Holiday rentals in Westby

4.93 out of 5 average rating, 135 reviews

Cabin in New Lisbon

Cozy, dog friendly, cabin, Castle Rock Lake area.

DawnRating, 5 stars4 months ago

A perfect winter getaway! Cozy, especially with the fireplace, and homey. Plenty of space for a family get together - good communal spaces while also enough room for individual retreat. All the amenities one could need are provided. SO grateful for a place that allows dogs. The owner is timely in response and kind. Understandably so due to environment but there were some insects in the home and dead bugs in some area (ladybugs, flies, etc). Overall, a great stay and wonderful place - would recommend.

5 out of 5 average rating, 35 reviews

Home in New Lisbon

Retreat on the Beach! EV Friendly! Hot tub!

LuzRating, 5 stars1 month ago

Me and my family enjoyed are time at the lake house. Can’t wait to comeback and hopefully we have more time to explore the area and more activities since it was raining most of the time. Overall the house felt like home. Highly recommended this lake house. Thank you to the host for all the help.

Bungalow in Richland Center

5 out of 5 average rating, 292 reviews

GloryView Ridgetop Bungalow

LoisRating, 5 stars1 week ago

This house is absolutely beautiful. It is decorated very tastefully and had everything we needed. Loved the fire pit and the ability to see all of the stars without extra ambient light sources. The smores fixings that were provided was a very nice touch. We loved the quiet location, but some might find the distance from the nearest town (about 15 minutes) a slight negative. We personally loved driving through the beautiful countryside, seeing the Amish with their horse drawn buggies and just planned our activities appropriately so we were able to get the supplies we needed when we were near a town. Thank you for sharing your home!

4.98 out of 5 average rating, 329 reviews

Cabin in New Lisbon

Log Cabin Near Castle Rock Lake

DavidRating, 5 stars4 weeks ago

This cabin perfectly captures the essence of “up north” in Wisconsin. Surrounded by dense forests, the silence brings a level of peace that can be much appreciated by someone from a more urban area. I would absolutely stay here again. Jillian is a wonderful host. 5/5

4.9 out of 5 average rating, 174 reviews

Cottage in Harpers Ferry

Harpers Slough Cottage w/ Hot tub

BaileyRating, 5 stars3 weeks ago

The perfect way to stay along the beautiful upper Mississippi River. There is a direct view of the main channel from the cabin where we could watch river barges churning by occasionally and all the various birds. This location offers easy access to the effigy mounds monument park and Praire du Chien as well as other small river towns. It’s a taste of the river rat life with all the amenities. The lower patio at river level with the hottub was our choice hangout spot.

4.93 out of 5 average rating, 27 reviews

Cabin in Warrens

Unique Privately Owned - Near UTV trails/waterpark

LaneyRating, 5 stars4 months ago

Natasha was very responsive. Her place had all the extras which was really nice not to have to pack, dish soap, dishwasher detergent, towels, crockpot, pots/pans, pizza cutter, etc. Very close to 3 bears, so quick walk across the street (in the resort neighborhood) to the Waterpark!

4.94 out of 5 average rating, 89 reviews

Home in Spring Green

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

JessRating, 5 starstoday

Andrew was accommodating and offered us an early check-in. Upon our arrival, we were greeted with a delightful surprise: homemade cookies waiting for us. The space was incredibly comfortable and inviting, providing ample space for all six of us to relax, enjoy a cookout, engage in games, and explore The House on the Rock. The beds were exceptionally comfortable, making our stay truly enjoyable. Andrew’s little snack station was a fantastic idea, even though we only used it to purchase a bag of ice. We highly recommend this place and will definitely be returning and staying again. It feels like a warm and welcoming home away from home. Thank you once again, Andrew.

4.84 out of 5 average rating, 218 reviews

Home in Lynxville

Highland Hideaway

MarraRating, 5 stars1 week ago

The pictures doesn’t do this place justice. It is not only beautiful and private but the house had everything we needed. If you are looking for a relaxing getaway this is the place to go. I would highly recommend this place to any couple or a group of friends.

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Popular amenities for Westby holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Westby's top sights

Old Towne Inn Supper Club4 locals recommend

Bleachers Pub3 locals recommend

Westby Cooperative Creamery4 locals recommend

Other great holiday rentals in Westby

4.98 out of 5 average rating, 57 reviews

Home in Germantown

Multi Family Beach-Lake Home 30 min. From WI Dells

KatrinaRating, 5 stars1 month ago

Your place was very wonderful. We had a great time.

4.81 out of 5 average rating, 102 reviews

Home in Onalaska

Backwater hideaway. Big house with water access.

LoriRating, 5 stars4 weeks ago

This place is huge! Three floors of usable space and four large bedrooms plus an office space. It’s very quiet and peaceful with lots of natural light. It is a little far from town but that can be a plus if that’s what you are looking for. It was very family friendly. If you are traveling with someone who has mobility issues, there is a bathroom and bedroom on the main floor but no shower. There was a washer and dryer available for use. I would definitely stay here again. Thanks for the use of your property!

4.95 out of 5 average rating, 41 reviews

Cottage in Ferryville

Mississippi River Getaway – Spirit Mound Cottage

JoeyRating, 5 stars5 months ago

We just finished up a stay at Jans cabin, for 5 days of duck hunting. the place was as described, very comfortable, and the beds slept well after long days on the water. We will definitely be booking again for the next duck hunting trip.

4.86 out of 5 average rating, 28 reviews

Cabin in Warrens

Cozy duplex cabin near WI resort and campground

JoelRating, 5 stars8 months ago

We loved that it had 5 bedrooms and 3 bathrooms. everyone had a good bed and no waiting for bathrooms. We played games provided. It was also awesome to have 2 full kitchens. It is plenty close to Three Bears Resort. We bought day passes for our group.

4.99 out of 5 average rating, 107 reviews

Home in Union Center

Charming country home - great vacation area.

AmeliaRating, 5 stars3 weeks ago

We were staying in down for a family emergency, so our plans kept changing. Carol was so flexible and helpful when we needed to extend our stay. The rental was clean, accessible, and private. Really made my rough week a little less chaotic.

Cottage in Richland Center

5 out of 5 average rating, 189 reviews

Beautiful 1 Bedroom Cottage Tucked Away in the Hills of the Driftless Area

KarilRating, 5 stars1 week ago

We so enjoyed our stay at Mike and Sheila’s beautifully renovated mill house! They were perfect hosts, friendly and fun to chat with, the place was tidy and fun with good lighting, great books, and lovely scones provided for breakfast. We loved the setting in the peaceful valley with a spring-fed pond and trails up the wooded hills. We look forward to coming back!

4.89 out of 5 average rating, 44 reviews

Cabin in Necedah

Peaceful Forest Cabin ~ Steps from Scenic Lakes

MarkRating, 5 stars5 months ago

We have been coming to Necedah to hunt for years and have rented several houses in the past, the antlers nest is at the top. The house was clean, had all the amenities we needed. Was comfortable, spacious and exceeded our expectations. Kasia was great, quick to respond and worked with us on early checkin/late checkout. Overall a great house, property and experience, we will be renting again!