Montgomeryville Vacation Rentals

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Montgomeryville Vacation Homes

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, (50)
"Fantastic place to stay. Clean and many convenient items included. Would stay again."
The price is CA $148
CA $186 total
includes taxes & fees
Aug 12 - Aug 13
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Game room

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

9.0 out of 10, Wonderful, (4)
"Quiet Place"
The price is CA $247
CA $429 total
includes taxes & fees
Aug 5 - Aug 6
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
This big old charming house Viroqua
Outdoor dining

This big old charming house Viroqua

10.0 out of 10, Exceptional, (30)
"Had a really nice time and would definitely book future stays at this house."
This big old charming house Viroqua
River Road Getaway
Outdoor dining

River Road Getaway

9.4 out of 10, Exceptional, (23)
"Pleasant communication with owners, and a clean and comfortable place to stay! Feels like home. "
The price is CA $275
CA $328 total
includes taxes & fees
Jul 30 - Jul 31
River Road 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, (61)
"stated several times, very relaxing, clean and comfortable"
2-bedroom vacation home just 10 minutes from Viroqua's charming downtown
Upper Place Vacation Cottage
Outdoor dining

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (33)
"Great host and communication. Everything went as planned and the Driftless area never disappoints. "
Upper Place Vacation Cottage
Wisconsin's Driftless Region Retreat
Exterior

Wisconsin's Driftless Region Retreat

9.6 out of 10, Exceptional, (71)
"Beautiful house close enough for our visit to come back and relax in the evenings. Great house and location! "
Wisconsin's Driftless Region Retreat
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, (36)
"Family enjoyed our family time together."
Ideal spot minutes from Kickapoo Valley Reserve, Wildcat StatePark & fly fishing
Serenity awaits at this secluded riverfront property
Outdoor dining

Serenity awaits at this secluded riverfront property

10.0 out of 10, Exceptional, (47)
"Loved how all the bedrooms were on the main floor! The porch is amazing."
Serenity awaits at this secluded riverfront property
Cozy and charming. Your home away from home in the heart of Viroqua.
Fridge, microwave, oven, stovetop

Cozy and charming. Your home away from home in the heart of Viroqua.

10.0 out of 10, Exceptional, (14)
"Property was comfortable, clean and centrally located. Really appreciated having coffee available each morning. Will be staying here again in the future."
Cozy and charming. Your home away from home in the heart of Viroqua.
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Terrace/patio

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

9.0 out of 10, Wonderful, (28)
"This is a very nice place. I think calling it a working ranch is a bit of a stretch, but it was nice to hang out with the animals. "
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
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, (128)
"I will stay there again"
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
Relax with beautiful views overlooking the Wisconsin River
Fridge, microwave, oven, stovetop

Relax with beautiful views overlooking the Wisconsin River

10.0 out of 10, Exceptional, (45)
"Lovely house and property!"
Relax with beautiful views overlooking the Wisconsin River
Luxurious home with hot tub, electric fireplace, and stunning views
Dining

Luxurious home with hot tub, electric fireplace, and stunning views

2.0 star property
10.0 out of 10, Exceptional, (18)
"We stayed for our annual girls trip. It was perfect. The house was fully stocked and beautiful. Thank you!"
Luxurious home with hot tub, electric fireplace, and stunning views
Spacious Cabin on the Wisconsin River!
Outdoor dining

Spacious Cabin on the Wisconsin River!

9.6 out of 10, Exceptional, (26)
"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!
Maple St. King Suite - Free Daytime EV Charging!
Property grounds

Maple St. King Suite - Free Daytime EV Charging!

Maple St. King Suite - Free Daytime EV Charging!
The Honey Haven
Interior

The Honey Haven

10.0 out of 10, Exceptional, (40)
"This VRBO was a wonderfully clean and comfortable retreat in the driftless. The owners (and their dog) were very friendly, and the location was beautiful."
The price is CA $219
CA $347 total
includes taxes & fees
Aug 19 - Aug 20
The Honey Haven
Modern luxury cabin just minutes from Downtown Viroqua.
4 bedrooms, desk, iron/ironing board, travel crib

Modern luxury cabin just minutes from Downtown Viroqua.

9.8 out of 10, Exceptional, (6)
"Prefect fall group stay"
Modern luxury cabin just minutes from Downtown Viroqua.
Queen Anne Stay
Terrace/patio

Queen Anne Stay

9.8 out of 10, Exceptional, (6)
Queen Anne Stay
Wildwood Retreat - Newly remodeled
Smart TV

Wildwood Retreat - Newly remodeled

9.2 out of 10, Wonderful, (5)
"It was perfect for us for the weekend!"
Wildwood Retreat - Newly remodeled
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

Private, Cozy, Driftless 2BR Farmhouse on 80 acres, 2 miles from Viroqua, WI

Private, Cozy, Driftless 2BR Farmhouse on 80 acres, 2 miles from Viroqua, WI

10/10 Excellent
"We loved the huge yard and lication at the end of the road which provided peace and quiet! The farmhouse was comfortable and had everything and more for our needs."
Renate S. 1-night trip
Posted 1 day ago
Private, Cozy, Driftless 2BR Farmhouse on 80 acres, 2 miles from Viroqua, WI