Holiday houses in Ridgeway

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Top-rated holiday rentals in Ridgeway

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Top Guest favourite
The bedroom features a queen size bed adorned with a patterned blanket and several decorative pillows. A bedside lamp sits on a nightstand, providing soft lighting. A dresser is visible, complementing the warm tones of the room.
Apartment in Dodgeville
4.97 out of 5 average rating, 117 reviews

Private, and everything you need to feel at home.

Welcome, with this unique key-less entry, you have privacy. Walk into the fully loaded kitchen and living room. The living room has a desk to work at or watch TV. The bathroom has a walk in shower; use the fan or heat lamp. The Bedroom has a queen size bed, a dresser, night stand with lamp. Along with a spacious closet, it includes a washer and dryer. Feel free to do your laundry and hang your items up. Working, relaxing, and living. Our space have all the essentials you need 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, 637 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 living room features a gas fireplace set into a neutral wall, complemented by two armchairs and a green couch. Natural light streams through large windows, showcasing a reading nook with a bench. Shelves display decorative items and a smart TV is mounted above the fireplace.
Loft in Monroe
4.99 out of 5 average rating, 206 reviews

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.

Top Guest favourite
A charming cottage is framed by lush greenery, with a stone pathway leading to the welcoming front porch. The exterior features light yellow siding and white trim, complemented by a vibrant blue door. Surrounding foliage adds to the secluded atmosphere.
Guesthouse in Mineral Point
4.94 out of 5 average rating, 300 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 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, 304 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

Top Guest favourite
The exterior of the home is showcased from a street view, featuring a light-colored facade with a stone foundation. A pathway leads to a deck with a railing, complemented by a small patio umbrella. Surrounding greenery provides a tranquil environment.
Home in Dodgeville
4.89 out of 5 average rating, 129 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 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, 228 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 living area features a comfortable seating arrangement, complemented by a stylish coffee table. A large wall-mounted television provides entertainment options. The open layout leads to a contemporary kitchen with dark cabinetry and stainless steel appliances, illuminated by natural light from nearby windows.
Apartment in New Glarus
5 out of 5 average rating, 425 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.

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, 134 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.

Guest favourite
Cottage in Mineral Point
4.82 out of 5 average rating, 262 reviews

Cottage on Clowney

Escape to a Charming 1849 Historic Cottage in the Heart of Mineral Point!! The cottage nestled just 2 blocks from Mineral Point's vibrant downtown. This cozy retreat offers the perfect blend of historic charm and modern comfort. Featuring 2 Bedrooms, Fully Stocked Kitchen, Off Street Parking, and Private backyard! Immerse yourself in the tranquility of this unique historic cottage. Unwind, relax, explore nearby art galleries and shops, and experience the charm of Mineral Point.

Top Guest favourite
A two-story house is set on a spacious lawn, framed by trees exhibiting autumn colors. The exterior features a welcoming porch with white railings. A paved driveway leads to a garage, and a privacy fence encloses the backyard, contributing to a tranquil environment.
Home in Spring Green
4.96 out of 5 average rating, 141 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

Top Guest favourite
The cabin's exterior features a striking A-frame design, constructed from log wood. Freshly fallen snow blankets the steps and surrounding landscape, while snowflakes gently cascade from the sky. A welcoming red door and two red chairs on the porch invite relaxation amidst the tranquil winter setting.
Cabin in Lone Rock
4.97 out of 5 average rating, 201 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!

Popular amenities for Ridgeway holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Iowa County
  5. Ridgeway