Montgomeryville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Montgomeryville

Our top choices for Montgomeryville vacation rentals

Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.
Interior

Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.

10.0 out of 10, Exceptional, (40)
"Super nice cabin that was in an excellent location! So clean and had everything we needed for a nice relaxing weekend away! Would highly recommend and we plan to visit again! "
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.
Blakley Hobbit Large Cabin
Fridge, microwave, oven, stovetop

Blakley Hobbit Large Cabin

8.4 out of 10, Very Good, (37)
"We loved this spot and will definitely be booking it again. The cabin has everythinf you need for a quick easy vacation. "
The price is ￥13,233
￥24,819 total
includes taxes & fees
Sep 1 - Sep 2
Blakley Hobbit Large Cabin
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Game room

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

9.2 out of 10, Wonderful, (5)
"Nice place across from a campground. "
The price is ￥26,465
￥45,914 total
includes taxes & fees
Sep 1 - Sep 2
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
Fridge, microwave, oven, stovetop

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

9.8 out of 10, Exceptional, (55)
"Beautiful get away. Private and Peaceful."
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
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, (45)
"Was a wonderful Valentine’s Day weekend very quiet cozy stay will definitely be staying there again "
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
Blakley Hobbit Small Cabin
Terrace/patio

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (45)
"Very nice place. 10/10 would stay again"
The price is ￥9,557
￥17,839 total
includes taxes & fees
Sep 1 - Sep 2
Blakley Hobbit Small Cabin
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, (148)
"Great cabin and solitude. Cabin is very nice and has everything. Really enjoyed the property."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
Interior

Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.

10.0 out of 10, Exceptional, (32)
"Great location, great cabin."
Maplewood Cabin: Secluded Romance with Private Hot Tub while Star Gazing.
Upper Place Vacation Cottage
Outdoor dining

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (35)
"Great host and communication. Everything went as planned and the Driftless area never disappoints. "
Upper Place Vacation Cottage
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.
Terrace/patio

Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.

9.8 out of 10, Exceptional, (7)
"Was such a charming property. We were made to feel very welcome. I’d like to go back and stay again."
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.
Private location 2 bedroom mobile home great view of the Mississippi River
Interior

Private location 2 bedroom mobile home great view of the Mississippi River

10.0 out of 10, Exceptional, (11)
"Nice place along the Mississippi River. "
The price is ￥18,379
￥22,493 total
includes taxes & fees
Sep 3 - Sep 4
Private location 2 bedroom mobile home great view of the Mississippi River
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
Terrace/patio

Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway

10.0 out of 10, Exceptional, (164)
"Great stay"
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
Interior

Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

10.0 out of 10, Exceptional, (78)
"Always enjoy my time here."
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Outdoor dining

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (141)
"Great spot for trout fishing and a great place to stay and relax on the porch after a full day exploring the many trout streams."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Wagonwheel Ranch
Exterior

Wagonwheel Ranch

2.0 star property
9.8 out of 10, Exceptional, (12)
"Beautiful place in a beautiful area"
Wagonwheel Ranch
Serenity cabin at Crooked Creek
Exterior

Serenity cabin at Crooked Creek

10.0 out of 10, Exceptional, (8)
"Came up to see mom. Me and my siblings wanted something other that the typical 3 motel rooms. Cabin was clean and quiet. Nice to be able to share a weekend together without the spouses. Cannot wait to rebook for family reunion or another getaway. "
The price is ￥12,571
￥24,122 total
includes taxes & fees
Sep 7 - Sep 8
Serenity cabin at Crooked Creek
SereniTree Cabin - Modern Rustic Getaway tucked in the trees
Terrace/patio

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (100)
"My partner and I booked the cabin for a weekend away and it was exactly what we both needed. "
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, (256)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
Charming 2-bedroom house in Viroqua with AC
Outdoor dining

Charming 2-bedroom house in Viroqua with AC

10.0 out of 10, Exceptional, (1)
"We stayed in this cozy home in Virocqua and really enjoyed it. Amy has done a great job of decorating and has added so many interesting pieces of art. It’s furnished with everything you need and the beds are very comfortable. I absolutely loved the claw foot soaking tub! What a luxury. We spent many hours on the deck enjoying such a peaceful setting. We came to enjoy the Saturday farm market just a few blocks away. We will definitely return to enjoy everything about this great little town...
Charming 2-bedroom house in Viroqua with AC
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
Dining

Nice Cape Cod home near the Mississippi River (Scenic River Inn)

9.8 out of 10, Exceptional, (130)
"I will stay there again"
Nice Cape Cod home near the Mississippi River (Scenic River Inn)
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

Find out more about Montgomeryville

Search for holiday rentals in Montgomeryville on Expedia! You can easily find your home rentals, villas, holiday apartments in Montgomeryville using one of the methods below:

  • View our selection of featured holiday rentals in Montgomeryville
  • Use the map to find apartments and other holiday homes in the Montgomeryville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montgomeryville while they last

Look no further and take a look at our great range of rental properties in Montgomeryville!

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?

River Road Getaway: Visitors like this Montgomeryville vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Eagle Cave and Viroqua Country Club.

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.