Montgomeryville Vacation Rentals

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Our top choices for Montgomeryville vacation rentals

River Road Retreat

River Road Retreat
Muscoda
9.6 out of 10, Exceptional, (25 reviews)
"Will for sure stay again "
United States
Nicole
The price is CA $275
CA $331 total
includes taxes & fees
Jun 3 - Jun 4
River Road Retreat

River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (31 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is CA $275
CA $331 total
includes taxes & fees
Jun 2 - Jun 3
River Road Getaway

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (40 reviews)
"We enjoyed our stay, spending most of our time kayaking and hiking!! Beautiful quiet area and clean accommodations."
United States
Denise R.
The price is CA $124
CA $232 total
includes taxes & fees
May 22 - May 23
Blakley Hobbit Large Cabin

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (52 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is CA $89
CA $167 total
includes taxes & fees
May 22 - May 23
Blakley Hobbit Small Cabin

Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.8 out of 10, Exceptional, (46 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
The price is CA $246
CA $476 total
includes taxes & fees
Jun 1 - Jun 2
Cabin on the Kickapoo

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, (12 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is CA $247
CA $431 total
includes taxes & fees
Jun 2 - Jun 3
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Relax with beautiful views overlooking the Wisconsin River

Relax with beautiful views overlooking the Wisconsin River
Blue River
10.0 out of 10, Exceptional, (57 reviews)
"Great place to relax and get away. "
United States
Debbie N.
The price is CA $402
CA $689 total
includes taxes & fees
May 24 - May 25
Relax with beautiful views overlooking the Wisconsin River

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (49 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
The price is CA $220
CA $348 total
includes taxes & fees
May 25 - May 26
The Honey Haven

#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 CA $27
CA $58 total
includes taxes & fees
May 22 - May 23
#4 Blakley Hobbit Campground-Tent spot

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, (27 reviews)
"Springtime river viewing is so enjoyable!"
United States
Leon
The price is CA $172
CA $210 total
includes taxes & fees
Jun 2 - Jun 3
Private location 2 bedroom mobile home great view of the Mississippi River

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

Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Eastman
9.6 out of 10, Exceptional, (8 reviews)
"We were looking for a quiet place to spend the 4th of July, and this cabin was exactly what we were looking for. It had great views, it was very quiet, and the hot tub was a bonus. "
United States
Daniel R.
The price is CA $172
CA $390 total
includes taxes & fees
May 26 - May 27
Sunset Studio, Amazing River Views, HOT TUB! New Listing!

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, (56 reviews)
"Great convenience, quiet, well maintained, cute & cozy! Would definitely stay again! "
United States
Lynette W.
The price is CA $154
CA $276 total
includes taxes & fees
May 27 - May 28
Cozy first floor at the heart of downtown Viroqua

Dwelling Place - Shalom Cabin with private hot tub, Shalom Cabin

Dwelling Place - Shalom Cabin with private hot tub, Shalom Cabin
Gays Mills
10.0 out of 10, Exceptional, (3 reviews)
"Wow! We were so impressed with the cabin. You walk up and can smell the cedar porch. The inside was beautifully decorated. Everything was perfect - from the cozy interior to the porch swing and hot tub at night! Peaceful and relaxing. "
United States
Morgan B.
The price is CA $315
CA $560 total
includes taxes & fees
Jun 3 - Jun 4
Dwelling Place - Shalom Cabin with private hot tub, Shalom Cabin

“The Ridgeline” – Luxury private home, on 4 acres

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
The price is CA $339
CA $518 total
includes taxes & fees
Jun 7 - Jun 8
“The Ridgeline” – Luxury private home, on 4 acres

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, (28 reviews)
"We had a good stay, we loved the animals and the hot tub"
United States
Brooke N.
The price is CA $309
CA $539 total
includes taxes & fees
May 29 - May 30
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (2 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is CA $69
CA $102 total
includes taxes & fees
May 25 - May 26
Blakley Hobbit Campground-RV spot #1

Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (13 reviews)
"Was a great place for our annual 4 couple get together. Host gave us a tour of their farm and there was a wonderful selection of their own farm raised pork, beef and strawberries."
United States
Kurt F.
The price is CA $399
CA $776 total
includes taxes & fees
Jun 1 - Jun 2
Garden Ridge Retreat- Farm Stay

Copper Creek Getaway Sleeps 6 Hot Tub

Copper Creek Getaway Sleeps 6 Hot Tub
Seneca
The price is CA $198
CA $369 total
includes taxes & fees
May 29 - May 30
Copper Creek Getaway Sleeps 6 Hot Tub

Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #4
Viola
10.0 out of 10, Exceptional, (1 review)
"Lovely spot right on river. Trout fishing all around area."
United States
Brett
The price is CA $69
CA $102 total
includes taxes & fees
May 22 - May 23
Blakley Hobbit Campground-RV spot #4

#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 CA $27
CA $58 total
includes taxes & fees
May 22 - May 23
#10 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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Garden Ridge Retreat- Farm Stay: Visitors like this Montgomeryville vacation home rental. It is located in a rural location and has a fireplace, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 Eagle Cave. In the larger area, you’ll find Viroqua Country Club and Tunnelville Cliffs State Natural Area.

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.