Holiday houses in Springfield

4.92 out of 5 average rating, 303 reviews

Home in Madison

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

4.98 out of 5 average rating, 80 reviews

Apartment in Verona

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 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.

4.89 out of 5 average rating, 425 reviews

Guest suite in Madison

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

Guesthouse 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.

4.97 out of 5 average rating, 186 reviews

Home in Madison

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).

4.98 out of 5 average rating, 191 reviews

Guest suite in Middleton

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.

4.98 out of 5 average rating, 751 reviews

Tiny home in Darlington

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.

Apartment in Cross Plains

5 out of 5 average rating, 14 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.

4.93 out of 5 average rating, 178 reviews

Home in Madison

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.

4.94 out of 5 average rating, 367 reviews

Guest suite in Madison

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

4.95 out of 5 average rating, 37 reviews

Apartment in Madison

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.

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Other great holiday rentals in Springfield

4.92 out of 5 average rating, 283 reviews

1 sunny Yellow BR and lounge in Artist’s home!

WilliamRating, 5 stars1 week ago

I had a great stay! The house was clean and the hosts were very welcoming. The lounge space and coffee + tea were great touches. There were a lot of great paths and parks nearby and the hosts even had bikes to borrow. Couldn’t recommend enough!

4.97 out of 5 average rating, 330 reviews

Mornings with Meg in Madison ZTRHP1-2020-00006

JasmineRating, 5 stars2 days ago

Meg was a very knowledgeable hostess - gave us detial information on places to go and things to do with young kids, shared great details of the history of the area. She was wonderful with kids. She let us use the kitchen to cook meals - which was very helpful to us. She was very kind to do some of our laundry. We would definitely stay here again!

4.97 out of 5 average rating, 810 reviews

Private Garden Level Guest Suite

BarbaraRating, 5 stars5 days ago

I enjoyed staying at Angie’s place! Cute, confortable with everything you could ever think you needed. Enjoyed chatting to Angie who was welcoming and friendly. A shame I was only there overnight. Thanks for a comfortable stay.

4.97 out of 5 average rating, 186 reviews

Private room in Columbus

HA Whitney Inn, Columbus, Wisconsin

BeckaRating, 5 starstoday

Great stay! The space was very clean. The little "extras" in the kitchen were a great surprise and very thoughtful. This space worked great for our short stay.

5 out of 5 average rating, 121 reviews

Adjacent University, Lovely Neighborhood, Quiet

KaoruRating, 5 stars6 days ago

Thank you very much for offering me a very quiet and private rooms to stay. I could work efficiently for the week, and the conference I organized at UW was a great success.

5 out of 5 average rating, 9 reviews

Hotel room in Madison

Settle Into Comfort In Our East Madison Hotel

PhyllisRating, 5 stars2 weeks ago

It was very quiet. I loved it. Big room nicely furnished. Had a small fridge. The property had a pool, hot tub, exercise room, laundry, outdoor seating, and a bistro. We would stay again

Private room in Middleton

4.95 out of 5 average rating, 147 reviews

Retreat in woods on Lake Mendota

MandyRating, 5 stars6 months ago

Glad to stay again with Michelle. She was flexible with our arrival time on a holiday and welcomed us personally. The place is clean and exactly what we needed. She even offered us hot water bottles for our bed as it was extremely cold out and we were chilled from the football game. Thank you for hosting us again!