Holiday houses in Springfield

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Top-rated holiday rentals in Springfield

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Superhost
Home in McFarland

NEW! 2BR Cozy Cove | Minutes to Madison

Enjoy a stylish and relaxing stay in this newly renovated, fully furnished 2-bedroom loft-style unit located in the peaceful village of McFarland, Wisconsin--just minutes from Madison. -Access to Lake Waubesa —perfect for kayaking, fishing, or sunset views -Peaceful residential setting -Convenient location near local dining, parks, and trails Whether you're here for a weekend getaway, remote work stay, or visiting family near Madison, this modern loft-style retreat is your perfect home base.

Top 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, 394 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, 408 reviews

Cottage Suite + Jacuzzi Tub & Sauna

This Suite is perfect for 1-4 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
The bedroom features a queen bed with a patterned blanket, complemented by two bedside lamps. Natural light enters through a window adorned with plants. A simple piece of wall art adds a touch of decor, while a wooden chair is positioned nearby.
Guest suite in Eken Park
4.97 out of 5 average rating, 396 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.

Top Guest favourite
A spacious studio featuring two green upholstered benches arranged on a decorative area rug. Natural light floods the room through skylights, illuminating the cozy sleeping area with a large bed and a dining nook equipped with a small table and chairs.
Guest suite in Middleton
4.98 out of 5 average rating, 232 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
Guest suite in Cherokee Park
4.99 out of 5 average rating, 389 reviews

Beautiful, Private 3 Bedroom, Fireplace, Kitchen.

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.

Top Guest favourite
Apartment in Madison
4.98 out of 5 average rating, 162 reviews

Private entry flat near Atwood neighborhood

No cleaning fee!! Enjoy your visit to Madison in this sunny one bedroom apartment with private entrance and off street parking. It's great location is within walking distance to the Schenk/Atwood neighborhood, with numerous restaurants, cafes and music venues. Within 2 miles of the state capitol, Monona Terrace, and 3 miles from the airport, Kohl Center and Camp Randall. Perfectly suited for couples, solo adventurers, or business travelers.

Guest favourite
Home in Middleton
4.95 out of 5 average rating, 21 reviews

The Wright Balance

Find your “Wright Balance” in this cozy lower-level retreat in Middleton Hills, known for its Frank Lloyd Wright–inspired architecture. With a private entrance, two bedrooms, and a full bath, it’s perfect for business, family, or exploring. Just minutes from Madison and UW, yet steps from prairies, wetlands, and trails. Restaurants, a café, and grocery store are all within walking distance—balance convenience with natural beauty.

Top Guest favourite
Apartment in Windsor
5 out of 5 average rating, 79 reviews

Golf Course View Apartment

This unique place has a style all its own. Newly remodeled In-law Suite Apartment attached to our house located on beautiful Lake Windsor Country Club Golf Course, in Windsor WI. One bedroom with queen size bed, a full kitchen, bathroom, and washer/dryer. Two smart TVs, Wi-fi, and Cable TV. Private entrance and off-street parking with a gorgeous view of the golf course. Located 15 minutes from Madison, Sun Prairie, and Waunakee.

Top Guest favourite
Apartment in Madison
4.96 out of 5 average rating, 51 reviews

Historic Downtown Studio. Unit I.

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. Shared washer and dryer in the basement. Second floor walk-up. Paid parking.

Guest favourite
A vibrant green couch with decorative pillows is placed against a textured wall. A minimalist chair and small coffee table complement the space, which is accented by a patterned area rug. Tall windows allow natural light to fill the room, enhancing the original wooden trim.
Apartment in Madison
4.89 out of 5 average rating, 27 reviews

Downtown Historic Studio. Unit E.

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. Shared washer and dryer in the basement. Third floor walk-up. Paid parking.

Top Guest favourite
A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.
Apartment in Middleton
4.97 out of 5 average rating, 33 reviews

Private yet close to everything!

Our 900 sqft basement apartment features a master bedroom, connecting kitchenette/sitting room, and bathroom. We are a 20-minute drive to the UW campus, Capitol Square, and Dane County Airport—minutes from Middleton Pheasant Branch Conservancy for hiking and biking. Madison and Middleton consistently win "Best Places to Live" awards for quality of life. As past Superhosts, we are excited to start hosting again after COVID!

Popular amenities for Springfield holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Springfield