
Holiday rentals in Sun Prairie
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Top-rated holiday rentals in Sun Prairie
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YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

1898 Farmhouse on 75 acres - MJ's Farm
Nestled down a winding country road, relax and unwind on a traditional Wisconsin farm surrounded by a 2,296 acre Wildlife Area. Our farmhouse is licensed by Dane County & a short 20 minute drive to Madison! You will want a car so you can explore, the UW Campus, Allient Energy Center, WI State Capitol, Madison Farmers Market and much more. Relax, unwind, grill, play horse shoes or sit by the fire pit. Enjoy your privacy but know there is a farm manager close by and I am happy to help

Dells Domes - Riverview Escape - Glamping Dome 4
Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Gorgeous Eastside Home+Yard+Bikes+5 Star Hosts
This completely renovated, 100-year old home is in the Town of Blooming Grove, an enclave surrounded by Madison's near eastside. It has new heating & air conditioning and is sparkling clean with original hardwood floors, stairs & hardwood trim detail. There are 2 bedrooms (with ample closet & storage space), a living room, dining room, kitchen & bathroom. Please note the staircase is steep and may be difficult for some guests. Please inquire about e-bike availability for use during your stay.

Entire Lower Level, Countryside Garden Suite
Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Cottage Suite + Jacuzzi Bathtub & Sauna
This Suite is perfect for 1-5 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond/Bodywash

1,650 sq ft, 3 bd, 2ba Ranch - All the comforts!
Centrally located just 15 minutes to the airport, 17 mins to downtown Madison, 45 minutes to Devil’s Lake, an hour to Milwaukee. Only a mile from dozens of restaurants, Costco, Target, and a Marcus Palace theater. Feel recharged when you sleep in the luxury hybrid beds. Be at home on the patio with a drink in hand while watching the fire table and cooking on the Weber gas grill. It work calls, no worries - plug into the docking station complete with keyboard, mouse and ultra wide monitor.

Charming Milkhouse Cottage, minutes from Madison!
Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table
• 1400 sq. ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in the driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

Lakeview Cabin> Unique Mid-Century Tucked in Bluff
Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

Studio on the Prairie Fen
Kick back and relax at the Studio! The Studio is a 400 sq ft unique suite in the lower level of our home. A private locked entrance opens up to a sunny space with great views of a wetland beyond the backyard. Private patio to enjoy morning coffee and the sunrise. A great place to unwind and enjoy nature's beauty! We have binoculars if you love bird watching, and bikes to ride or hike the Glacial Drumlin Trail just 0.1 mile from the front door. Lic LICHMD-2021-00621.

Nothing Else Like It!
There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!
Popular amenities for Sun Prairie holiday rentals
Other great holiday rentals in Sun Prairie

Golf Course View Apartment

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Modern Cabin with pool, hot tub and outdoor sauna

Beautiful place to relax and enjoy feel like home.

30 mins to capital and 45 mins to Devil’s lake

Modern large home tucked away. 5 bedrooms, 6 beds.

Peaceful Madison-Dane County Area Retreat

Haven on the Lake
When is the best time to visit Sun Prairie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £127 | £131 | £143 | £112 | £155 | £155 | £179 | £158 | £176 | £209 | £155 | £146 |
| Avg. temp | -7°C | -5°C | 1°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 3°C | -4°C |
Frequently Asked Questions
Are there house rentals with a dedicated workspace in Sun Prairie?
Yes! Work meets play with ease at over 10 house rentals in Sun Prairie featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Sun Prairie?
Make yourself at home in Sun Prairie by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Shonas Highlands, over 60 vacation rentals in Smith''s Crossing, and over 20 vacation rentals in Vandenburg Heights.
Are there family-friendly house rentals in Sun Prairie?
Sun Prairie has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly house rentals in Sun Prairie?
Four-legged friends are welcome in Sun Prairie. Choose from more than 10 house rentals for guests traveling with pets.
Do house rentals in Sun Prairie have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Sun Prairie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sun Prairie have wifi?
Absolutely! We offer over 20 house rentals with wifi in Sun Prairie. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Sun Prairie

Total holiday rentals
Explore 30 holiday rentals in Sun Prairie

Verified guest reviews
Over 1,790 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Sun Prairie holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Sun Prairie rentals

4.8 Average rating
Sun Prairie stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Erin Hills Golf Course
- Lake Kegonsa State Park
- Mirror Lake State Park
- House on the Rock
- Cascade Mountain
- Wollersheim Winery & Distillery
- Henry Vilas Zoo
- Kohl Center
- Governor Dodge State Park
- Holy Hill National Shrine of Mary
- Little Switzerland Ski Area
- Overture Center For The Arts
- Chazen Museum of Art
- Camp Randall Stadium
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- American Players Theatre
- Alliant Energy Center





