A white house with a silo on a hill, surrounded by autumn-colored trees and a field.

Holiday Homes in Westby

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Westby holiday homes

Interior

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (53 reviews)
"Great place. Perfect location for the Driftless. The host were terrific."
United States
John I.
The price is NZ$439
includes taxes & fees
3 Aug - 4 Aug
The Honey Haven
Smart TV, fireplace

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

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.0 out of 10, Wonderful, (14 reviews)
"Property was perfect for our dog. The house had everything youd need for your stay and the host was great! "
United States
Nicole Z.
The price is NZ$530
includes taxes & fees
4 Aug - 5 Aug
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Dining

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.0 out of 10, Wonderful, (2 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is NZ$644
includes taxes & fees
4 Aug - 5 Aug
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Smart TV, fireplace, DVD player, music library

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (56 reviews)
"What a wonderful property! "
United States
Becky K.
The price is NZ$839
includes taxes & fees
2 Aug - 3 Aug
Secluded Rustic Cabin
Living area

“The Ridgeline” – Luxury private home, on 4 acres

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
The price is NZ$707
includes taxes & fees
16 Aug - 17 Aug
“The Ridgeline” – Luxury private home, on 4 acres
Fireplace

Garden Ridge Retreat- Farm Stay

Garden Ridge Retreat- Farm Stay
Viroqua
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful home, great views our family had a great time. Definitely coming back!"
United States
Claudia R.
The price is NZ$1,131
includes taxes & fees
26 Aug - 27 Aug
Garden Ridge Retreat- Farm Stay
Interior

Warm Season Haven | Scenic Bluffs

Warm Season Haven | Scenic Bluffs
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (39 reviews)
"Lovely atmosphere- great location. It was perfect for our family getaway to visit our son in college."
United States
Lynn M.
The price is NZ$778
includes taxes & fees
29 July - 30 July
Warm Season Haven | Scenic Bluffs
Outdoor dining

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (56 reviews)
"Great property! Enjoyed the property and outdoor space was amazing! While there is not conventional central air, the space stayed cool."
United States
Melissa
The price is NZ$522
includes taxes & fees
3 Aug - 4 Aug
Riverfront Twin Home
Smart TV, DVD player

Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro
10.0 out of 10, Exceptional, (28 reviews)
"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"
United States
Brett B.
The price is NZ$362
includes taxes & fees
13 Aug - 14 Aug
Hillsboro Driftless Guesthouse is cozy and ready for you!
Outdoor spa tub

The Quarry / HOT TUB / Sleeps 5

The Quarry / HOT TUB / Sleeps 5
Wheatland
8.8 out of 10, Excellent, (5 reviews)
"Beautiful place on a bluff, but the loft that has three mattresses is really not made for adults. You cannot stand up in it, but the hot tub and the view made up for everything. We definitely enjoyed ourselves."
United States
penny k.
The price is NZ$534
includes taxes & fees
30 July - 31 July
The Quarry / HOT TUB / Sleeps 5
Outdoor spa tub

Room on the Ridge / HOT TUB / Sleeps 2

Room on the Ridge / HOT TUB / Sleeps 2
Wheatland
10.0 out of 10, Exceptional, (4 reviews)
"Super clean and cute. Bed was so comfy. The view??? Hello so pretty. Would stay again"
United States
Lisa G.
The price is NZ$430
includes taxes & fees
25 Aug - 26 Aug
Room on the Ridge / HOT TUB / Sleeps 2
Property grounds

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Northside
9.8 out of 10, Exceptional, (65 reviews)
"Cute little place. Perfect for our visit."
United States
Jeff S.
The price is NZ$294
includes taxes & fees
21 Aug - 22 Aug
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Exterior

Downtown Boho Home w/Office, Yoga Studio,King Bed

Downtown Boho Home w/Office, Yoga Studio,King Bed
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (7 reviews)
"Super cute home. Worked out great for our family of four. "
United States
Jenny N.
The price is NZ$686
includes taxes & fees
3 Aug - 4 Aug
Downtown Boho Home w/Office, Yoga Studio,King Bed
TV

Butterfly Bend / HOT TUB / Sleeps 4

Butterfly Bend / HOT TUB / Sleeps 4
Wheatland
10.0 out of 10, Exceptional, (1 review)
"Cute and comfortable cabin for our girls weekend! Great view of the river and the hosts were communicative and welcoming. Thanks for a great stay! "
United States
Danielle Y.
The price is NZ$534
includes taxes & fees
9 Aug - 10 Aug
Butterfly Bend / HOT TUB / Sleeps 4
Outdoor dining

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.6 out of 10, Exceptional, (26 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is NZ$1,346
includes taxes & fees
18 Aug - 19 Aug
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Interior

Honey Bear Acres / HOT TUB / Sleeps 4

Honey Bear Acres / HOT TUB / Sleeps 4
Wheatland
9.8 out of 10, Exceptional, (9 reviews)
"This cute and cozy cabin was the perfect getaway for the long weekned. Will be recommending to all my friends and family, can't wait to come back!"
United States
Martyna R.
The price is NZ$680
includes taxes & fees
17 Aug - 18 Aug
Honey Bear Acres / HOT TUB / Sleeps 4
Coffee/tea maker, fridge, microwave, oven

Barn On The Ridge / HOT TUB / Sleeps 6

Barn On The Ridge / HOT TUB / Sleeps 6
Wheatland
10.0 out of 10, Exceptional, (9 reviews)
"It was such a cute and clean place - perfect for our girls weekend! "
United States
Katelyn
The price is NZ$608
includes taxes & fees
17 Aug - 18 Aug
Barn On The Ridge / HOT TUB / Sleeps 6
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Historic Downtown La Crosse
9.8 out of 10, Exceptional, (75 reviews)
"Great communication with hostBeautiful historic home. Wonderful place to stay with a group. "
United States
Melissa W.
The price is NZ$412
includes taxes & fees
2 Aug - 3 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Dining

6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
10.0 out of 10, Exceptional, (21 reviews)
"It’s the good house and all the bed rooms have attached bathroom. Suggest to the homeowner is that keeping the bath shower and moisturizer at each room"
United States
Rambabu
The price is NZ$1,206
includes taxes & fees
29 July - 30 July
6 Bedroom Home in Gods Country
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 Westby Hotel Reviews

GrandStay Hotel & Suites

GrandStay Hotel & Suites

10/10 Excellent
"Excellent room with plenty of space to spread out and relax with our pup. The nearby park is accessible via a pathway from the front of the hotel. The staff were incredibly welcoming and kind!"
Kyle 1-night trip
Posted 8 hours ago
GrandStay Hotel & Suites

Find out more about Westby

Westby Holiday Homes information

Number of reviews
394
Accommodation
126 Holiday Homes
Lowest Price
NZ$294
Highest Price
NZ$1,346