
Holiday houses in Sun Prairie
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Quick stats about holiday rentals in Sun Prairie

Total holiday rentals
Explore 30 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
30 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!
Top-rated holiday rentals in Sun Prairie
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Private Pool - Hot Tub - Sauna - Game Room - Pets
🔹Private fenced-in backyard w/ heated pool, hot tub, sauna, deck & fire pit 🔸Outdoor living w/ lounge seating, pool toys, & outdoor dining 🔹Large families & groups - 2 King, 6 Queen 🔸Game room w/ pool table, ping pong & arcade games 🔹3 min to Sun Prairie restaurants & shopping 🔸Basement gym w/ free weights & equipment 🔹Pickleball court in the garage 🔸You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 20min

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

Lakeview Loft - Downtown Madison
Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).

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!

Eclectic & vibrant 4 bedroom+RokuSmartTV+EVCharger
🔹Welcome to our eclectic & vibrant home! This unique property is filled with colorful decor & plenty of character to make your stay an unforgettable one. 🔸As you enter, you'll be greeted by a fun & welcoming living area perfect for relaxation or entertainment. 🔹Our home is just a short walk away from many local restaurants, cafes, & shops. 🔴You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 15 miles

Quiet country retreat
Peaceful solitude or exciting sightseeing? You’ll have the best of both worlds at this quiet country home located just outside Madison on 10 magnificent acres. After, enjoying your morning coffee, take a stroll on the grounds and enjoy the sweeping views of the pastoral landscape. Then head into Wisconsin’s state capital (23 minutes by car) for an exciting day of sightseeing. Or visit the quaint town of Cambridge (8 minutes by car) to explore its unique pottery and antique shops.

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!

Peaceful 2 BR/1 BA w/ patio, fireplace, pool table
• 1400 sq. ft. lower level suite • Private backyard with patio • Two TVs • Electric Fireplace • Pool table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • On-site parking in the driveway for one vehicle • Ample street parking • 16-min drive to the 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

The Dylin Hotel | Studio
● Size: 372 SQFT ● Guests: 2 Guests ● Bed: 1 Queen Bed Experience a thoughtfully designed fully furnished Studio Apartment featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, smart TV and a cozy sleeping area. The Dylin is a modern aparthotel in Madison’s Cap East neighborhood, offering apartment-style comfort with hotel consistency. Perfect for travelers who want more room to relax and live like a local —ideal for short or extended stays.

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

Private Garden Level Guest Suite

Game Room - King Suite - Theatre Room - Fireplace

Golf Course View Apartment

HA Whitney Inn, Columbus, Wisconsin

Hot Tub - King Suite - Game Room - Large Groups

Spacious 3BR Home w/ 3-Car Garage & Fiber Wi-Fi

Modern Ranch Retreat Minutes from Madison

Modern large home tucked away. 5 bedrooms, 6 beds.
When is the best time to visit Sun Prairie?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 AUD | $253 AUD | $275 AUD | $287 AUD | $308 AUD | $346 AUD | $345 AUD | $305 AUD | $341 AUD | $404 AUD | $299 AUD | $282 AUD |
| 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
What are the best places to stay in Sun Prairie?
Many visitors choose accommodations in residential neighborhoods for a local feel and access to parks, shops, and eateries. Staying near the historic downtown area is often suggested for those interested in walkable streets and community events.
What are the best things to do in Sun Prairie with kids?
Families can visit local parks, engage with hands-on activities at children’s museums, or enjoy splash pads and seasonal festivals. Community centers often have scheduled programming for kids, and outdoor spaces invite active play year-round.
What are some of the best things to do in Sun Prairie?
Explore the historic downtown, attend local festivals, or relax at city parks and gardens. The area also has options for shopping, dining at locally owned restaurants, and enjoying public art or live performances.
How is the weather in Sun Prairie?
Sun Prairie has cold winters with temperatures ranging from 12 to 32°F (-11 to 0°C), and warm summers from 60 to 82°F (15 to 28°C). Spring and fall are transitional, bringing mild days and varying rainfall, so packing for changing conditions is suggested.
When is the best time to visit Sun Prairie?
Many visitors choose late spring through early fall for their trip, when Sun Prairie has mild to warm temperatures, outdoor events, and blooming landscapes. Winter draws those interested in colder weather activities and holiday festivities.
What are the best places to visit in Sun Prairie?
Explore the historic downtown area, visit community parks, and check out local murals or galleries. Public gardens and local shops provide additional places to relax and connect with local culture.
What are some hiking trails in Sun Prairie?
Sun Prairie has access to community trails winding through parks, prairie landscapes, and natural preserves. Walkers and hikers enjoy paved paths suitable for families, cycling, and birdwatching.
What are some family activities we can do in Sun Prairie?
Enjoy picnics at city parks, walk through historic downtown, or join family days at local libraries. Seasonal markets and outdoor concerts are frequently suggested for visitors of all ages.
What are some of the best day trip ideas from Sun Prairie?
Travelers often explore nearby lakes for paddling and recreation, visit state parks for hiking, or spend time in Madison with its cultural attractions and local food scene. Local farms, markets, and outdoor spaces are also frequently suggested for day trips around the region.
Are there any pet friendly accommodations available in Sun Prairie?
Many accommodations in Sun Prairie welcome pets, especially in residential neighborhoods and areas near parks. Visitors often find walking trails and open spaces ideal for bringing pets along.
What are some local tips for visiting Sun Prairie?
Explore farmer’s markets for seasonal produce, and check local calendars for community events. Many locally owned cafes and shops in historic areas provide a welcoming atmosphere, and layering is recommended due to variable weather.
What is Sun Prairie known for?
Sun Prairie is known for its agricultural roots, community events like the Sweet Corn Festival, and a historic downtown with locally owned shops and restaurants. The city often highlights its connection to artist Georgia O’Keeffe, who was born in the area.
What are the best hidden gems to explore in Sun Prairie?
Seek out community gardens, locally created public art, and independently owned shops in quieter parts of town. Neighborhood parks and small local museums provide peaceful spots less frequented by visitors.
What are the best foods to try in Sun Prairie?
Explore local favorites that include Wisconsin-style cheese curds, classic supper club fare, and bratwurst. The area also has bakeries serving pies, locally roasted coffee, and dishes inspired by Midwestern farming traditions.
What should I bring for a trip to Sun Prairie?
Layered clothing is recommended due to variable temperatures through the year, along with comfortable walking shoes for exploring parks and downtown areas. Bringing rain gear and sun protection helps you enjoy outdoor activities in changing conditions.
What is the nightlife in Sun Prairie like?
Sun Prairie has a laid-back nightlife scene with neighborhood pubs, casual bars, and eateries that sometimes feature local music or trivia nights. For broader entertainment, visitors often look to community events or venues around the area.
What are the most popular events or festivals in Sun Prairie?
Sun Prairie has well-attended community festivals such as the annual Sweet Corn Festival, summertime parades, and art fairs. Seasonal celebrations often take place around major holidays and feature live music, food vendors, and family-friendly activities.
Are there family friendly vacation rentals in Sun Prairie?
Many vacation rentals in Sun Prairie are suitable for families, with features such as kitchens, extra bedrooms, and access to parks or playgrounds nearby. Some neighborhoods are known for quiet residential streets and family-focused amenities.
Destinations to explore
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- Wisconsin Dells Holiday rentals
- Devil's Lake State Park
- House on the Rock
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Wollersheim Winery & Distillery
- Glacier Canyon Lodge
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Holy Hill National Shrine of Mary
- Camp Randall Stadium
- American Players Theatre
- Tyrol Basin
- Chazen Museum of Art
- Little Switzerland Ski Area
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Ho-Chunk Gaming Wisconsin Dells
- Cave Of The Mounds Lowest Point
- Kettle Moraine State Forest Lapham Peak Unit





