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Ridgeway Holiday Rentals

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Holiday Rentals in Ridgeway

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

10.0 out of 10, Exceptional, (362)
"Great host, super clean, beautiful!"
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

10.0 out of 10, Exceptional, (488)
"Comfortable home in the woods. Quiet, peaceful- only the birds and up close to nature.Best place for a getaway to unwind and relax."
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (64)
"A great place for a reunion of friends. Beautiful location with nearby trails. Host was excellent!!"
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (94)
"What a wonderful place to stay. So much better than a hotel."
The price is NZ$304
includes taxes & fees
5 Oct - 6 Oct
Serenity Cottage at Mineral Point

Elegant country retreat near Spring Green w expansive views of Driftless Region

10.0 out of 10, Exceptional, (62)
"This house was lovely and very conveniently located to visit local attractions. "
Elegant country retreat near Spring Green w expansive views of Driftless Region

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

9.6 out of 10, Exceptional, (5)
"Lots of beds and endless amenities to keep our large group busy and having fun all weekend. Would definitely stay here again. "
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

Enjoy Nature with Full Comfort!

9.2 out of 10, Wonderful, (32)
"Best water pressure in a shower I've ever had"
The price is NZ$219
includes taxes & fees
12 Oct - 13 Oct
Enjoy Nature with Full Comfort!

Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

10.0 out of 10, Exceptional, (21)
"Barn was beautiful, clean & fun amenities."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

A Comfy Cozy Cottage on Clowney

9.6 out of 10, Exceptional, (112)
"Comfortable, easy stay for a weekend. "
The price is NZ$359
includes taxes & fees
7 Oct - 8 Oct
A Comfy Cozy Cottage on Clowney

Luxury Retreat in Prime Downtown Spring Green Location

10.0 out of 10, Exceptional, (54)
"My fiance and I had a wonderful short stay here. Such a cute and very clean apartment. The owners had a binder full of useful information and recommendations for local food and site seeing. Definitely recommend!"
Luxury Retreat in Prime Downtown Spring Green Location

150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

9.6 out of 10, Exceptional, (88)
"Lovely old farm house with lots of character in the beautiful Driftless area."
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

Brigham View

10.0 out of 10, Exceptional, (10)
"Group of friends stayed for the weekend. Awesome house, beautiful views. Beds were very comfy!"
Brigham View

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (55)
"Our second visit, and we enjoyed it just as much! The property is outstanding, and the host is great - we will be back. Very highly recommended."
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

10.0 out of 10, Exceptional, (39)
"We enjoyed fishing and the kayaks!"
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

Downtown's Best View at Howdle's Retreat

10.0 out of 10, Exceptional, (7)
"Excellent location. I’m very happy with the cleanliness of the property. The decoration is fantastic. Definitely will stay here again if I I come back to this little cute town "
Downtown's Best View at Howdle's Retreat

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (122)
"Wonderful stay! Absolutely lovely property. We plan to come back in 2026!"
Unique! A renovated old railroad depot turned into a cozy cottage.

Suite in the heart of the center of spring green

9.8 out of 10, Exceptional, (92)
"Very nice and cozy, we will be renting again if available."
The price is NZ$220
includes taxes & fees
5 Oct - 6 Oct
Suite in the heart of the center of spring green

Legacy Guest House , Mount Horeb WI

10.0 out of 10, Exceptional, (64)
"This place worked great for my family to stay close to a wedding venue just outside of town."
Legacy Guest House , Mount Horeb WI

NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville

10.0 out of 10, Exceptional, (3)
"The location was handy and the property was exceptional. Beds were comfortable and the living room is a great space to gather for games, movies or relax with a book. The kitchen had everything we needed and there is ample dining space for larger groups, inside or on the deck. We made use of the fire pit and very clean grill and watched the fireflies at night. It’s very quiet, private and clean. Towels and linens provided were high quality. The host was very thoughtful and communicative. Our...
NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville

Luxurious Country Retreat

10.0 out of 10, Exceptional, (13)
"Amazing house both inside and outside. Would definitely stay here again. "
Luxurious Country Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ridgeway Hotel Reviews

Find out more about Ridgeway

Find out more about Ridgeway

Everything you need to know about Ridgeway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ridgeway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ridgeway holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ridgeway holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ridgeway. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ridgeway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ridgeway holiday rentals we have selected for you start as low as NZ$220 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ridgeway rentals

At Expedia, we put the best Ridgeway holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ridgeway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ridgeway holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ridgeway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Ridgeway?

Yes, there are holiday rentals close to the most popular sights in Ridgeway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ridgeway has to offer?

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.: This holiday home rental outside of Ridgeway is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

What can I see and do in Ridgeway?

Explore the area and family-friendly sights such as Spring Green General Store, or get out into nature at a spot like Twin Valley Beach. Folklore Village and Cox Hollow Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Ridgeway?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ridgeway. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for small groups.