
Holiday houses in Sun Prairie
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Top-rated holiday rentals in Sun Prairie
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#301 Private Apartment in Historic McFarland House
*** Our 2nd Floor is being remodeled throughout 2025 adding 4 more units to the old McFarland House This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1857 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

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 Tub & Sauna
This Suite is perfect for 1-4 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.

Private & Clean Apartment Near Downtown & Airport
Private, sunny basement unit with separate entry accessible by keycode. 1 bedroom (queen), full bath, sitting area (2 twins/king bed), desk, WI-FI, TV, mini fridge, microwave, & coffee/tea. On street parking. Kid friendly! Note: We live with kids above the apartment - you will hear us walking around & some water pipes. 2-4 mi from Airport, Capitol, & UW Campus. Walk to brunch, pub, jazz lounge, bubble tea, grocery store, park, & bike path. Licensed by City & State. Paying all taxes & fees.

Private apartment -2 Beds, Kitchen Office, Sunroom
COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.

Quiet sunlit studio near vibrant downtown
This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

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

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.

Private Romantic Valentine's Day Getaway Fireplace
Private 3-bedroom lower level 1600sq ft apartment. Follow the path to the back of the main house, here you'll find a beautiful space with large windows and plenty of natural light. Enjoy the warm gas fireplace, large flat screen TV. Make meals in the generous farmhouse kitchen. Sorry no full-size oven. Relax on the paved patio overlooking the wetlands and listen to many birds. Steps away from TPC Wisconsin. Just a 5 min drive to the airport and close to downtown.

Private entry flat near Atwood neighborhood
No cleaning fee!! Enjoy your visit to Madison in this sunny one bedroom apartment with private entrance and off street parking. It's great location is within walking distance to the Schenk/Atwood neighborhood, with numerous restaurants, cafes and music venues. Within 2 miles of the state capitol, Monona Terrace, and 3 miles from the airport, Kohl Center and Camp Randall. Perfectly suited for couples, solo adventurers, or business travelers.
Popular amenities for Sun Prairie holiday rentals
Other great holiday rentals in Sun Prairie

The Dylin Hotel | Two Bedroom

Mornings with Meg in Madison ZTRHP1-2020-00006

Private Garden Level Guest Suite

HA Whitney Inn, Columbus, Wisconsin

Private Upstairs Guest Suite - East Madison

#313

1 bed suite and remote office by lake & airport

Walk/Bike to Badger games, Monroe Street and more!
When is the best time to visit Sun Prairie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 NZD | $188 NZD | $248 NZD | $253 NZD | $351 NZD | $351 NZD | $404 NZD | $358 NZD | $399 NZD | $161 NZD | $171 NZD | $188 NZD |
| 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 vacation rentals with a dedicated workspace in Sun Prairie?
Yes! Work meets play with ease at over 20 vacation 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.
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.
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.
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.
Quick stats about holiday rentals in Sun Prairie

Total holiday rentals
Explore 40 holiday rentals in Sun Prairie

Verified guest reviews
Over 1,730 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Sun Prairie holiday rentals include Wi-Fi 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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- West Side Holiday rentals
- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Erin Hills Golf Course
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Cascade Mountain
- Henry Vilas Zoo
- Wollersheim Winery & Distillery
- House on the Rock
- Little Switzerland Ski Area
- Madison Childrens Museum
- Kohl Center
- Chazen Museum of Art
- Monona Terrace Community And Convention Center
- Camp Randall Stadium
- Overture Center For The Arts
- Holy Hill National Shrine of Mary
- Governor Dodge State Park
- American Players Theatre
- Dane County Farmers' Market




