Montgomeryville Vacation Rentals

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Check prices for these dates

Tonight
Jul 25 - Jul 26
Tomorrow
Jul 26 - Jul 27
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Montgomeryville

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Relax in a cozy living area with a large sofa and coffee table, featuring a kitchen with modern appliances and a staircase to an upper level.

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
Relax on the deck surrounded by lush greenery, with a wicker bench and table for casual seating.

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!
Enjoy cooking in this well-equipped kitchen with a central island, oven, and ample storage.

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 CA $147
CA $184 total
includes taxes & fees
Aug 12 - Aug 13
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
Blakley Hobbit Small Cabin
Cozy cabin nestled among the trees, offering a peaceful retreat with a wooden deck and a small window.

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (44)
"Easiest check-in, perfectly met expectations and needs."
The price is CA $88
CA $165 total
includes taxes & fees
Jul 28 - Jul 29
Blakley Hobbit Small Cabin
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.
Cozy cabin interior with a rustic dining area, stone fireplace, and modern amenities.

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

10.0 out of 10, Exceptional, (38)
"We loved the location of the cabin! It was a wonderful winter getaway. The cabin is beautiful. Everything was perfect!"
Romantic Cabin: Secluded Woods, Hot Tub, and Privacy in the Driftless Region.
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Escape to a serene cabin surrounded by lush greenery, featuring a cozy porch with a picnic table and bench.

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
Relax on the serene outdoor deck, surrounded by lush greenery, with comfortable seating and a dining area.

SereniTree Cabin - Modern Rustic Getaway tucked in the trees

10.0 out of 10, Exceptional, (93)
"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
Kitchen features a central island, refrigerator, stove, microwave, and sink, with a window offering a view of the outdoors.

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
Escape to a serene cabin surrounded by lush greenery and a majestic tree.

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

10.0 out of 10, Exceptional, (251)
"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
Enjoy a game of pool or relax in the seating area.

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 CA $245
CA $426 total
includes taxes & fees
Jul 28 - Jul 29
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
River Road Getaway
Cozy cabin with a front door, small window, and star decoration, set amidst a wooden deck with a grill and seating area.

River Road Getaway

9.4 out of 10, Exceptional, (23)
"Good property & great location. Barb was a pleasure to work with & answered all my questions whether thru VRBO or over the phone. "
The price is CA $273
CA $325 total
includes taxes & fees
Jul 27 - Jul 28
River Road Getaway
Serenity cabin at Crooked Creek
Cozy cabin with a gabled roof and a small porch area, featuring a single window and a larger window on the upper level.

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 CA $117
CA $224 total
includes taxes & fees
Aug 5 - Aug 6
Serenity cabin at Crooked Creek
Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Outdoor dining

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

9.6 out of 10, Exceptional, (5)
The price is CA $171
CA $369 total
includes taxes & fees
Aug 20 - Aug 21
Sunset Studio, Amazing River Views, HOT TUB! New Listing!
Tanager cabin at Driftless Creek
Escape to a secluded cabin surrounded by nature, featuring a porch and steps leading to the entrance.

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (100)
"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
Larsen Hunters Rustic Cabin
Situated in a wooded area, this cabin features a sloped roof and a front porch with steps.

Larsen Hunters Rustic Cabin

8.6 out of 10, Excellent, (4)
"Very nice place. I enjoyed the stay."
Larsen Hunters Rustic Cabin
The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI
Relax in this well-appointed living space featuring a central island, grey sofa, and wooden coffee table.

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
Escape to a secluded cabin surrounded by a serene forest landscape.

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 CA $154
CA $361 total
includes taxes & fees
Jul 28 - Jul 29
Cabin on the Kickapoo
Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.
Compact kitchen with sink, stove, microwave, and refrigerator, perfect for meal preparation and dining.

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
Enjoy meals and gatherings in this spacious room with a dining area, barbecue grill, and large windows.

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 CA $171
CA $209 total
includes taxes & fees
Jul 27 - Jul 28
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
Experience a unique blend of traditional and modern styles in this inviting bathroom, featuring a large mirror, wall-mounted sink, and a touch of greenery.

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

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

10/10 Excellent
"nice"
Farshad 2-night trip
Posted 2 days ago
Ramada by Wyndham Richland Center

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?

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!: Visitors like this Montgomeryville vacation home rental. It offers a patio, a selection of games, and a barbecue grill 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 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.