Montgomeryville Vacation Rentals

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Vacation Rentals in Montgomeryville

SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Property grounds
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
10.0 out of 10, Exceptional, (59)
"We enjoyed our first stay so much, we returned as soon as we could (just three weeks later). This beautiful, modern cabin with peaceful woodland views makes for a marvelously restorative getaway."
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
Exterior
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
10.0 out of 10, Exceptional, (208)
"Lovely cabin in a beautiful setting. Cozy, comfortable. Hope to come back soon."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
The Honey Haven
View from property
The Honey Haven
10.0 out of 10, Exceptional, (10)
"The house was beautiful & had everything we needed. Hosts were very responsive to any questions we had. We would definitely stay here again!"
The price is $160
$252 total
includes taxes & fees
May 6 - May 7
The Honey Haven
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Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
Private kitchen | Fridge, microwave, oven, stovetop
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
10.0 out of 10, Exceptional, (102)
"The cabin was awesome! Just what we needed. It has everything one would need and we had a great time. We will be back!"
Secluded Rustic + Modern Log Cabin with hot tub by Stream, luxury getaway
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
Fridge, microwave, oven, stovetop
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
10.0 out of 10, Exceptional, (5)
"Just wanted to get away for a few days and disconnect. Found this lovely property and the dog and I chilled out in this beautiful little house. Everything you could possibly want and so nicely appointed. Close to the river and great hiking trails nearby. The sofa was so comfy to relax on after a day out and about. Relaxing in the firepit area provided a great view of the river and stunning sunsets The owners were wonderful and easy to work with and I would definitely recommend a stay!!!"
Newly remodeled cozy retreat. Pet friendly & 3 minute walk to the river!
Amish-Built Cabin in the Driftless Area
Fridge, microwave, oven, stovetop
Amish-Built Cabin in the Driftless Area
10.0 out of 10, Exceptional, (46)
"Great cabin, fit our needs perfectly. Location was great for where we were going fishing during the day. Very clean and comfortable cabin. Host was very responsive to emails and questions. Plenty of room for 5 people. We will defiantly be staying there again."
Amish-Built Cabin in the Driftless Area
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
Fridge, microwave, oven, stovetop
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
10.0 out of 10, Exceptional, (214)
"We all loved the Lodge. It was a great condo. Very well appointed. Very clean. Very spacious. Awesome location. The Viroqua Farmers Market was just a block away. Awesome market too!!"
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
Romantic or a couple's getaway, seclusion and privacy in the Driftless region
Private kitchen | Fridge, microwave, oven, stovetop
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
Relax with beautiful views overlooking the Wisconsin River
Fridge, microwave, oven, stovetop
Relax with beautiful views overlooking the Wisconsin River
10.0 out of 10, Exceptional, (29)
"Beautiful home! Just as nice and clean as pictured. Very clean and accommodating. Holly has thought of everything and was very responsive. We had a great time! Thank you!"
Relax with beautiful views overlooking the Wisconsin River
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
Property grounds
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
10.0 out of 10, Exceptional, (134)
"Easy directions, great location. Excellent area for birding. Quiet, comfortable, clean, and beautifully stocked. The hot cocoa bar was a fun surprise!"
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
This big old charming house Viroqua
Property grounds
This big old charming house Viroqua
10.0 out of 10, Exceptional, (9)
"Best equipped VRBO I have experienced. Great location and I hope to stay again in the future"
The price is $200
$277 total
includes taxes & fees
May 13 - May 14
This big old charming house Viroqua
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
Balcony
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
10.0 out of 10, Exceptional, (59)
"Had a wonderful time. Cabin was fully equipped and organized:) hot tub was amazing"
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
Towhee cabin at Driftless Creek
Property grounds
Towhee cabin at Driftless Creek
10.0 out of 10, Exceptional, (48)
"This cabin is so relaxing! We enjoyed our time away to unplug for a weekend. Will definitely go stay again. Thank you for sharing your property with us."
Towhee cabin at Driftless Creek
Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.
Fridge, microwave, oven, stovetop
Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.
10.0 out of 10, Exceptional, (23)
"We enjoyed our time in the apartment. The apartment was nice, clean, and just the right size for the two of us. Guests should be aware that the apartment is upstairs and going up the stairs is required to access the apartment."
Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.
A Romantic and secluded cabin with private Hot Tub in the drift-less area.
Smart TV, fireplace, DVD player, stereo
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.
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
Fridge, microwave, oven, stovetop
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
Tanager cabin at Driftless Creek
Exterior
Tanager cabin at Driftless Creek
10.0 out of 10, Exceptional, (77)
"We had a wonderful time and will come back again! Modern cabin with great wifi and a lovely screened porch. Exactly what I was looking for."
Tanager cabin at Driftless Creek
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
TV, fireplace, DVD player, books
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
10.0 out of 10, Exceptional, (118)
"A beautiful cabin on a beautiful piece of land. As described in the listing and absolutely peaceful. This is our second time staying here and we will be back."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Cozy cabin high above the Mississippi w/firepit & free wood- Incredible views!!!
Exterior
Cozy cabin high above the Mississippi w/firepit & free wood- Incredible views!!!
10.0 out of 10, Exceptional, (4)
"This property is welcoming and well-kept, built to prioritize an amazing view, especially at sunset. We saw many bald eagles over the river during their migration! The many conveniences and amenities made for a relaxing and comfortable stay."
Cozy cabin high above the Mississippi w/firepit & free wood- Incredible views!!!
Serenity awaits at this secluded riverfront property
Property grounds
Serenity awaits at this secluded riverfront property
10.0 out of 10, Exceptional, (31)
"Great cabin, great view, very clean and nice house. Really enjoyed our stay and waking up to a full view of the river!"
Serenity awaits at this secluded riverfront property
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See all available properties in Montgomeryville
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

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Exterior
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
9.6 out of 10, Exceptional, (41)
"We had the best time here! Drove here from Chicago for a weekend and had so much fun touring the property & riding horses. The cabin was clean and very comfortable. The property manager Denise & her father Ed were so awesome and communicative, we had a great time. Nearby there are some fun parks to go to & we drove to Iowa and went hiking. There’s also small bars and restaurants in the area but we weren’t a huge fan of those options, so we had brought food & there are a few kitchen appliances...
The price is $105
$185 total
includes taxes & fees
May 6 - May 7
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
AmericInn by Wyndham Boscobel
Reception
AmericInn by Wyndham Boscobel
2.5 star property
8.8 out of 10, Excellent, (344)
"Property was great!"
The price is $84
$93 total
includes taxes & fees
May 14 - May 15
AmericInn by Wyndham Boscobel
Ramada by Wyndham Richland Center
Bar (on property)
Ramada by Wyndham Richland Center
3.0 star property
8.4 out of 10, Very Good, (487)
"?"
The price is $85
$96 total
includes taxes & fees
May 19 - May 20
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 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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Montgomeryville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!: Visitors like this Montgomeryville vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill 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 vacation with amenities like a spa 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 larger area, you’ll find Fortney Underground Theater and Eagle Cave.

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.

Recent reviews of Montgomeryville properties
Expedia verified reviews

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

5/5 Excellent
"Newly upgrade and super clean. "
A verified traveler stayed at Ramada by Wyndham Richland Center
Posted 3 days ago
Ramada by Wyndham Richland Center