Montgomeryville Holiday Rentals

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Holiday Rentals in Montgomeryville

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

10.0 out of 10, Exceptional, (145)
"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

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

10.0 out of 10, Exceptional, (160)
"Perfect spot for a quick little weekend getaway. The house and area were beautiful. "
Cozy quaint cabin tucked back in the woods- Secluded, private - couples getaway

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

10.0 out of 10, Exceptional, (50)
"Fantastic place to stay. Clean and many convenient items included. Would stay again."
The price is NZ$224
includes taxes & fees
12 Aug - 13 Aug
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (44)
"Easiest check-in, perfectly met expectations and needs."
The price is NZ$202
includes taxes & fees
29 July - 30 July
Blakley Hobbit Small Cabin

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

10.0 out of 10, Exceptional, (38)
"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.

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

9.8 out of 10, Exceptional, (141)
"Very near cabin ideally located for trout fushing. Very accurately described and the communication by the host was very good."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (94)
"Amazing property with great amenities, and super peaceful! Easy to get lost in nature, though not too far from nearby towns."
SereniTree Cabin - Modern Rustic Getaway tucked in the trees

Amish-Built Cabin in the Driftless Area

10.0 out of 10, Exceptional, (65)
"Beautiful, secluded location. Everything about the cabin fit our needs as a larger group of six"
Amish-Built Cabin in the Driftless Area

Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

10.0 out of 10, Exceptional, (252)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

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

9.0 out of 10, Wonderful, (4)
"Quiet Place"
The price is NZ$519
includes taxes & fees
7 Aug - 8 Aug
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

River Road Getaway

9.4 out of 10, Exceptional, (23)
"Pleasant communication with owners, and a clean and comfortable place to stay! Feels like home. "
The price is NZ$396
includes taxes & fees
29 July - 30 July
River Road Getaway

Serenity cabin at Crooked Creek

10.0 out of 10, Exceptional, (6)
"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 NZ$273
includes taxes & fees
5 Aug - 6 Aug
Serenity cabin at Crooked Creek

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

9.6 out of 10, Exceptional, (5)
The price is NZ$451
includes taxes & fees
4 Aug - 5 Aug
Sunset Studio, Amazing River Views, HOT TUB! New Listing!

Larsen Hunters Rustic Cabin

8.6 out of 10, Excellent, (4)
"Very nice place. I enjoyed the stay."
Larsen Hunters Rustic Cabin

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (101)
"This was our 3rd time staying here! It has become a tradition we look forward to and talk about often. This is a beautiful property and very nice cabin. I always feel safe and comfortable staying here. I can't wait to come back again! "
Tanager cabin at Driftless Creek

The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI

9.4 out of 10, Exceptional, (3)
"The property was great! "
The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI

Cabin on the Kickapoo

9.6 out of 10, Exceptional, (38)
"Quiet and cozy cabin across the street from the Kickapoo River. Perfect size for two to take a quiet getaway for a time. Much to see in the Readstown and Viroqua area and Kickapoo Valley. Excellent hiking trails, restaurants/ bars and shopping within a short drive. LeAnne was very responsive and helpful. Would definitely stay again in the future."
The price is NZ$441
includes taxes & fees
30 July - 31 July
Cabin on the Kickapoo

Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.

9.8 out of 10, Exceptional, (27)
"We had a great stay! Apartment was adorable and a great location. Easy access and communication with owner. "
Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.

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

10.0 out of 10, Exceptional, (7)
"Nice place along the Mississippi River. "
The price is NZ$254
includes taxes & fees
7 Aug - 8 Aug
Private location 2 bedroom mobile home great view of the Mississippi River

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

10.0 out of 10, Exceptional, (72)
"Lovely property-quite removed from basically everything. The stars at night with all the lights off were a major highlight. Would definitely stay again!"
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
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

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 Kickapoo River. In the wider area, you’ll find Eagle Cave 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.