Vacation rentals in Sun Prairie

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Quick stats about vacation rentals in Sun Prairie

  • Total vacation rentals

    Explore 30 vacation rentals in Sun Prairie

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Sun Prairie vacation 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 vacation rentals in Sun Prairie

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Sun Prairie
4.94 out of 5 average rating, 48 reviews

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

Superhost
Home in Sun Prairie
4.89 out of 5 average rating, 28 reviews

Private Pool - Hot Tub - Game Room - 20 min DT

🔹Private fenced in backyard w/ heated pool w/ pool toys & HOT TUB 🔸Outdoor living w/ lounge seating on the deck, gas grill, outdoor dining & fire pit 🔹Sleeps families & groups - 3 King, 4 Queen 🔸Game room w/ pool table, smart tv, board games, & gas fireplace 🔹5 min to Sun Prairie restaurants & shopping 🔸Pets welcome 🔹Highchair & pack n’ play on site 🔸You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 20min

Top guest favorite
Home in Windsor
4.93 out of 5 average rating, 15 reviews

Par-fect Escape on Lake Windsor Golf Course

Relax and unwind at this cozy retreat on Lake Windsor Golf Course! Enjoy beautiful fairway views, a fully equipped kitchen, private patio, bar/rec room for entertaining and open living space perfect for families or couples. Thoughtful touches throughout — from fresh linens and high-speed Wi-Fi to smart TVs and a washer/dryer for longer stays. Close to Madison, dining, and shopping. Whether you’re here to golf, explore, or relax, this peaceful getaway offers comfort, convenience, and tranquility.

Guest favorite
A two-story home with a mix of stone and wood siding sits on a grassy lot. Large windows allow natural light inside. A paved driveway leads to the garage, with trees and a view of open land in the background.
Guest suite in Sun Prairie
4.89 out of 5 average rating, 446 reviews

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.

Top guest favorite
A cozy outdoor space is featured with a wooden pergola providing shade, surrounded by blue siding. Seating includes two cushioned chairs and a swing chair, all arranged around a fire table set on a patterned rug, enhancing the inviting atmosphere.
Guest suite in Madison
4.95 out of 5 average rating, 437 reviews

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

Top guest favorite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guesthouse in Sun Prairie
4.98 out of 5 average rating, 409 reviews

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!

Top guest favorite
The outdoor area of the home is visible, featuring a spiral staircase leading to a deck with a covered area. A hot tub is positioned on the patio below, surrounded by lush greenery and string lights hanging above, providing a relaxed and inviting ambiance.
Guest suite in Madison
4.97 out of 5 average rating, 661 reviews

Downtown Lake Monona Haven | SUPs, Hot Tub & Sauna

Stay in your private 3BR, 2BA section of our lakefront home. Paddle from the dock, relax in the hot tub or sauna and enjoy mornings on the balcony with coffee. You’re moments from Willy Street restaurants and right on the bike path. Inside, find a full kitchen, comfy living spaces. Two parking spots included. Spend days on the water or exploring the city and evenings grilling or roasting marshmallows by the fire. Paddleboards included. Pontoon rental available in warmer months.

Top guest favorite
A bright dining area is highlighted by a wooden table surrounded by chairs. A chandelier hangs above the table, while natural light enters through sliding glass doors leading to an outdoor space. A nearby console table displays decorative items, enhancing the open atmosphere.
Home in Cambridge
4.94 out of 5 average rating, 109 reviews

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.

Top guest favorite
Guest suite in Madison
4.99 out of 5 average rating, 253 reviews

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

Top guest favorite
The kitchen features white cabinetry with sleek hardware and a large sink positioned under a window. A tile backsplash adds a modern touch. Ample counter space is available for meal preparation, and kitchen essentials are organized in drawers.
Home in Sun Prairie
4.98 out of 5 average rating, 162 reviews

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!

Top guest favorite
Townhouse in Sun Prairie
4.96 out of 5 average rating, 148 reviews

Prime Time - 3 Bedroom with Fireplace! Sleeps 12

Newly remodeled....3 levels, 3 bedrooms and an entire lower level with 2 queen beds and 75in TV. Access within a block to just about anything....restaurants, movie theater, gym, parks, pond, etc.... Large backyard, Fireplace for those cools nights.... 6 miles from downtown Madison. An Uber away! 30 min from Cascade Mountain for skiing, tubing hiking!! Devils Head Mountain/Lake is a short drive

Superhost
An outdoor patio features a seating area with a couch and chairs, surrounded by greenery. A small table is seen beside a larger dining table, providing a space for gathering. Sunlight casts gentle shadows over the wooden deck, enhancing the inviting ambiance.
Home in Oregon
4.99 out of 5 average rating, 229 reviews

Contemporary home near Madison

Located in a quiet neighborhood only twenty minutes away from Madison, this contemporary home is the perfect place for large groups. The home has three spacious bedrooms with a large kitchen and two outdoor patios for entertaining. It is a great place to relax and enjoy the Wisconsin weather inside and out! If you require additional sleeping accommodations, an air mattress can be made available.

Popular amenities for Sun Prairie places to stay

When is the best time to visit Sun Prairie?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€148€153€166€173€186€209€208€184€206€245€181€171
Avg. temp-7°C-5°C1°C8°C15°C20°C22°C21°C17°C10°C3°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.