Vacation rentals in Village of Cross Plains

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Village of Cross Plains

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favourite
A branch adorned with delicate white flowers is positioned in a vase on a table, creating a soft focal point. In the background, a spacious bed is partially visible, with natural light entering from a window, enhancing the bright interior.
Loft in McFarland
4.97 out of 5 average rating, 214 reviews

#301 Private Apartment in Historic McFarland House

*** Our 2nd Floor is being remodeled throughout 2025 adding 4 more units to the old McFarland House This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1857 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

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, 391 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
A bright, open living space is featured, combining the living room and kitchen areas. A comfortable couch and coffee table are positioned in front of a TV. The kitchen showcases modern cabinetry and bar seating, with light flooding in from large windows.
Home in Verona
4.94 out of 5 average rating, 47 reviews

Downtown Verona: Cozy Hideaway

PRIVATE COZY HOME CLOSE TO DOWNTOWN VERONA, SPACIOUS LIVING, & FULL COFFEE STATION. Fantastic Location: Just a short walk to downtown Verona, where you’ll find coffee shops, a brewery, and a variety of restaurants. Only a 10-minute drive to Epic and 20-30 minutes to downtown Madison. Comfortable & Cozy: Enjoy a bright, inviting atmosphere with ample room for games and relaxation. This unique half of a duplex blends modern living with a generous living room and kitchen, perfect for your stay.

Top guest favourite
The exterior of a rustic studio retreat showcases wooden siding illuminated by warm lights at dusk. Large windows offer glimpses of the cozy interior, while kayaks are hung on the side. Surrounding greenery creates a natural ambiance, with a gravel path leading to the entrance.
Guesthouse in Mount Horeb
4.96 out of 5 average rating, 638 reviews

Cool, Roomy, 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
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, 393 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 bedroom features a peaked wooden ceiling and is illuminated by natural light from two windows. A cozy striped blanket covers the bed. A nightstand with a lamp and a seating area with a chair and a sofa bed are also present.
Home in Dodgeville
4.99 out of 5 average rating, 84 reviews

Two Private Floors in Secluded Home

Exclusive use of top 2 floors of home in a scenic location. Host will reside solely in basement apartment during your stay. Location is perfect as a base for exploration. 5 minutes from Governor Dodge State Park. 8 minutes to The House On The Rock. Also close to Taliesin, American Players Theater, Spring Green and Mineral Point. Or, you can just get away from it all by enjoying this scenic location at the end of a long private driveway. If you enjoy solitude, this is the place for you!

Guest favourite
A winding gravel path meanders through lush fields of green and tall corn plants, framed by overhanging trees. Soft sunlight filters through the branches, illuminating the pathway that leads deeper into the countryside.
Cottage in Dane
4.87 out of 5 average rating, 737 reviews

The Napping Farm

For ten years we have welcomed travelers from all over the world to our cozy and unique farm house and we would love to host you, come as you are. If you can, please read all information provided in this listing. This is a private country house on 120 acres of woods and fields, cut in with trails, in Wisconsin's Driftless Region. Located 30 min to Devil's lake, 45 to Wisconsin Dells and only 25 Minutes to downtown Madison. Events or a party, Common Gardens for more details, we love events.

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, 229 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
A modern farmhouse is showcased in bright daylight, featuring a sloped roof and solar panels. Lush green grass surrounds the building, complemented by colorful flowers along a wooden fence. The structure has multiple windows, providing a welcoming and airy appearance.
Farm stay in Mount Horeb
4.98 out of 5 average rating, 135 reviews

Campo di Bella Winery & Family Farm LLC

Welcome to Campo di Bella Farmstay. We have created a private retreat above our winehouse on our farm. You will enjoy the sights and sounds of country living. Weekend Farm to Table dinners available on-site and we typically reserve seating for our farmstay guests. From December to end of March, we are only offering dinners on Friday nights. Max room rate $175.00. Please note that during winter months, we are on a private road and snowplowing may be completed by early afternoon.

Superhost
A charming cabin is nestled among lush greenery, showcasing a stone and wood exterior. Large windows allow natural light to flood the interior, while a wooden deck is visible, surrounded by nature. The inviting entrance features a staircase leading to the upper level.
Cabin in Cross Plains
4.74 out of 5 average rating, 108 reviews

Cozy Cabin in The Driftless

This cozy cabin in the woods is located atop the beautiful rolling hills of the Driftless area, just outside of Cross Plains, WI. Nestled on 10 acres of forest, this warm rental is the perfect getaway for a private winter weekend away, a nature/yoga/artist retreat, or a road biking vacation. Located just 30 minutes from downtown Madison, Wisconsin's capital city. Base rate for up to 4 guests, additional guest fee applies for each guest over 4. Minimum stay of 3 nights.

Top guest favourite
The open living area features a light-colored sectional sofa and a coffee table at its center. A dining table with wooden chairs is visible on one side, while a kitchen with modern appliances and green accents can be seen in the background. Natural light illuminates the space through large windows.
Apartment in Cross Plains
4.98 out of 5 average rating, 47 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.

Top guest favourite
A cozy living room is featured with large windows allowing natural light to fill the space. Two comfortable chairs are positioned beside a small table, while a soft rug lies on the hardwood floor. A gray sofa and a floral artwork complete the welcoming environment.
Apartment in New Glarus
4.96 out of 5 average rating, 188 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.

Popular amenities for Village of Cross Plains vacation rentals