Vacation rentals in Ridgeway

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Top-rated vacation rentals in Ridgeway

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Guest favorite

A wooden ramp leads to the upper deck of a nearby home, surrounded by lush green grass and colorful flower arrangements. A curved stone pathway continues along the landscaped yard, with trees providing natural shade in the background.

Guest suite in Spring Green

4.91 out of 5 average rating, 148 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Guest favorite

A foosball table is positioned prominently in the foreground, featuring colorful player figures. Behind it, an arcade game cabinet stands, showcasing a vibrant graphic display. A warm wood wall adds texture to the space, contributing to the entertainment area.

Guest suite in Spring Green

4.8 out of 5 average rating, 165 reviews

River Valley Retreat

Enjoy your stay in the Spring Green Area! This private apartment in the lower level of our home is located on the edge of town - close to everything you're here to see! This space provides a home-like feel while you tour the area. Offering a one bedroom (queen bed) with the ability to sleep up to 4 more people (2 on sectional sofa and 2 on air mattress), plus a loaded kitchenette (no stove), dining area, bathroom, extra space for gaming (includes a free arcade and foosball) and private patio.

Superhost

Home in Argyle

4.89 out of 5 average rating, 256 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 favorite

The exterior of a rustic studio is illuminated at night, showcasing wooden siding and a green metal roof. Soft warm light glows from several windows, while a kayak is mounted on the wall. Lush greenery surrounds the entrance, creating a serene outdoor space.

Guesthouse in Mount Horeb

4.96 out of 5 average rating, 606 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.

Top guest favorite

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

4.99 out of 5 average rating, 195 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 favorite

A secluded outdoor seating area is framed by natural stone walls and lush greenery. A small round table is surrounded by two black wrought iron chairs, creating a quiet spot for relaxation amidst the tranquil landscape.

Guesthouse in Mineral Point

4.95 out of 5 average rating, 266 reviews

Lumber Yard Cottage, a cozy retreat

The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

Top guest favorite

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, 295 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

Superhost

A spacious deck area is equipped with a table and four chairs, set under an umbrella. The surrounding wooden railing provides safety and a defined boundary. Nearby, a grassy space complements the outdoor seating arrangement.

Home in Dodgeville

4.88 out of 5 average rating, 119 reviews

The Young Cottage

You will have this entire cozy, Pet Free 2 bedroom home for up to 4 guests with 2 queen beds. A fully equipped kitchen & outside grill allows you to fix your own meals. Use the home and comfortable Deck as a base to simply relax in the quiet neighborhood or take a short walk to downtown or short drive to enjoy the beauty of Gov Dodge State Park, House on the Rock & Driftless Area. There is a desk with high speed WiFi for you working needs. Winter and long term discounts now available.

Top guest favorite

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

4.98 out of 5 average rating, 754 reviews

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.

Top guest favorite

The entrance to the winery is framed by flowers and lush greenery, featuring a welcoming door beneath a decorative awning. Nearby, a seating area with metal chairs and a table invites relaxation, while the large windows allow natural light to illuminate the space.

Farm stay in Mount Horeb

4.97 out of 5 average rating, 118 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.

Top guest favorite

An inviting interior showcases a blend of natural materials. A red seating area is complemented by a wooden dining table and chairs. Soft lighting filters through two windows, creating a warm ambiance. A wood stove anchors the space, enhancing the cabin's rustic charm.

Earthen home in Ontario

4.95 out of 5 average rating, 102 reviews

Straw Clay Cabin on a Sustainable Farm

This Earthen house is made of sand, straw and clay. Nestled in a valley it is a peaceful and unique getaway. The cabin has four comfortable single beds and electricity, a wood stove for winter. Outside a fire pit and grill. A hand washing sink inside; and port-o-let toilet outside. You may be able to drive in (weather/road condition depending). It is a short walk to our Bakery (Sat. 9 am until 2 pm) Please arrive before dark. We are LGBTQ owned and operated. BIPOC welcome.

Top guest favorite

The log A-frame cabin is nestled among tall pine trees, with a gravel path leading to the entrance. A welcoming porch features chairs and vibrant greenery surrounds the property, creating a serene and natural atmosphere.

Cabin in Lone Rock

4.97 out of 5 average rating, 175 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!