Holiday rentals in Argyle

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Top-rated holiday rentals in Argyle

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

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Top guest favourite
Yurt in Cambridge
4.98 out of 5 average rating, 265 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Top guest favourite
Tiny home in Darlington
4.97 out of 5 average rating, 39 reviews

The Bower-Cozy Tiny home w/friendly farm animals

Escape to The Bower at Arbor Crest Acres, a peaceful woodland retreat designed with care and comfort in mind. Enjoy restful nights and unwind in a cozy, thoughtfully crafted space-perfect for slowing down and appreciating the serene beauty of Southwest Wisconsin’s countryside. As you explore, you will be greeted by our friendly animals: gentle Great Pyrenees on patrol, playful barn kitties, free-range chickens, adorable goat mamas and their babies, and shy ducks that seek refuge among the pines.

Top guest favourite
A renovated farmhouse is set on a spacious green lawn, featuring a large wrap-around porch with wooden pillars. Surrounding trees provide a serene backdrop. The structure includes a sloped roof and multiple stairs leading to the porch, inviting relaxation in a countryside setting.
Home in Blanchardville
4.95 out of 5 average rating, 208 reviews

Sawmill Creek Farm-Close to New Glarus, 5 bedrooms

A COUNTRY GEM ! Sawmill Creek Farm is our beautifully renovated 5 bedroom farmhouse that is nestled in the countryside of Blanchardville in Green County, Wisconsin. It's the perfect stay for your family and friends to make special memories and start traditions. Our farmhouse property is in a unique and lovely location for family gatherings, small wedding, reunions, retreat or celebration and just a great place to get away to rest and recharge. With many return guests to enjoy the tradition!

Guest favourite
A charming log cabin is nestled among vibrant flowers and greenery. The structure features a large front porch with wooden railings and steps leading to the entrance. Tall trees surround the cabin, offering a natural and serene setting.
Home in Argyle
4.88 out of 5 average rating, 319 reviews

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

Top guest favourite
A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.
Cabin in Avoca
5 out of 5 average rating, 238 reviews

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Top guest favourite
An inviting firepit area features two black Adirondack chairs positioned around a circular stone firepit. The A-frame cabin is seen in the background, softly illuminated by decorative lights, surrounded by trees at dusk.
Cabin in Elizabeth
4.98 out of 5 average rating, 131 reviews

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Top guest favourite
A cozy living space features a navy blue sectional sofa adorned with a colorful throw pillow. A round coffee table displays brightly colored books. Light fixtures are mounted on the wall, and a dark area rug contrasts with the wooden floor. Hallways lead to other areas.
Home in South Wayne
4.97 out of 5 average rating, 32 reviews

The Hideaway

Unwind in this calm, stylish hideaway! You’ll be close to Monroe and Cadiz Springs State Park. Within walking distance of The Vault Bar & Grill and near Hawk’s Mill Winery, enjoy a fully stocked kitchen, Wi-Fi, street or garage parking, easy access to the Cheese Country Trail just across the road, and plenty of room for your ATVs, UTVs, or snowmobiles. The space features 1 bedroom with an adjustable bed, plus an air mattress if needed. Enjoy a cozy, comfortable stay with everything you need.

Top guest favourite
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
4.98 out of 5 average rating, 334 reviews

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

Guest favourite
Flat in Monroe
5 out of 5 average rating, 17 reviews

The Fishbowl

Welcome to this cozy one bedroom, one- bath retreat just steps from downtown Monroe and the historical square. Perfect for couples, small families, or business travelers, this space blends comfort, style, and convenience. The living room includes a spacious sectional sofa, providing extra sleeping space for children or additional guest while still offering plenty room to relax. The main bedroom is complete with a king size bed, fireplace, large screen TV, and a dedicated workspace.

Guest favourite
A historic two-story house constructed with light-colored stone is showcased under a bright blue sky. The entryway features a wooden porch with seating, complemented by a neatly maintained grassy yard and surrounding trees.
Home in Darlington
4.95 out of 5 average rating, 107 reviews

Hamilton Goebel House

This house is a historic home that was built in 1833 on land owned by Jamison Hamilton, the founder of Darlington. It is not known if he actually lived in the house,but could be assumed. During your stay you will find bits of history and pictures that have been gathered along the way.It has all the comforts of home. A beautiful four bedroom home that has been completely renovated to reflect the old and new times. This home was on the list to be torn down by the city.

Top guest favourite
An open living area features a comfortable gray sectional sofa and a coffee table. A dining table for four is visible, accompanied by white chairs. Natural light fills the space through a window, while green plants and modern decor add a touch of freshness.
Guest house in New Glarus
4.98 out of 5 average rating, 308 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.

Superhost
The open concept living room features a comfortable gray couch, a wooden coffee table, and two light blue chairs. A world map adorns the wall, while large windows allow natural light to fill the space. The kitchen space is visible, equipped with modern appliances.
Flat in Argyle
4.93 out of 5 average rating, 85 reviews

Cozy Downtown Apartment

Our Cozy Downtown Apartment is located in the heart of the quaint Village of Argyle. The apartment boasts vaulted ceilings and an open concept living room and kitchen. Relax in the comfortable bedroom with black out shades and a queen bed. Walk out your front door to enjoy restaurants, bars, shopping, and more. Yellowstone state park is just a short drive away, offering beautiful hiking trails, fishing, and boating.

Popular amenities for Argyle holiday rentals