Vacation rentals in Paoli

4.98 out of 5 average rating, 419 reviews

Loft in Belleville

Mill House Retreat

The Mill House Retreat is a 2 story loft set in a park like setting next to the Sugar River. Built in 1864, this stone grist mill has soaring 15ft ceilings, original fittings and luxurious finishes. You will be greeted by chesterfield sofas, a large bar, a copper tub and comfortable beds. Just minutes to bike trails, live music, restaurants, and bars. Guests are welcome to have local friends over to enjoy the setting and reminisce. Madison, New Glarus and Epic are just minutes away.

4.9 out of 5 average rating, 106 reviews

Home in Fitchburg

Comfortable Madison Area Retreat In The Trees

Fully updated tri-level duplex centrally located in Fitchburg. Nestled in a quiet residential neighborhood backing up to a small patch of woods for privacy. Feel away from it all with the sights and sounds of nature yet close to all the modern conveniences. Enjoy separated living spaces, a fully equipped kitchen (per WI health code, edable cooking supplies, are not allowed–we do provide untamperable salt and pepper), 3 bedrooms, 2 full bathrooms, fully stocked laundry room and attached garage!

Guesthouse in Mount Horeb

4.96 out of 5 average rating, 603 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.

4.98 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, 751 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.

5 out of 5 average rating, 402 reviews

Apartment in New Glarus

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.

5 out of 5 average rating, 10 reviews

Apartment in Verona

Verona | Epic | IMWI Training | Bike | Travel RN

Welcome to "Hometown USA!" This quiet one bed/one bath apartment can be your peaceful escape after a long day of work or day of exploring the beautiful area. Located 0.5 miles from downtown Verona, you are a quick drive or short walk to the grocery store, coffee shop, or brewery. Picturesque Paoli is only six minutes away by car, Epic is 5 minutes, and UW Health is 20 minutes. Cyclists will enjoy the Military Ridge State Trail and Iron Man route right outside!

Guest suite in New Glarus

4.98 out of 5 average rating, 241 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.

4.96 out of 5 average rating, 147 reviews

Apartment in New Glarus

Cozy Upper Flat in New Glarus

Welcome to my upper flat (private staircase to 2nd story) one block from Downtown New Glarus where you will find charming shops, tasty eats & activities! This unit can accommodate 4 people. There is a king sized bed & queen pull-out couch. Kitchen is fully stocked with a refrigerator, range/oven, toaster & coffee maker. Complete with cozy eat-in area! Living room has wall of windows & smart TV. W/D are included.

4.95 out of 5 average rating, 81 reviews

Apartment in Oregon

Steps to local coffee | 14 mi from Madison

Welcome to historic downtown Oregon! Step into the past while enjoying modern comfort in this beautiful space, which once housed our 1st library! Just steps away from locally owned coffee and gift shops, a wine reserve, and restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!

4.96 out of 5 average rating, 127 reviews

Apartment in McFarland

#302 Private Apartment in Historic McFarland House

This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1856 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

4.94 out of 5 average rating, 368 reviews

Guest suite in Madison

Far Westside Home Away From Home

Your own 820 square foot space with full bathroom. Located 6.2 miles from the UW Madison. Inside, you will find a bedroom with a queen bed, a queen size comfortable hide-a-bed sofa, a 42" HDTV, a kitchenette w/a dining room table, a mini-fridge, an elliptical, and a library. To see a video of the space go to YouTube and search on “v=hDgEasBTxoA” (cut and paste recommended). ZTRHP1-2020-00044

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Other great vacation rentals in Paoli

4.92 out of 5 average rating, 283 reviews

1 sunny Yellow BR and lounge in Artist’s home!

WilliamRating, 5 stars1 week ago

I had a great stay! The house was clean and the hosts were very welcoming. The lounge space and coffee + tea were great touches. There were a lot of great paths and parks nearby and the hosts even had bikes to borrow. Couldn’t recommend enough!

4.97 out of 5 average rating, 490 reviews

Spacious private level with garden view and more.

BeverlyRating, 5 stars5 days ago

Outstanding Airbnb. The room was spacious, fridge was stocked with bottled water and soda. Nice little kitchenette area. Cozy wonderful sitting area near the fire place looking out at gorgeous serene gardens. We spent hours on the patio! Bed was super comfy and quality linens were appreciated. Clean bathroom with toiletries and thick large towels. Loved all the art work, stained glass and collection of books. Guest book with recommendations was very thorough. Looking forward to returning next summer! Greg and Fred were great hosts!!

Private room in Monticello

4.98 out of 5 average rating, 84 reviews

Waking up with Sun rise and the bird calls

JuliaRating, 5 stars3 weeks ago

Schuhchen was the best host ever. Very friendly and sociable. She offered me dinner when she cooked and was very helpful with giving recommendations in the area. I really enjoyed my talks with her and her positive energy.

4.97 out of 5 average rating, 330 reviews

Private room in Regent

Mornings with Meg in Madison ZTRHP1-2020-00006

JasmineRating, 5 stars3 days ago

Meg was a very knowledgeable hostess - gave us detial information on places to go and things to do with young kids, shared great details of the history of the area. She was wonderful with kids. She let us use the kitchen to cook meals - which was very helpful to us. She was very kind to do some of our laundry. We would definitely stay here again!

4.98 out of 5 average rating, 313 reviews

private, sunny lower level

LisaRating, 5 stars3 days ago

Jason is a welcoming and gracious host. He made us feel very much at home and was always responsive. The basement apartment worked great! Jason clearly put a lot of thought into designing a cozy place. There’s plenty of space and plenty of natural light. We also appreciated both having a kitchenette and access to the main kitchen. The location made it easy to get to the places we came to Madison to see, and it was also close to plenty of restaurants and other amenities. We would definitely stay here again!

4.96 out of 5 average rating, 249 reviews

Private Ensuite with Queen Size Bed

NataliaRating, 5 stars1 week ago

Tara and Mike were great and even let me check in late due to travel delays. The space was very clean and the backyard deck was glorious! Great location, very cute cats and friendly hosts.

4.93 out of 5 average rating, 40 reviews

Private room in Verona

Main Street Digs!

MarissaRating, 5 stars2 weeks ago

Jennifer’s place is a great place to stay. The basement is quiet and peaceful and the bed was very comfortable. It was just what I needed after a long day at a wedding. Jennifer is very friendly and accommodating and I wish I had gotten to chat with her more. I would definitely recommend staying here!