Montgomeryville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Montgomeryville vacation rentals

A wooden cabin surrounded by snow-covered trees.

1. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (55 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
The price is CA $195
CA $378 total
includes taxes & fees
Nov 17 - Nov 18
Cabin on the Kickapoo
A wooden deck with a barbecue grill, overlooking a river and autumn foliage.

2. Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.6 out of 10, Good, (58 reviews)
"fishing cabin."
United States
joe
The price is CA $92
CA $159 total
includes taxes & fees
Nov 19 - Nov 20
Blakley Hobbit Small Cabin
A rustic wooden cabin with a front porch, a staircase, and a small deck area.

3. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (50 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
The price is CA $127
CA $216 total
includes taxes & fees
Nov 10 - Nov 11
Blakley Hobbit Large Cabin
A grey door with a window above it and a doorbell on the right side.

4. 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, (64 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is CA $174
CA $288 total
includes taxes & fees
Nov 23 - Nov 24
Cozy first floor at the heart of downtown Viroqua
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television.

5. 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
9.2 out of 10, Wonderful, (21 reviews)
"Property fit our needs perfectly and check in and check out was easy!"
United States
Scott C.
The price is CA $254
CA $402 total
includes taxes & fees
Nov 10 - Nov 11
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
A hot tub on a wooden deck with a view of a lake and trees.

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

Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Eastman
9.4 out of 10, Exceptional, (22 reviews)
"Loved it will be back!"
United States
Nick C.
The price is CA $191
CA $396 total
includes taxes & fees
Nov 15 - Nov 16
Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Two dogs sitting on a grassy field with a pond and trees in the background.

7. Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (4 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 $78 total
includes taxes & fees
Nov 10 - Nov 11
Blakley Hobbit Campground-RV spot #1
A room with a large window, a television on a wooden stand, a radiator, and a patterned carpet.

8. 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, (40 reviews)
"Nice cute place. Beautiful view and feels very welcoming."
United States
Sandra H.
The price is CA $177
CA $204 total
includes taxes & fees
Nov 10 - Nov 11
Private location 2 bedroom mobile home great view of the Mississippi River
A spacious living room with a large sofa, a coffee table, and a view of a snowy landscape through large windows.

9. Copper Creek Getaway Sleeps 6 Hot Tub

Copper Creek Getaway Sleeps 6 Hot Tub
Seneca
10.0 out of 10, Exceptional, (2 reviews)
"Great area to explore, lots of friendly people. Enjoyed the trip and where we stayed was a great relaxing place."
United States
Cindy B.
The price is CA $248
CA $496 total
includes taxes & fees
Nov 10 - Nov 11
Copper Creek Getaway Sleeps 6 Hot Tub
A rustic cabin with a stone facade, wooden deck, and a large porch.

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

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
Eastman
9.2 out of 10, Wonderful, (36 reviews)
"We had a good stay, we loved the animals and the hot tub"
United States
Brooke N.
The price is CA $247
CA $446 total
includes taxes & fees
Nov 15 - Nov 16
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route
A modern living room with a large window, a sofa, a coffee table, and a chair.

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

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
The price is CA $320
CA $521 total
includes taxes & fees
Nov 15 - Nov 16
“The Ridgeline” – Luxury private home, on 4 acres
A wooden cabin with a porch, two windows, and a star decoration on the wall.

12. River Road Retreat

River Road Retreat
Muscoda
9.8 out of 10, Exceptional, (32 reviews)
"We had a great stay"
United States
Robert S.
The price is CA $254
CA $291 total
includes taxes & fees
Nov 10 - Nov 11
River Road Retreat
A playground with various play structures, including a slide, swings, and climbing frames, surrounded by grass and trees.

13. River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (42 reviews)
"Had everything we needed."
United States
Tawnia
The price is CA $254
CA $291 total
includes taxes & fees
Nov 10 - Nov 11
River Road Getaway
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

14. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (64 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is CA $237
CA $337 total
includes taxes & fees
Nov 10 - Nov 11
The Honey Haven
Two dogs sitting on a grassy field with a pond and trees in the background.

15. #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 $31 total
includes taxes & fees
Nov 10 - Nov 11
#4 Blakley Hobbit Campground-Tent spot
Two dogs sitting on a grassy field with a pond and trees in the background.

16. Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #4
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Amazing location"
United States
Paul K.
The price is CA $71
CA $78 total
includes taxes & fees
Nov 10 - Nov 11
Blakley Hobbit Campground-RV spot #4
Two dogs sitting on a grassy field with a pond and trees in the background.

17. #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 $31 total
includes taxes & fees
Nov 10 - Nov 11
#10 Blakley Hobbit Campground-Tent spot
Two dogs sitting on a grassy field with a pond and trees in the background.

18. #8 Blakley Hobbit Campground-Tent spot

#8 Blakley Hobbit Campground-Tent spot
Viola
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed the campground very much. A little lacking in facilities but location makes up for it in spades!"
United States
Nicholas B.
The price is CA $28
CA $31 total
includes taxes & fees
Nov 10 - Nov 11
#8 Blakley Hobbit Campground-Tent spot
Two dogs sitting on a grassy field with a pond and trees in the background.

19. Blakley Hobbit Campground-RV spot #2

Blakley Hobbit Campground-RV spot #2
Viola
The price is CA $71
CA $78 total
includes taxes & fees
Nov 10 - Nov 11
Blakley Hobbit Campground-RV spot #2
A natural landscape with a river, dense greenery, and a clear sky with sunlight rays.

20. Blakley Hobbit Campground-RV spot #3

Blakley Hobbit Campground-RV spot #3
Viola
6.0 out of 10, (1 review)
"This is a beautiful property. The price is a little high for the lack of amenities and the road was busier than I expected but we loved the place anyhow. "
United States
Kirstin
The price is CA $71
CA $78 total
includes taxes & fees
Nov 10 - Nov 11
Blakley Hobbit Campground-RV spot #3
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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Find out more about Montgomeryville

Everything you need to know about Montgomeryville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomeryville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montgomeryville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montgomeryville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montgomeryville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomeryville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomeryville vacation rentals we have selected for you start as low as CA $79 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montgomeryville rentals

At Expedia, we put the best Montgomeryville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montgomeryville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montgomeryville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montgomeryville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Upper Place Vacation Cottage: Visitors like this Montgomeryville vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind.

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.