Montgomeryville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Montgomeryville holiday rentals

Cabin in Muscoda

River Road Retreat
9.6 out of 10, Exceptional, (24 reviews)
"We had a great stay"
United States
Robert S.
The price is AU$335
includes taxes & fees
14 Mar - 15 Mar
River Road Retreat

Holiday Home in Muscoda

River Road Getaway
9.6 out of 10, Exceptional, (30 reviews)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is AU$335
includes taxes & fees
14 Mar - 15 Mar
River Road Getaway

Cabin in Readstown

Cabin on the Kickapoo
9.6 out of 10, Exceptional, (45 reviews)
"Lovely little log cabin surrounded by trees. Hot tub was wonderful on a chilly night."
United States
Tanya W.
The price is AU$471
includes taxes & fees
22 Mar - 23 Mar
Cabin on the Kickapoo
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 AU$239
includes taxes & fees
2 Apr - 3 Apr
Blakley Hobbit Large Cabin

Apartment in Viola

Blakley Hobbit Small Cabin
7.8 out of 10, Good, (51 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is AU$173
includes taxes & fees
19 Mar - 20 Mar
Blakley Hobbit Small Cabin
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is AU$438
includes taxes & fees
15 Mar - 16 Mar
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Holiday Home in Westby

The Honey Haven
10.0 out of 10, Exceptional, (47 reviews)
"Quiet, clean, nestled in nature!"
United States
jim g.
The price is AU$349
includes taxes & fees
25 Mar - 26 Mar
The Honey Haven

Wagonwheel Ranch

Wagonwheel Ranch
9.8 out of 10, Exceptional, (18 reviews)
"Quiet location nice setting. Great host "
United States
Josh K.
The price is AU$718
includes taxes & fees
14 Mar - 15 Mar
Wagonwheel Ranch
9.8 out of 10, Exceptional, (23 reviews)
"great communication with the Host ,clean, pet friendly great veiw of the Mississippi River "
United States
Moe H.
The price is AU$217
includes taxes & fees
15 Mar - 16 Mar
Private location 2 bedroom mobile home great view of the Mississippi River
10.0 out of 10, Exceptional, (54 reviews)
"Wonderful place! Clean, full of amenities, within walking distance to everything downtown has to offer."
United States
Alina L.
The price is AU$253
includes taxes & fees
26 Mar - 27 Mar
Cozy first floor at the heart of downtown Viroqua
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 AU$106
includes taxes & fees
16 Mar - 17 Mar
Blakley Hobbit Campground-RV spot #1
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 AU$494
includes taxes & fees
18 Mar - 19 Mar
Shalom cabin with private hot tub, Shalom Cabin

Holiday Home in Viroqua

Garden Ridge Retreat- Farm Stay
10.0 out of 10, Exceptional, (8 reviews)
"Really enjoyed our stay. Great hosts no issues at all. Amazing views would definitely visit again "
United States
Joseph M.
The price is AU$616
includes taxes & fees
22 Mar - 23 Mar
Garden Ridge Retreat- Farm Stay
The price is AU$468
includes taxes & fees
15 Mar - 16 Mar
Historic 1922 Colonel May Schoolhouse
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 AU$62
includes taxes & fees
16 Mar - 17 Mar
Blakley Hobbit Campground-Tent spot #4
10.0 out of 10, Exceptional, (1 review)
"Lovely spot right on river. Trout fishing all around area."
United States
Brett
The price is AU$106
includes taxes & fees
16 Mar - 17 Mar
Blakley Hobbit Campground-RV spot #4
The price is AU$502
includes taxes & fees
16 Mar - 17 Mar
Copper Creek Getaway Sleeps 6 Hot Tub

Selah cabin with private hot tub, Selah Cabin

Selah cabin with private hot tub, Selah Cabin
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 AU$494
includes taxes & fees
16 Mar - 17 Mar
Selah cabin with private hot tub, Selah Cabin
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Huan B.
The price is AU$62
includes taxes & fees
16 Mar - 17 Mar
Blakley Hobbit Campground-Tent spot #10
The price is AU$106
includes taxes & fees
16 Mar - 17 Mar
Blakley Hobbit Campground-RV spot #2
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Montgomeryville Hotel Reviews

Find out more about Montgomeryville

Everything you need to know about Montgomeryville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montgomeryville holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montgomeryville holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montgomeryville holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montgomeryville holiday rentals we have selected for you start as low as AU$217 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montgomeryville rentals

At Expedia, we put the best Montgomeryville holiday 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 holiday.

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 holiday rentals in Montgomeryville?

Yes, there are holiday rentals close to the most popular sights in Montgomeryville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montgomeryville has to offer?

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!: This holiday home rental outside of Montgomeryville offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area, you’ll find Viroqua Country Club and Tunnelville Cliffs State Natural Area.

What are holiday rentals like in Montgomeryville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montgomeryville. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.