Holiday rentals in Springfield

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Top-rated holiday rentals in Springfield

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Guest favourite

Home in Madison

4.92 out of 5 average rating, 299 reviews

Grooviest | Quiet | Close | Upscale MCM | Records!

• NEWLY RENOVATED SPACE. • Two floor upper unit in a private home • Private backyard with patio & fire pits • Flatscreen TV in living room with Chromcast and Antenna. • Luxury Mid Century Modern Stereo Console with records, bluetooth • Over 12 classic albums to listen to (jazz, rock, classical, eclectic) • Access to over 3000 classic albums at our downtown Music Studio • Electric fireplace w/ multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked, Keurig • Vintage Bar Cart

Top guest favourite

Flat in Verona

4.98 out of 5 average rating, 80 reviews

Private flat, near EPIC w kitchenette, pvt office

EPIC is a 6 min, traffic free drive. Private flat on lower level walk out of our home. The flat was designed as a grandparents suite, it includes a private bathroom, kitchenette, workout gym with Airdyne, free weights. 2 flat screen TVs. A fully equipped office is adjacent to the living area of the flat for a private work space or a crib placement for naps if needed. It offers two private spaces with the queen bed in the larger living area. Large sofa available for your child or teenager.

Guest favourite

Guest suite in Sun Prairie

4.88 out of 5 average rating, 335 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

Guest suite in Madison

4.89 out of 5 average rating, 425 reviews

Cape Cod Loft, High-Speed internet + King bed

Welcome! This property is on Madison’s funky-up & coming East side. Quiet, conveniently located residential neighborhood with great neighbors & free street parking. This 2nd floor unit is a private guest-dedicated suite with it's own kitchenette, full fridge & side entrance. Massage chair. GPS: Airport- 7 min. Wisconsin State Capitol- 12 min. Ulbrich Botanical Garden's- 5 min. Camp Randall Stadium- 16 min. Walkable to Starkweather Creek Trail. *Bike *Lyft *Uber *Nearby public bus stops

Top guest favourite

Guest house in Mount Horeb

4.96 out of 5 average rating, 603 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

Home in Madison

4.97 out of 5 average rating, 185 reviews

Lakeview Loft - Downtown Madison

Stay in the heart of Madison, enjoying exclusive access to our 3rd floor suite with lake views. Located on a quiet street along the Lake Loop bike path/Lake Monona, and close to Willy Street (0.3 mi), the Sylvee (1.1 mi), the Capitol (1.7 mi), Monona Terrace (1.6 mi), and Camp Randall (3.3 mi). Self check-in with keypad and ample parking. Wifi is over 500 Mbps download/upload speeds. #ZTRHP1-2022-00022 Note: Loft is accessed by 3 flights of stairs! Space has coffee bar only (no kitchen).

Top guest favourite

Guest suite in Middleton

4.98 out of 5 average rating, 191 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 home in Darlington

4.98 out of 5 average rating, 751 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.

Guest favourite

Flat in Cross Plains

5 out of 5 average rating, 13 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.

Guest favourite

Home in Madison

4.93 out of 5 average rating, 178 reviews

Madison Charmer

This cozy ranch is spacious and comfortable located in a quiet neighborhood just 3 miles from the Capital. There is one bathroom available for guests. Talk to the host about groups larger than 4 for additional aerobed option. Your lovely hosts may be on site during your stay but will reside in the lower level of the home during your visit. Hosts are quiet and respectful of your space. There is no crossover between guests and hosts.

Guest favourite

Guest suite in Madison

4.94 out of 5 average rating, 367 reviews

Far Westside Home Away From Home

Your own 820 square foot space with full bathroom. Located 6.2 miles from the UW Madison. Inside, you will find a bedroom with a queen bed, a queen size comfortable hide-a-bed sofa, a 42" HDTV, a kitchenette w/a dining room table, a mini-fridge, an elliptical, and a library. To see a video of the space go to YouTube and search on “v=hDgEasBTxoA” (cut and paste recommended). ZTRHP1-2020-00044

Guest favourite

Flat in Madison

4.95 out of 5 average rating, 37 reviews

2 BR Apartment in Fitchrona Area

Cozy 2 bedroom apartment close to Madison, Verona and Fitchburg. Walking distance to grocery stores, Walgreens, Target, shops and many restaurants. Neighborhood Park right across the street for kids. 10 min ride to Epic, 8 min ride to University Ridge Golf Course, 20 min ride to UW Madison and Downtown Madison. Close to a bus stop.