Vacation rentals in Town of Springfield

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Top-rated vacation rentals in Town of Springfield

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Top guest favourite

Farm stay in Dane

5 out of 5 average rating, 9 reviews

Rusty Spur Retreat

Escape to Rusty Spur Retreat, a tranquil country retreat on 5 acres. This spacious lower-level unit offers full privacy with its own entrance. Windows fill the space with natural light and offer scenic views of the surrounding land. Whether you prefer hiking, boating, or simply unwinding, Rusty Spur is the perfect place to recharge and enjoy the beauty of southern WI. Step outside, settle into a rocking chair, and sip your coffee with a front-row seat to nature—and sometimes, a horse or two.

Guest favourite

Guest suite in Madison

4.91 out of 5 average rating, 175 reviews

Hospitality+Kitchen+Laundry+Gardens

Tastefully updated private suite on lower level of ranch. - KING bed plus twin bed, large bathroom, full kitchen, laundry W/D, work desk, dining table w/stools, comfortable furniture. Pristine clean. Close to grocery, many restaurants, parks, UW... Great for business needs (week and month long discounts!), moving to Madison, athletic events, visiting family... Tree lined street. Free parking. Owner lives on the property, but suite is private and not shared, as per Permit #ZTRHP1-2020-00004.

Guest favourite

Guest suite in Sun Prairie

4.88 out of 5 average rating, 349 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.

Guest favourite

Home in Verona

4.94 out of 5 average rating, 109 reviews

Spacious Residence with Scenic Golf Course View

Escape to a serene, pet-friendly retreat nestled on a peaceful golf course. This three-story home's spacious 1,600 sq ft first floor is exclusively yours, featuring a private entrance, a two-car garage, three bedrooms, a modern bathroom, a fully equipped kitchen, a dining area, and a cozy living room. Step outside to enjoy a large backyard. Renovated with new appliances, this space offers signature-class comfort and privacy. It is ideal for small family gatherings. Loud events are not allowed.

Top guest favourite

Guesthouse in Mount Horeb

4.96 out of 5 average rating, 617 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

Top guest favourite

Apartment in Madison

4.95 out of 5 average rating, 19 reviews

Historic Downtown Studio. Unit I. Construc. Close

Historic charm meets modern comfort in the heart of downtown. This bright, spacious studio features a kitchen, separate dining room, and plenty of storage. Enjoy access to a shared rooftop deck overlooking top restaurants. Hosted by Voyageur Stays—a locally owned, husband-and-wife-run company passionate about handcrafted, thoughtfully curated spaces. Second floor walk-up. Construction nearby. Note: week of August 4-August 15 construction work in the alley next to unit from 8-5 pm weekdays.

Superhost

Cottage in Dane

4.87 out of 5 average rating, 737 reviews

The Napping Farm

For ten years we have welcomed travelers from all over the world to our cozy and unique farm house and we would love to host you, come as you are. If you can, please read all information provided in this listing. This is a private country house on 120 acres of woods and fields, cut in with trails, in Wisconsin's Driftless Region. Located 30 min to Devil's lake, 45 to Wisconsin Dells and only 25 Minutes to downtown Madison. Events or a party, Common Gardens for more details, we love events.

Top guest favourite

Guest suite in Middleton

4.99 out of 5 average rating, 200 reviews

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.

Top guest favourite

Tiny homes in Darlington

4.98 out of 5 average rating, 772 reviews

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Top guest favourite

Home in Madison

5 out of 5 average rating, 310 reviews

The Rainbow House *lower-level*

Quiet / peaceful / positive vibes place perfect for a couple but can do one more (twin-size floor mattress / PacknPlay). *NOTE: Must pre-approve pets with initial booking & only booked guests allowed - this is how we feel most safe hosting in our home. No smokers (of any kind) here. Strict quiet hours. My wife Marla and I are so happy to share our sweet sunny lower-level space with you - she built it herself! We live upstairs with our adorable rescue dogs + old aloof cat Tanner.

Guest favourite

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 358 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 favourite

Apartment in Cross Plains

5 out of 5 average rating, 24 reviews

Historic Luxury Apartment

This luxury 2-bedroom 2nd floor apartment is nestled in a beautifully remodeled historic building originally built in 1860. Combining old-world charm with modern amenities, this apartment offers the perfect blend of comfort and convenience. Located right on the Main Street of Cross Plains, WI, just 25 min away from UW hospital and 35 minutes from downtown Madison. Perfect for families, professionals and anyone looking for a stylish, comfortable stay close to Madison, WI.