Montgomeryville Holiday Rentals

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Holiday Rentals in Montgomeryville

SereniTree Cabin - Modern Rustic Getaway tucked in the trees
10.0 out of 10, Exceptional, (63)
"Property was perfect for our short vacation. Mother Nature was slightly uncooperative to allow much use of the grill and deck. Nice and quiet spaces to spend good family time. Well stocked and clean property."
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
10.0 out of 10, Exceptional, (17)
"We came to enjoy a weekend away from worries and we very much accomplished it! We enjoyed some local food and walked along the river in between playing games at the cabin. The cabin itself was very clean and cozy!"
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
9.6 out of 10, Exceptional, (44)
"Absolutely beautiful, quiet farm location. Lodgings are scrupulously clean and beautifully decorated. The bathroom was bigger than my bedroom! Lovely host gave us a quick tour of the property, and we met a 2-week old filly. We will stay here again!"
The price is AU$274
per night
11 June - 12 June
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
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Exquisite comfort for family and friends in the heart of Downtown Viroqua.
10.0 out of 10, Exceptional, (216)
"Great location and accommodations that have served our organization for the last 5 years. We will return."
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
10.0 out of 10, Exceptional, (8)
"Was clean and had everything we needed. We had a great time exploring the area and Wyalusing State Park."
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
10.0 out of 10, Exceptional, (135)
"Spring at this cozy cabin was wonderful as wildflowers emerged and migrating and local birds filled the forest with their beautiful song and nesting activities. After a day of hiking, we relaxed with a campfire under the brilliant star filled sky as the barred owl hooted with its new fledging nearby. Heidi is so easy to communicate with, but just like our first two stays at this cabin, we had no issues. The owners make it easy to have a very enjoyable, peaceful stay!"
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
The Cabin on Hidden Creek Seclusion with the sound of Nature and Hot tub
10.0 out of 10, Exceptional, (75)
"My stay at the cabin was an absolute pleasure. This charming retreat, set amidst breathtaking landscapes, offered a perfect blend of tranquility and comfort, making it an ideal escape from the daily grind. The first thing that struck me upon arrival was the stunning beauty of the surroundings. The cabin is nestled in a picturesque setting with lush greenery and serene views that immediately put me at ease. The well-maintained grounds further enhanced the natural beauty, making it a delight to...
The Cabin on Hidden Creek Seclusion with the sound of Nature and Hot tub
Blakley Hobbit Large Cabin
8.2 out of 10, Very good, (23)
"Excellent spot for us to trout fish. Will book camp sights this summer."
The price is AU$256
per night
10 June - 11 June
Blakley Hobbit Large Cabin
Romantic or a couple's getaway, seclusion and privacy in the Driftless region
10.0 out of 10, Exceptional, (16)
"Wonderful property, exactly what we were looking for in a quiet, relaxing weekend away!"
Romantic or a couple's getaway, seclusion and privacy in the Driftless region
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
9.8 out of 10, Exceptional, (126)
"Small but cozy place. Was very peaceful and quiet at night. Looking forward to staying again in the future"
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Amish-Built Cabin in the Driftless Area
10.0 out of 10, Exceptional, (47)
"Had a great time in SW Wisconsin!"
Amish-Built Cabin in the Driftless Area
Vireo Cabin at Driftless Creek
10.0 out of 10, Exceptional, (35)
"Awesome cabin and well appointed. With rentals these days many have cheap sheets, little to no kitchen items and zero amenities. This cabin has everything you need including a coffee grinder. The screened porch makes all the difference with bug season and there's plenty of space to hang out."
Vireo Cabin at Driftless Creek
Blakley Hobbit Small Cabin
7.8 out of 10, Good, (31)
"We always have the best time here. The location is the absolutely best and the cabin is what you should expect for the very very reasonable price. I have stayed here maybe 5-6 times now, with kids & with friend and it never disappoints."
The price is AU$185
per night
10 June - 11 June
Blakley Hobbit Small Cabin
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
10.0 out of 10, Exceptional, (17)
"The Maplewood Cabin is fantastic! Exactly as pictured. The kitchen is very well stocked and roomy, the couches are super comfy to relax in while enjoying the gas fireplace, the bed was so comfortable! And the hot tub was fantastic! Go enjoy at night so you can gaze at the stars. We had a wonderful time and would definitely recommend."
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
9.8 out of 10, Exceptional, (110)
"Nice little place to stay."
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
The Honey Haven
10.0 out of 10, Exceptional, (16)
"Amongst rolling hills and winding roads, this stay was clean, stylish and comfortable. We thoroughly enjoyed our stay and would recommend to anyone looking into visiting the area"
The price is AU$382
per night
21 June - 22 June
The Honey Haven
Rural Cabin in the Woods
9.2 out of 10, Wonderful, (24)
"My family and I thoroughly enjoyed our stay at this peaceful little cabin. It was a great spot to relax and give our kids and dogs some room to run around for the weekend with plenty of recreational options a short drive away."
The price is AU$311
per night
19 June - 20 June
Rural Cabin in the Woods
Country Living at its Finest
9.8 out of 10, Exceptional, (194)
"It was out 2nd stay and and we loved it as much as the first time."
Country Living at its Finest
A Romantic and secluded cabin with private Hot Tub in the drift-less area.
10.0 out of 10, Exceptional, (68)
"Clean, spacious and gorgeous! We had an absolutely amazing time in the home and around the general area. Would highly recommend to others and do intend to be back!"
A Romantic and secluded cabin with private Hot Tub in the drift-less area.
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
9.8 out of 10, Exceptional, (7)
"We absolutely loved this property! The communication was excellent. We did not spend too much time in the home as we had a wedding, but it was wonderful and I highly recommend. My only suggestion is to get a basic first aid kit! I hit my hand and couldn’t find a bandaid, but that was the only thing. Still 11/10."
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
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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.

Other types of properties in Montgomeryville you may be interested in

AmericInn by Wyndham Viroqua
2.5 star property
8.2 out of 10, Very good, (213)
"Numerous maintenance issues. TV remote won't change channels on the direct TV box. ECU fan very noisy Bathtub drain broken Toilet seat loose. The rooms were clean enought but there was broken glass in the parking lot from a windshield. "
The price is AU$149
per night
23 June - 24 June
AmericInn by Wyndham Viroqua
AmericInn by Wyndham Boscobel
2.5 star property
8.8 out of 10, Excellent, (351)
"Comfortable and clean room, delicious breakfast."
The price is AU$139
per night
20 June - 21 June
AmericInn by Wyndham Boscobel
Ramada by Wyndham Richland Center
3.0 star property
8.2 out of 10, Very good, (493)
"Shower didn’t look like the picture"
The price is AU$145
per night
7 July - 8 July
Ramada by Wyndham Richland Center
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.

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$185 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?

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!: This holiday home rental outside of Montgomeryville is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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 Kickapoo River. In the wider area, you’ll find Fortney Underground Theater and Viroqua Country Club.

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.

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