Holiday rentals in New Glarus

4.95 out of 5 average rating, 172 reviews

Plenty of Space in the Heart of Downtown

Large, 3-bedroom apartment above a downtown retail store that offers plenty of space to stretch out and restaurants and shops just outside. A public swimming pool, parks, playground, and bike trail are just a short walk away. The space offers an open and well-equipped kitchen for cooking and enjoying a meal with friends and family as well as plenty of comfortable seating for you to curl up, relax, and enjoy a movie. Off-street parking is available so you can avoid the hassle of a busy street.

Guest house in Mount Horeb

4.96 out of 5 average rating, 605 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.

4.99 out of 5 average rating, 171 reviews

Loft in Monroe

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Place to stay in Brodhead

4.97 out of 5 average rating, 159 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

4.98 out of 5 average rating, 295 reviews

Farm stay in Argyle

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

4.98 out of 5 average rating, 753 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.

5 out of 5 average rating, 402 reviews

The Hideout In Downtown New Glarus

Modern 1 bedroom with a spacious outdoor deck on the second floor of the historic Citizen's Bank building built in 1910. Located above a retail space in the heart of downtown New Glarus. You'll be steps away from restaurants, pubs, shops, park, a bike path, and festivals. This newly remodeled apartment has beautiful quartz countertop & island, and original wood floors. Newly installed large windows allow for ample natural light. Check out The Hideaway if you need a 2 bedroom rental.

4.88 out of 5 average rating, 119 reviews

Nördlich Chalet - Trail-side, 1 Bdrm in New Glarus

Enjoy access to all that America's Little Switzerland has to offer! This one bdrm chalet apartment offers a bright spacious living area w/ kitchenette, bedroom and bath, and balcony. Set just off of the highway and next to the biking and snowmobile trails and within walking distance to downtown New Glarus shopping, bars, restaurants, festivals and more, this is the spot to be! Check out Bailey's Run Winery or the New Glarus Brewery and New Glarus Woods State Park, just up the trail!

Guest suite in New Glarus

4.98 out of 5 average rating, 241 reviews

Fresh & Bright Apartment Getaway in New Glarus

We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

5 out of 5 average rating, 241 reviews

Flat in Monroe

MJ's Penthouse ( A piece of paradise in Monroe)

A beautiful 2000 square foot second floor Penthouse that offers an excellent view of the historic court house and square. Our location gives you walking distance to all places on the square including the 2nd oldest brewery in the country, boutiques, hair and nail salons, home decor , antique shops, clothing and apparel, specialty treats, restaurants and bars. We have free parking out front on the square and also a private elevator for our guests special needs.

4.88 out of 5 average rating, 104 reviews

Cabin in Brodhead

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

4.96 out of 5 average rating, 147 reviews

Cozy Upper Flat in New Glarus

Welcome to my upper flat (private staircase to 2nd story) one block from Downtown New Glarus where you will find charming shops, tasty eats & activities! This unit can accommodate 4 people. There is a king sized bed & queen pull-out couch. Kitchen is fully stocked with a refrigerator, range/oven, toaster & coffee maker. Complete with cozy eat-in area! Living room has wall of windows & smart TV. W/D are included.

Holiday rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Popular amenities for New Glarus holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in New Glarus

Private room in New Glarus

5 out of 5 average rating, 23 reviews

Rolling Hills Retreat w/ Pickleball Court (1 Bdr)

KaylaRating, 5 stars7 months ago

Wow! If there were a level for “ultra-hosts” Paula & Bo would be it!! We’ve stayed at our fair share of airbnbs & this was by far one of our favorite experiences! I was a tad hesitant to book a shared space initially since we were bringing our 3 month old & didn’t want to disturb, however from the first moments meeting them we felt welcomed and at home. We ended up getting the downstairs level to ourselves and it had everything we needed! Didn’t even want to leave the property! We were blown away by all the personal touches, snacks, basket of toiletry items, starting a fire for us, etc. We also enjoyed Fat Cat Coffee shop in town & the Whiskey Run Distillery! We’re already planning a way to come back soon & bring friends!

Private room in Blanchardville

4.99 out of 5 average rating, 159 reviews

Vintage Camper at Circle M Market Farm

EllenRating, 5 stars3 weeks ago

My family had a wonderful time. Thank you for hosting us! Circle M is certainly worth a visit. The property is beautiful, the vintage campers are charming, the hosts are friendly, fun, and welcoming. You can tell they are all seasoned at hosting and they do this well. I can’t say enough positive things. Do be aware that did you are allergic to cats that the farm cats are very friendly and may give you some sniffles. But it’s worth it for the memories!

Private room in Monticello

4.95 out of 5 average rating, 225 reviews

A slice of heaven in the woods

KathyRating, 5 stars4 weeks ago

I thoroughly enjoyed my stay in Schuhchen’s home. The room was comfortable, clean and airy and this beautiful home is in a serene wooded setting that includes an abundance of native plants and wildlife. Schuhchen is a great host and I’m so glad I had the opportunity to meet her. I will definitely stay again the next time I’m visiting the area.

5 out of 5 average rating, 8 reviews

Cabin in Brodhead

Avail Labor Day-Private Reserve, King Bed, Fishing

RitaRating, 5 stars3 weeks ago

The location and home were great. The view from every corner was scenic. We were able to watch wildlife and take quiet walks around the lake and on the nature trail. There were lots of games to play inside but we enjoyed the beautiful weather and spent our time outside on the lake in the paddle boat and kayaks. The kitchen was plenty big and we were also able to spread out in the other rooms for alone time. We will definitely be back.

4.95 out of 5 average rating, 107 reviews

Private room in Madison

On Water in Madison-middle room

RebeccaRating, 5 stars5 days ago

I loved staying at Douglas' home on Lake Monona. I was able to sit on his dock and watch the sunset. What a gorgeous setting. Riding his bicycle over to the park on the other side of the bay was a treat as well. I was able to walk to a cafe this morning that had great coffee with a view of the lake. What an oasis!

Campervan/Motorhome in Blanchardville

4.67 out of 5 average rating, 21 reviews

Vintage Airstream with goats and kitties!

TravisRating, 5 stars1 week ago

Awesome spot to stay. Definitely will be back when passing through again. I dropped in late and was out early and it was the perfect place to crash.