.6 out of 10, Exceptional, (25)
"We had all the room we needed and more for our family time at this rental. Lovely views of the river and a great outdoor space. Would recommend for a larger family/group for sure. "
Spacious Cabin on the Wisconsin River!
Ideal spot minutes from Kickapoo Valley Reserve, Wildcat StatePark & fly fishing
Exterior
Ideal spot minutes from Kickapoo Valley Reserve, Wildcat StatePark & fly fishing
9.4 out of 10, Exceptional, (33)
"Selected the property and we were pleasantly surprised by the ample space (3 separate beds, 2 in private bedrooms, one at the top of the stairs with space to accommodate us - just as described). The decor of the home is eclectic and unique. The owner was very friendly and all detail needed for check in was sent the week of our stay with additional info for how to access and what was required upon checkout (strip bedding and take out the trash). We had no issues locating the property and any...
Ideal spot minutes from Kickapoo Valley Reserve, Wildcat StatePark & fly fishing
Beautiful driftless area home next to snowmobile trail!
Living area
Beautiful driftless area home next to snowmobile trail!
10.0 out of 10, Exceptional, (1)
Beautiful driftless area home next to snowmobile trail!
The Windmill Retreat - Large country home with big yard
Exterior
The Windmill Retreat - Large country home with big yard
10.0 out of 10, Exceptional, (36)
"Our niece was getting married in the area and we needed to have a place for 10 or more people to stay. We were looking for a place that we could have enough room to relax the night before with some game playing and conversation. Then have enough space for everyone to get ready the next day. We found it. We are keeping this house on our list for a return visit for a relaxing quiet vacation. Thank you, The Udelhoven Family "
The Windmill Retreat - Large country home with big yard
PROMO 10% WEEKLY/20% MONTHLY DISCOUNT SW Wisconsin, Hypoint’s Mississippi view
Interior
PROMO 10% WEEKLY/20% MONTHLY DISCOUNT SW Wisconsin, Hypoint’s Mississippi view
10.0 out of 10, Exceptional, (57)
"I was actually unable to make it and booked it for the groom and his groomsmen. They told me that they loved the place so much that they actually took bridal photos at the location. The place is beautiful."
PROMO 10% WEEKLY/20% MONTHLY DISCOUNT SW Wisconsin, Hypoint’s Mississippi view
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 property types in Montgomeryville

Exquisite comfort for family and friends in the heart of Downtown Viroqua.
Family and Kitchen combined
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
10.0 out of 10, Exceptional, (237)
"Third time staying, and we love it. Very comfortable and accommodating. I could wish for an elevator for those in our group with mobility issues. Location allows easy walkable access to many desirable businesses in downtown Viroqua."
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
Two Bedroom airy modern apartment - Green Door
Living area
Two Bedroom airy modern apartment - Green Door
10.0 out of 10, Exceptional, (50)
"We loved the apartment and the walking distance to the cute town of Viroqua. The apartment was clean, well appointed and met all of our needs. I would definitely stay here again. Thank you! "
Two Bedroom airy modern apartment - Green Door
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Exterior
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
10.0 out of 10, Exceptional, (75)
"Spent my 50th birthday with my family. Beautiful cabin, in a beautiful part of our state. Thank you for sharing your cabin with us. It was juar perfect!"
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
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.