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Cross Plains Holiday Rentals

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Our top choices for Cross Plains holiday rentals

1. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (12 reviews)
"The property details provided were exactly what we found when we arrived. Definitely will book again if we need a place in the area. The hosts did an outstanding job with the layout of the space and providing everything we needed. Our dog was comfortable with no noise and a safe outside area. Thank you!"
United States
Lois P.
The price is NZ$390
includes taxes & fees
14 Sept - 15 Sept
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

2. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (51 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is NZ$242
includes taxes & fees
25 Aug - 26 Aug
A Room with a View

3. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is NZ$304
includes taxes & fees
6 Sept - 7 Sept
King Suite | Free Breakfast. Pool and Hot Tub

4. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (28 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is NZ$414
includes taxes & fees
30 Aug - 31 Aug
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

5. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (173 reviews)
"nice location"
United States
Mary
The price is NZ$265
includes taxes & fees
1 Sept - 2 Sept
The Dylin

6. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is NZ$328
includes taxes & fees
23 Aug - 24 Aug
Pool with Slide. Great for Business Travelers!

7. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is NZ$367
includes taxes & fees
23 Aug - 24 Aug
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

8. Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
10.0 out of 10, Exceptional, (2 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is NZ$499
includes taxes & fees
19 Aug - 20 Aug
Escape to tranquility – your countryside haven, and at times with a horse or two

9. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is NZ$459
includes taxes & fees
2 Sept - 3 Sept
Charming Downtown Two Bedroom w/ Fireplace

10. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (15 reviews)
"Great little town to stay the night. Woke early 5:30 am to tow truck towing cars in front lot. We luckily parked in back lot as instructed. Other than the noise of this unfortunate event, we enjoyed our stay. Loved the town and many places to walk to. Pizza place was amazing!"
United States
Cheryl B.
The price is NZ$466
includes taxes & fees
23 Aug - 24 Aug
Studio Apartment at Cannery Square

11. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is NZ$613
includes taxes & fees
26 Aug - 27 Aug
2 Bed, 2 Bath Apartment at Cannery Square

12. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is NZ$403
includes taxes & fees
6 Sept - 7 Sept
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

13. Waters Edge Cottage

Waters Edge Cottage
Merrimac
8.2 out of 10, Very good, (18 reviews)
"Won $500 pull tab this weekend. Would stay again."
United States
Ryan R.
Waters Edge Cottage

14. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, Exceptional, (53 reviews)
"Clean and comfortable, good location, attentive host. If you are staying longer than one night, bring extra toilet paper, bring paper towels and trash bags, and sheets for the pull-out sofa if you plan to use it."
United States
Angela C.
The price is NZ$613
includes taxes & fees
26 Aug - 27 Aug
2 Bed, 2 Bath Apartment at Cannery Square

15. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"This is the third time we have rented this property. Love the full kitchen and laundry! Comfy bed. Experience was great. Especially like the pizza shop on main level and coffe shop across the street!"
United States
Robert M.
The price is NZ$687
includes taxes & fees
31 Aug - 1 Sept
2 Bedroom Apartment Downtown Sun Prairie!

16. Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison

Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison
Sun Prairie
8.0 out of 10, Very good, (2 reviews)
"Great for what our trip was for. Quiet. Pet friendly. Good location"
United States
Robert M.
The price is NZ$563
includes taxes & fees
23 Aug - 24 Aug
Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison

17. Lakeview Cabin > Unique Mid-Century Tucked in Bluff

Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Merrimac
9.6 out of 10, Exceptional, (30 reviews)
"We had a great time and hope to return soon!"
United States
Jenna R.
The price is NZ$808
includes taxes & fees
8 Sept - 9 Sept
Lakeview Cabin > Unique Mid-Century Tucked in Bluff

18. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
The price is NZ$657
includes taxes & fees
23 Aug - 24 Aug
Studio Apartment at Cannery Square

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

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (55 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is NZ$875
includes taxes & fees
7 Sept - 8 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

20. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"The house was super clean and well stocked, and very comfortable. Great location, easy to walk everywhere we wanted to go. Street parking was a little hard to find on the weekend, but parking garages were close and very reasonably priced. We would definitely stay here again "
United States
Deborah G.
The price is NZ$947
includes taxes & fees
1 Sept - 2 Sept
Doty ★ Walk to Everything -Hotel Quality- Downtown
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 Cross Plains Hotel Reviews

Find out more about Cross Plains

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cross Plains holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cross Plains. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cross Plains. Seeing all the best attractions is bound to make you fall in love with Cross Plains. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cross Plains short-term rentals, that won’t be hard to do.

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?

Log Cabin Lodge Devil's Lake State Park, Skiing, Cascade Mtn, Dells: This holiday home rental outside of Cross Plains is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

What can I see and do in Cross Plains?

Explore the area and family-friendly sights such as Henry Vilas Zoo, or get out into nature at a spot like Cave of The Mounds National Natural Landmark. Cross Plains State Park 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.