Cross Plains Holiday Rentals

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Holiday Rentals in Cross Plains

Social Distance in Our Gorgeous, Private Retreat in the Woods

9.4 out of 10, Exceptional, (54)
"Unique rustic cabin. We enjoyed the space, solitude, and beautiful countryside."
Social Distance in Our Gorgeous, Private Retreat in the Woods

Brand New Cabin For Getaway Vacation - 1 Mile From Devil's Lake And Close Dells

9.8 out of 10, Exceptional, (198)
"The place was beautiful and was set up great for our group. Had an amazing time! Thank you."
Brand New Cabin For Getaway Vacation - 1 Mile From Devil's Lake And Close Dells

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (29)
"The best thing about this house is its proximity to Madison in general and to the river. I loved taking a kayak out on the river around sunrise. Really beautiful. It's close to many fun activities in Madison too. The house itself is comfortable. Hosts are responsive and helpful. Kitchen is lovely. One helpful tip is that this house is on a busy street. There is some traffic noise at night. Not a huge deal but I wish I had known ahead of time and prepared for it. Overall a good place with...
The price is AU$804
includes taxes & fees
3 Dec - 4 Dec
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

10.0 out of 10, Exceptional, (11)
"This was a perfect spot for our small family wedding. Our entire group loved this place. We were a little concerned if the traffic noise would be a problem, but we didn't even notice it. There were so many entertainment amenities, no one was without something to do during our stay."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

Conveniently Located just off University Avenue on Madison's West Side

10.0 out of 10, Exceptional, (117)
"We were here for the PSU- Wisconsin game and the house worked great. Maybe just a new shower curtain liner in the upstairs bathroom 😁"
Conveniently Located just off University Avenue on Madison's West Side

Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!

9.8 out of 10, Exceptional, (229)
"We thoroughly enjoyed our stay. The bird watching and wildlife was spectacular. The host was very attentive. Highly recommend."
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!

Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

10.0 out of 10, Exceptional, (235)
"We first stayed here for our wedding in fall 2023 and loved it. We stayed again for our first anniversary. It’s a great little place, on a great little piece of property! "
Beautiful new contemporary home, quiet wooded lot minutes from Devils Lake

‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!

10.0 out of 10, Exceptional, (45)
"You could not imagine a more perfect location to stay. The privacy, views of the lake and the well appointed home were all provided the perfect makings for a glorious vacation. "
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (98)
"Beautiful space, very relaxing. We had a great stay!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Legacy Guest House , Mount Horeb WI

10.0 out of 10, Exceptional, (51)
"The property was as advertised. It was cute and made good use of the space available. Not overly spacious but we were comfortable with four adults. The “rules” were very clearly posted and were more than reasonable. The only feedback I would give is that it didn’t appear to have the floors well swept and countertops wiped, nor the toilets cleaned. However, they weren’t filthy by any means. Just needed to have a quick cleanup. The linens were all nice and easily accessible. We would stay again. "
Legacy Guest House , Mount Horeb WI

🏞New Log Cabin*Perfect Location by Devil's Lake*Close to Dells*Ski*Fireplace*🏕

10.0 out of 10, Exceptional, (83)
"This beautiful home was spotlessly clean, lovely in its design and decor. All the furnishings were top notch and comfortable, from chairs/couches to beds. It is tucked into a quiet setting with nice views, yet is close to local offerings. We enjoyed our stay and will definitely come back. "
🏞New Log Cabin*Perfect Location by Devil's Lake*Close to Dells*Ski*Fireplace*🏕

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (215)
"This house was perfect for me and my adult son and daughter. We all had or own bed, the house was clean and comfortable and we absolutely loved the style of the older homes in the neighborhood. Every you could want was close by and the host was amazing. "
A Pleasant Retreat- No Cleaning Fee & New Discounts

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (142)
"We enjoyed having lots of room to spread out with space to gather be also have privacy for our group. Very quiet, rural setting but just minutes away from Madison and many activities. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Waterfront w/ HOT TUB + King Suite + Game Room

9.6 out of 10, Exceptional, (25)
"Fantastic place, very clean and great location. We will book this place again. "
Waterfront w/ HOT TUB + King Suite + Game Room

Hideout Haven

9.8 out of 10, Exceptional, (57)
"House was clean and very close to Baraboo. Perfect for a quick weekend trip."
Hideout Haven

Enjoy Nature with Full Comfort!

9.8 out of 10, Exceptional, (22)
"Very comfortable bed. The host had nice little touches to ensure guests are comfortable. Check in and check out was easy. We felt safe and secure. The ride into Madison was not bad at all. We would stay again. "
The price is AU$214
includes taxes & fees
2 Dec - 3 Dec
Enjoy Nature with Full Comfort!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (29)
"When I was enrolled at UW-Madison, I lived blocks from The Doty and would have loved to live at this adorable 3-bed home! It is well maintained and really did suit our location needs, near the Overture Center. Located in student rental neighborhood, I was worried it might be loud but we slept well. The beds were very comfortable. Plenty of pillows and blankets provided. We did not use the kitchen but it seemed well stocked. Had a wonderful breakfast at Marigold Kitchen. Two things I would...
Doty ★ Walk to Everything -Hotel Quality- Downtown

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (24)
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Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

Rocky Glen Condo - forest nest on Baraboo bluff

10.0 out of 10, Exceptional, (319)
"This was a lovely place to stay. So close to many things to do in the area yet nice and quiet here. The host was very helpful and provided suggestions for things to do in the area as well. "
Rocky Glen Condo - forest nest on Baraboo bluff

Wild Rose Ranch Guest Cabin

9.8 out of 10, Exceptional, (159)
"I was able to take a nice buck on state land. So successful trip for sure and once again your house was awesome to stay in. One thing that was a bummer for myself and my cousin was the beds. They’re a bit too soft for our backs. We did Goldie locks them all but we just have very pre-Madonna backs. If there is a way to upgrade that would be awesome, if not no big deal we will suck it up. Still can’t wait to come back next year!"
Wild Rose Ranch Guest Cabin
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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Other types of properties in Cross Plains you may be interested in

The Madison Concourse Hotel and Governor's Club

3.5 star property
9.4 out of 10, Exceptional, (2111)
"This was a great place to stay for the Oregon/Wisconsin game. The staff were super friendly. The airport shuttle was very convenient. And the location of this hotel was perfect! Within walking distance to so much. Highly recommend! "
The price is AU$199
includes taxes & fees
1 Dec - 2 Dec
The Madison Concourse Hotel and Governor's Club

DoubleTree by Hilton Madison East

4.0 star property
9.4 out of 10, Exceptional, (801)
"I arrived after dark so have rated the outsider grounds neutrally. The security provisions requiring cards for the elevator makes me feel more secure. Very clean and comfortable room! "
The price is AU$183
includes taxes & fees
4 Dec - 5 Dec
DoubleTree by Hilton Madison East

Best Western Plus InnTowner Madison

3.0 star property
9.0 out of 10, Wonderful, (1077)
"Great gameday hotel!"
The price is AU$193
includes taxes & fees
8 Dec - 9 Dec
Best Western Plus InnTowner Madison
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Cross Plains?

Yes, there are holiday rentals close to the most popular sights in Cross Plains, 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 Cross Plains has to offer?

Social Distance in Our Gorgeous, Private Retreat in the Woods: This highly rated holiday home rental in Cross Plains offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Cross Plains?

Explore the area and family-friendly sights such as Verona Ice Arena, or get out into nature at a spot like Cross Plains State Park. Tyrol Basin Ski & Snowboard Area and Mt. Horeb Area Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Cross Plains?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cross Plains. Holiday rentals feature extras such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.