Holiday houses in Sun Prairie

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Top-rated holiday rentals in Sun Prairie

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

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Top Guest favourite
Farm stay in Cambridge
4.99 out of 5 average rating, 103 reviews

Stay With Horses Escape Near Madison

Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

Guest favourite
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, 426 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 favourite
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, 427 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 favourite
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, 398 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!

Guest favourite
Home in Sun Prairie
5 out of 5 average rating, 8 reviews

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

Top Guest favourite
A cozy seating area features a light gray sofa positioned in front of a mounted TV and an electric fireplace, which emits a calming glow. A decorative plant adds a touch of greenery, while a textured rug and a basket with a towel enhance the inviting ambiance.
Guest suite in Madison
4.99 out of 5 average rating, 240 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 favourite
The image depicts a charming three-building arrangement situated on a cul-de-sac. The structures feature varying architectural styles with a mix of siding colors. Lush greenery is visible in the surrounding landscape, and an American flag is displayed on one of the buildings under a blue sky with scattered clouds.
Guest suite in Deerfield
4.96 out of 5 average rating, 171 reviews

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.

Top Guest favourite
Guest suite in Madison
4.99 out of 5 average rating, 410 reviews

Beautiful 3 Bedroom Apartment, Kitchen, 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.

Superhost
A spacious living area is showcased, featuring a comfortable leather sofa and a convertible sofa bed. An area rug adds color to the floor, while recessed lighting illuminates the space. A projector screen is visible, and dining chairs surround a dark wood table.
Apartment in Sun Prairie
4.7 out of 5 average rating, 80 reviews

Home Sweet Home

A stylish 1BR/1BA retreat just minutes away from the heart of Charlotte, in the fabulous West Prairie Village neighborhood! Cleanliness is our priority, ensuring you have a comfortable and enjoyable stay. Convenience is at your fingertips with a prime location: just 15 min from Madison Airport, 17 min from Downtown, 10 min to East Towne Mall 2 min to Metro Market, 5 Minute to Target, Walmart, Woodman’s. Well surrounded by Restaurants.

Top Guest favourite
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
4.97 out of 5 average rating, 149 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!

Guest favourite
Home in Sun Prairie
4.88 out of 5 average rating, 8 reviews

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

Step into a spacious and inviting 3-bedroom, 2-bath home designed for comfort and entertaining. Utilities included; Enjoy modern conveniences like high-speed fiber internet, a washer/dryer, and a wet bar, plus a fenced backyard and tri-level wooded deck perfect for outdoor gatherings. Whether hosting family and friends or enjoying a peaceful getaway, this home offers style, space, and relaxation in every corner.

Top Guest favourite
A spacious, two-story home is seen from the yard, featuring a wooden deck with black railings. Lush green grass surrounds the property, and a large tree offers shade. The exterior is light-colored with a mix of windows, welcoming natural light.
Townhouse in Sun Prairie
4.96 out of 5 average rating, 143 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

Popular amenities for Sun Prairie holiday rentals

When is the best time to visit Sun Prairie?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$302 NZD$310 NZD$338 NZD$265 NZD$368 NZD$368 NZD$424 NZD$375 NZD$419 NZD$497 NZD$368 NZD$347 NZD
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.

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 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!

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