Vacation rentals in New Glarus

A brick building with large windows and black shutters is prominently displayed. The front features planters with flowers and a bench, inviting guests to relax. The surrounding area is paved and includes a bike rack, with neighboring buildings visible in the background.

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.

Guesthouse in Mount Horeb

The cozy studio retreat is nestled at the edge of a snowy yard, framed by tall trees. Sunlight filters through the branches, casting a soft glow on the rustic wooden exterior and a small set of stairs leading to the entrance.

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

A vibrant streetscape features a charming mix of historic buildings, with a focus on the storefronts below. The ground floor includes a cozy café adorned with bright flowers and outdoor seating, while the upper levels showcase colorful facades and decorative window details.

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

An exterior view of an old schoolhouse is captured, showcasing its classic architecture. A group of children stands in front, dressed in period attire. The surrounding trees add a natural backdrop, enhancing the historic character of the building.

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

A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.

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, 754 reviews

A small cottage is illuminated by warm outdoor lighting, creating a welcoming ambiance. A gravel path leads up to the door, surrounded by trees. Two white chairs are positioned nearby, inviting relaxation amid the tranquil woodland setting.

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.

A colorful rainbow arcs across a pastel sky above a historic brick building. The image captures a serene downtown scene, with wet pavement reflecting the colors of the sky and surrounding structures, including a large house with vibrant doors and windows.

5 out of 5 average rating, 403 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.

A red barn with white trim features a prominent sign stating 'New Glarus Brewing Co.' The sign is surrounded by a stone circle with a natural landscape visible in the background, including grassy areas and distant trees under a cloudy sky.

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

An open living area showcases a modern kitchen with white cabinetry and stainless steel appliances. A cozy seating arrangement is visible in the background, complemented by a dining space with a white table and chairs. Natural light floods the room through multiple windows.

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

A spacious living area features a large sectional sofa in muted tones, complemented by a rustic wooden coffee table on a light-colored area rug. Exposed brick walls provide texture, while modern lighting fixtures and artwork contribute to the inviting atmosphere.

Apartment 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

A calm lake is depicted, reflecting greenery from surrounding trees under a clear blue sky. The still water creates a mirror-like effect, enhancing the natural beauty of the landscape, while the lush foliage provides a sense of tranquility.

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!

The welcoming entryway of the upper flat features a covered porch adorned with hanging lights and colorful potted plants. The charming exterior includes a mix of dark siding and stone accents, complemented by an inviting front path leading to the main door.

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for New Glarus vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in New Glarus

Private room in New Glarus

The exterior of the home is surrounded by lush greenery and vibrant landscaping, featuring a stone pond framed by diverse plants. A stone sculpture with a plant pot is visible in the foreground, while comfortable seating and a cozy atmosphere can be observed on the patio area.

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

A lamb with distinct black patches stands close to a sheep, surrounded by soft hay. The lamb's curious expression is highlighted, contrasting with the sheep's gentle demeanor. The scene captures the peaceful atmosphere of the farm, emphasizing the connection between the animals.

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

A wooden deck features a rectangular table surrounded by four matching chairs. Potted plants are arranged on one side, with lush greenery framing the serene view of the surrounding forest.

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.

Private room in Bay Creek

A serene view of Monona Bay features calm waters reflecting the skyline of downtown Madison, including the prominent Capitol dome. Trees line the shore, and the scene is complemented by soft, muted colors of the sky during sunset.

4.95 out of 5 average rating, 107 reviews

On Water in Madison-middle room

RebeccaRating, 5 stars6 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!

A close-up view of a cow features reddish-brown and white markings, with large eyes and prominent horns. It is framed by wooden fencing and surrounded by lush green foliage, capturing the essence of rural life on the ranch.

Camper/RV 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.