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Montgomeryville Vacation Rentals

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Our top choices for Montgomeryville vacation rentals

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (43 reviews)
"Very peaceful, charming rustic cabin. I highly recommend and we plan to come back. "
United States
Jonathan C.
The price is CA $128
CA $240 total
includes taxes & fees
Jun 29 - Jun 30
Blakley Hobbit Large Cabin

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (55 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is CA $93
CA $173 total
includes taxes & fees
Jun 29 - Jun 30
Blakley Hobbit Small Cabin

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, (9 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 $178
CA $399 total
includes taxes & fees
Jun 30 - Jul 1
Sunset Studio, Amazing River Views, HOT TUB! New Listing!

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 $224
CA $455 total
includes taxes & fees
Jul 20 - Jul 21
Cabin on the Kickapoo

Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
9.8 out of 10, Exceptional, (58 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is CA $162
CA $287 total
includes taxes & fees
Jul 7 - Jul 8
Cozy first floor at the heart of downtown Viroqua

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 $178
CA $218 total
includes taxes & fees
Jul 9 - Jul 10
Private location 2 bedroom mobile home great view of the Mississippi River

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 $285
CA $342 total
includes taxes & fees
Jul 7 - Jul 8
River Road Retreat

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (51 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
The price is CA $227
CA $357 total
includes taxes & fees
Jun 30 - Jul 1
The Honey Haven

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 $71
CA $105 total
includes taxes & fees
Jun 27 - Jun 28
Blakley Hobbit Campground-RV spot #4

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, (14 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is CA $256
CA $441 total
includes taxes & fees
Jun 30 - Jul 1
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (32 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is CA $285
CA $342 total
includes taxes & fees
Jul 8 - Jul 9
River Road Getaway

Copper Creek Getaway Sleeps 6 Hot Tub

Copper Creek Getaway Sleeps 6 Hot Tub
Seneca
The price is CA $224
CA $491 total
includes taxes & fees
Jun 28 - Jun 29
Copper Creek Getaway Sleeps 6 Hot Tub

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

Dwelling Place - Selah Cabin with private hot tub, Selah Cabin
Gays Mills
9.6 out of 10, Exceptional, (4 reviews)
"This beautiful wooden cabin is the perfect get away for when you need some time to relax or just be! The hosts were extremely accommodating and welcoming. I would highly recommend this! "
United States
Tanya K.
The price is CA $388
CA $654 total
includes taxes & fees
Jun 29 - Jun 30
Dwelling Place - Selah Cabin with private hot tub, Selah Cabin

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 $320
CA $559 total
includes taxes & fees
Jun 29 - Jun 30
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

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 $419
CA $810 total
includes taxes & fees
Jul 7 - Jul 8
Garden Ridge Retreat- Farm Stay

#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 $28
CA $60 total
includes taxes & fees
Jun 30 - Jul 1
#10 Blakley Hobbit Campground-Tent spot

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 $71
CA $105 total
includes taxes & fees
Jun 30 - Jul 1
Blakley Hobbit Campground-RV spot #1

#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 $28
CA $60 total
includes taxes & fees
Jun 26 - Jun 27
#4 Blakley Hobbit Campground-Tent spot

Blakley Hobbit Campground-RV spot #2

Blakley Hobbit Campground-RV spot #2
Viola
The price is CA $71
CA $105 total
includes taxes & fees
Jun 26 - Jun 27
Blakley Hobbit Campground-RV spot #2

#9 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (1 review)
The price is CA $28
CA $60 total
includes taxes & fees
Jun 26 - Jun 27
#9 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?

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 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.