Vacation rentals in Springfield

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Top-rated vacation rentals in Springfield

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Guest favourite

Cottage in Poynette

4.97 out of 5 average rating, 191 reviews

Lake Wiscosnin Cozy Cottage

Relax and unwind at this cozy cottage on the Wisconsin River with fantastic views. Enjoy the park right across the street with fishing, a picnic pavilion, beach and playground for your kids. Public boat launch is only a block away. Full laundry and eat in kitchen features quartz counter tops and makes you feel like you're home away from home. Many local restaurants and bars within driving distance, as well as wine tasting and 2 ski resorts. Keurig and a propane grill provided. CableTV and Wifi

Oct. 4 – 11

$213 CAD per night

Guest favourite

Cottage in Arena

4.91 out of 5 average rating, 263 reviews

Sugarland Cottage

The Sugarland cottage is designed to accommodate up to 8 guests. It has a full kitchen, bathroom with shower, two bedrooms, one with a queen bed and the other with a double and 2 twin beds. Downstairs is a pull out queen sized Murphy bed. Situated in a major southern Wisconsin tourism area, Sugarland cottage is close to the Wisconsin River and only 30 minutes from Madison and 10 minutes from Spring Green home of Frank Lloyd Wright’s Taliesin, American Player’s Theater, and House on the Rock.

Dec. 29 – Jan. 5

$201 CAD per night

Guest favourite

Guest suite in Madison

4.97 out of 5 average rating, 297 reviews

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.

Aug. 12 – 19

$202 CAD per night

Guest favourite

Guest suite in Middleton

5.0 out of 5 average rating, 117 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with two skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with 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 but has its own outdoor entrance and is soundproofed for privacy. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Oct. 18 – 25

$141 CAD per night

Guest favourite

Home in Madison

4.99 out of 5 average rating, 303 reviews

Beautiful 3 Bedroom Apartment, Kitchen, Fireplace

Private lower level 1600sq ft apartment. Steps away from TPC Wisconsin! 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. Just a 5 min drive to the airport and close to downtown. TPC WISCONSIN OPENING 8/2023

Oct. 6 – 13

$280 CAD per night

Guest favourite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 250 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden 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.

Apr. 15 – 22

$134 CAD per night

Guest favourite

Guesthouse in Madison

4.92 out of 5 average rating, 246 reviews

Historic guesthouse near downtown, hospital and UW

Featured on the National Register of Historic Places, this unique 1916 “granny cottage" stands behind our home in the gorgeous Village of Shorewood Hills. Centrally located, we are just a few walkable blocks from UW Hospital and Picnic Point, and walking/biking distance from UW, the Capitol, Hilldale Shopping Mall, Whole Foods and plenty of restaurants. Because we are in a quiet neighborhood, we have a 3 guest maximum. This is a place to retreat and relax and enjoy the best of Madison.

Oct. 10 – 17

$215 CAD per night

Guest favourite

Tiny homes in Darlington

4.98 out of 5 average rating, 597 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

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. Our 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.

Oct. 23 – 30

$153 CAD per night

Guest favourite

Guest suite in Madison

4.96 out of 5 average rating, 361 reviews

Lake City Loft - Private Floor w/Spiral Staircase

Lake City Loft, with a spiral staircase entrance, encompasses the full 2nd story bungalow of a charming, remodeled 1915 home. Located on the outskirts of the eclectic Atwood neighborhood, guests will enjoy easy walking, biking, or driving access to nearby local favorite coffee shops, restaurants, breweries, & Lake Monona. The kitchenette boasts complimentary local coffee & beer that can be enjoyed on your own private balcony! We ONLY use non-toxic cleaning and toiletry products.

Guest favourite

Guesthouse in Sun Prairie

4.98 out of 5 average rating, 309 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!

May 27 – Jun. 3

$234 CAD per night

Guest favourite

Guest suite in Mount Horeb

4.89 out of 5 average rating, 141 reviews

Nestled Valley

This private suite nestled in a valley is convenient to many outdoor activities and the downtown center of Mount Horeb. It is close to Military Ridge State Trail, Popular Cyclist Routes, Governor Dodge State Park, Blue Mounds State Park, House on the Rock, and Epic. Nearby are options for activities in every season: hiking, biking, skiing, or leisurely strolls on the trails or through one of the charming towns in Southwestern WI. This location is great for a quiet get away.

Dec. 31 – Jan. 7

$158 CAD per night

Guest favourite

Guesthouse in Mount Horeb

4.97 out of 5 average rating, 547 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful space that features tall ceilings and a large, one-room open design--giving it a loft feel with 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.

Oct. 11 – 18

$177 CAD per night