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Cross Plains Holiday Rentals

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Our top choices for Cross Plains holiday rentals

1. Historic Luxury 2-bedroom apartment in Cross Plains, WI

Historic Luxury 2-bedroom apartment in Cross Plains, WI
Cross Plains
The price is NZ$742
includes taxes & fees
4 Oct - 5 Oct
Historic Luxury 2-bedroom apartment in Cross Plains, WI

2. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is NZ$221
includes taxes & fees
6 Oct - 7 Oct
A Room with a View

3. 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, (16 reviews)
"Beautiful place, great stay."
United States
Thomas D.
The price is NZ$500
includes taxes & fees
25 Oct - 26 Oct
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

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

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is NZ$332
includes taxes & fees
3 Nov - 4 Nov
King Suite | Free Breakfast. Pool and Hot Tub

5. 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, (32 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is NZ$444
includes taxes & fees
4 Oct - 5 Oct
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

6. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (189 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is NZ$216
includes taxes & fees
1 Nov - 2 Nov
The Dylin

7. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is NZ$465
includes taxes & fees
13 Oct - 14 Oct
Studio Apartment at Cannery Square

8. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is NZ$363
includes taxes & fees
11 Oct - 12 Oct
Pool with Slide. Great for Business Travelers!

9. 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$406
includes taxes & fees
11 Oct - 12 Oct
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

10. 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, (3 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$433
includes taxes & fees
11 Oct - 12 Oct
Escape to tranquility – your countryside haven, and at times with a horse or two

11. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (55 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is NZ$616
includes taxes & fees
19 Oct - 20 Oct
2 Bed, 2 Bath Apartment at Cannery Square

12. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (30 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is NZ$621
includes taxes & fees
6 Oct - 7 Oct
2 Bed, 2 Bath Apartment at Cannery Square

13. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 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$482
includes taxes & fees
28 Oct - 29 Oct
Studio Apartment at Cannery Square

14. 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$461
includes taxes & fees
1 Nov - 2 Nov
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

15. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (27 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is NZ$482
includes taxes & fees
2 Nov - 3 Nov
Charming Downtown Two Bedroom w/ Fireplace

16. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 reviews)
"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."
United States
Sha'Vonne G.
The price is NZ$717
includes taxes & fees
1 Nov - 2 Nov
2 Bedroom Apartment Downtown Sun Prairie!

17. Updated home with lake views, across the street from Lake WI, near free ferry

Updated home with lake views, across the street from Lake WI, near free ferry
Merrimac
10.0 out of 10, Exceptional, (44 reviews)
"Had a great time staying here very nice little house"
United States
Paul W.
The price is NZ$588
includes taxes & fees
14 Oct - 15 Oct
Updated home with lake views, across the street from Lake WI, near free ferry

18. Premium 3BR | Quick to Downtown

Premium 3BR | Quick to Downtown
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is NZ$1,403
includes taxes & fees
5 Oct - 6 Oct
Premium 3BR | Quick to Downtown

19. Accessible 1BR Suite | Free Daily Breakfast & Pool

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
The price is NZ$457
includes taxes & fees
1 Nov - 2 Nov
Accessible 1BR Suite | Free Daily Breakfast & Pool

20. 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, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is NZ$889
includes taxes & fees
12 Oct - 13 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to 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?

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail: This holiday home rental outside of Cross Plains is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Cave of The Mounds National Natural Landmark. Cross Plains State Park and Tyrol Basin Ski & Snowboard Area 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.