Holiday houses in Prairie du Sac

4.98 out of 5 average rating, 112 reviews

Dome in Wisconsin Dells

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

4.95 out of 5 average rating, 110 reviews

Home in Baraboo

Cottage Near Devil's Lake

Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

Guest suite in Sun Prairie

4.88 out of 5 average rating, 336 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.

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.

4.91 out of 5 average rating, 163 reviews

Bungalow in Baraboo

Close to Wisconsin Dells freshly renovated home!

Beautiful bungalow located 15 minutes away from Lake Delton and all Wisconsin Dells attractions. And 4 minutes from gorgeous Devils Lake park. 15 minutes from all 3 different winter activities. Place has a beautiful sunroom, where you can enjoy a quiet neighborhood and read a book on the swing chair. House comes with a full kitchen, air fryer, coffee maker etc. Wi-Fi and electric fireplace. Fire pit with comfy chairs. We have variety of board games. House could accommodate up to 9 people.

4.98 out of 5 average rating, 191 reviews

Guest suite in Middleton

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.

4.98 out of 5 average rating, 754 reviews

Tiny home in Darlington

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.

4.91 out of 5 average rating, 247 reviews

Guesthouse in Poynette

Simple Cabin*Lake View rustic cabin in rural WI

The Simple Cabin on Lake Wisconsin is a simple and clean space. It would be ideal for an individual or couple who are enjoying the beautiful outdoors by day, and would like a bed by night. It is 350 sq ft for the entire cabin consisting of bedroom, small full bathroom, and living area. You will enjoy 180 degrees of across-the-water views. It's a great hub for hiking with the following all within 15 - 35 minutes: Devil's Lake, Parfrey's Glen, Gibralter Rock (ice age tr) & Mirror Lake.

4.95 out of 5 average rating, 102 reviews

Earthen home in Ontario

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.

4.91 out of 5 average rating, 185 reviews

Cabin in Merrimac

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

4.98 out of 5 average rating, 338 reviews

Cabin in Baraboo

Private Baraboo Bluffs Cabin with Peacocks!

This is a beautiful getaway surrounded by nature. It’s on 180 acres with walking trails. The vibe is unbeatable. You will find your peace. Hike! Relax in nature! Way up in the Baraboo bluffs and right by some of Wisconsin's favorite attractions. Minutes away from Devil’s Lake, ski hills and great hiking. Relax by the fire surrounded by nature. Nature therapy! Forest, wildflowers, and peacocks right out your window. Dogs allowed with prior approval but no other pets

4.97 out of 5 average rating, 175 reviews

Cabin in Lone Rock

✧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!

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Other great holiday rentals in Prairie du Sac

4.98 out of 5 average rating, 99 reviews

Home in Merrimac

Real Christmas Tree Farm! Devil's Lake nearby

AlecRating, 5 stars5 days ago

this was an amazing stay and the house and property was absolutely gorgeous. would definitely come back!

5 out of 5 average rating, 43 reviews

Home in Merrimac

Summer is in full swing!

DerekRating, 5 stars5 days ago

Kelly was a fantastic host! We had an amazing stay and a wonderful time! Everything was perfect!

4.82 out of 5 average rating, 45 reviews

Cottage in Baraboo

Peaceful, cozy cottage overlooking Prentice creek

SusanRating, 5 stars5 days ago

The property is quite close to the retreat. Since it's on public grounds , don't be surprised to see people on the front porch. The fire pit is shared but there is a beautiful spot for a hammock by the creek. it was such a lovely spot day and night. we loved the cottage and all our needs were met. the woodwork is lovely with many original fixtures. we got zero data service except by the chapel up the hill which suited us just fine. we'd love to come back in the fall.

5 out of 5 average rating, 62 reviews

Cottage in Portage

New Modern Cabin on 2 Acres with Water Views

MattRating, 5 stars3 weeks ago

My family and I absolutely loved this place! It’s exactly like the photos and quite honestly we were blown away with how nice it was. The owners were very responsive and the kids had an absolute blast hanging out in the cabin and the games in the garage were a hit! My wife and I cannot wait to return again very soon! This was by far and away our best vacation experience our family has had yet. 10 out of 10 and this place is most definitely a home run in our book!

5 out of 5 average rating, 3 reviews

Home in Baraboo

Traveling RN's! 5 blocks from St Clare Hospital!

MatthewRating, 5 stars5 months ago

For me this place has been great. The host went above and beyond. While it isn’t surrounded by activities, everything is within a mile so mostly walkable. But since it’s winter I mostly drive. Parking insights great. The home is charming and I’ll be staying longer because I enjoyed it so much.

4.89 out of 5 average rating, 27 reviews

Home in Sauk City

Cozy Rural Retreat

AngelaRating, 5 stars1 week ago

This was the best house I have ever rented. This property has set the bar to a new level! This host undoubtably cares and takes incredible pride in their home. The house was absolutely immaculate. The space was just as crisp, clean, bright, and welcoming as the photos, which i feel like never happens. All of the details were incredible from the quality linens, the local stoneware mugs, the comprehensive binder of things to do in the area, the basket of children's books in a cozy book, to the handwritten warm welcome note for our family. It couldn't have been any better!

4.98 out of 5 average rating, 56 reviews

Home in Dodgeville

Two Private Floors in Secluded Home

SebastianRating, 5 stars2 weeks ago

An incredibly caring host, ready to go above and beyond to meet your every need! This peaceful getaway is perfect for any occasion, and Brian made my stay absolutely unforgettable. Get ready to be amazed by the stunning sights and charming architecture of this cozy gem!