Paoli Holiday Rentals

January 2025

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February 2025

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Holiday Rentals in Paoli

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (102)
"My husband and I stayed 2 nights here over Winter break and it was a complete dream. The place is pristine and has absolutely everything you need (chargers on the bedstand!?!). We felt completely at home and enjoyed the fire place and hot tub to warm us up. Took a nice walk to the local tavern and had the BEST cheeseburger. Owners are amazing and we got to meet their sweet pups (best part is, they understand not everyone loves dogs - and let you take the lead on that). Overall, would...
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is HK$1,985
HK$4,091 total
includes taxes & fees
15 Jan - 16 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (159)
"Cozy, clean and convenient!"
Amazing townhouse, amazing attractions, amazing city!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (184)
"The property was wonderfully located with a beautiful view. It was also exceptionally clean and very well renovated. There were a few nice local restaurants/bars which made the stay even nicer. The only item was when I was told that we parked in the wrong place I responded and indicated the home was wonderful. I never heard back - just kind of seemed weird. I like having a personable connection with the owner but didn't necesarily feel that way here. But still a wonderful stay!"
Madison & ~UW~-Madison Area Lakefront Home

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

8.0 out of 10, Very good, (7)
"Lovely property and spacious home with lots of good hangout areas. Fully stocked with anything u could need and nice decorations throughout"
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (145)
"We traveled with our teen sons and dog for skiing and a basketball game. The location was convenient for all our plans. We all had plenty of space in this comfortable and clean home. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Two bedroom suite with city views in the heart of downtown Madison

10.0 out of 10, Exceptional, (14)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is HK$2,172
HK$2,813 total
includes taxes & fees
20 Jan - 21 Jan
Two bedroom suite with city views in the heart of downtown Madison

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (30)
"Had a wonderful first trip to Madison for the entire week of Thanksgiving. The house was absolutely perfect. Clean, cute, warm, perfect location to everything downtown. Also had better quality amenities than a lot of rentals; nice towels, comfortable beds and bedding and great furniture, fully stocked kitchen utensils and things. Felt perfectly at home. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Enjoy Nature with Full Comfort!

9.6 out of 10, Exceptional, (24)
"The location was rural but very close to town. The room had a separate entrance and I felt very welcome even with my two dogs. It was a very cosy arrangement and there were a lot of thoughtful additions such as a clean bathrobe and (brand new) slippers. There was even an extra dog bed if I would have needed it. I really enjoyed my stay."
The price is HK$701
HK$1,068 total
includes taxes & fees
15 Jan - 16 Jan
Enjoy Nature with Full Comfort!

Social Distance in Our Gorgeous, Private Retreat in the Woods

9.4 out of 10, Exceptional, (55)
"We enjoyed the rustic setting. The cabin was great and still within 20 minutes of everywhere we were visiting."
Social Distance in Our Gorgeous, Private Retreat in the Woods

King Suite | Free Breakfast. Pool and Hot Tub

8.0 out of 10, Very good, (2)
"Great place for a stay."
The price is HK$895
HK$1,176 total
includes taxes & fees
17 Jan - 18 Jan
King Suite | Free Breakfast. Pool and Hot Tub

Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

9.6 out of 10, Exceptional, (14)
"The home was nice and had more space than described in the listing. We stayed in late November and were able to enjoy the 3-season living area. There were actually 3 bedrooms though it was listed as 2 with a shared bed/living area. Hosts were responsive and friendly. Provided extras like snacks and coffee. Not brand new, but suited our family's needs. "
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

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

10.0 out of 10, Exceptional, (39)
"This place is absolutely beautiful ! The property you stay on is an amazing farm. Trees everywhere, a pond, hills, cliffs. The home you rent is so homey, extremely clean,and these people have thought of everything to make it great for their guests. Tons of things to do during bad weather. The place is equiped with art supplies, games, movies - whatever you may like. The owner/property manager is the sweetest person ever, and always great to deal with. This has become our new favorite...
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path

10.0 out of 10, Exceptional, (31)
"Overall great"
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path

10min to Capitol + Prime Location + Pets Welcome

9.8 out of 10, Exceptional, (18)
"Everything went well at Tim's place. Easy to get to Capitol, UW campus, shopping. A few minor touches will make this place even better!"
10min to Capitol + Prime Location + Pets Welcome

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (55)
"Everything was wonderful! Super clean and super easy communications. Thanks for a wonderful weekend!"
Beautifully updated home close to downtown New Glarus

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (9)
"My friend and I have known each other since we were 17 years old. We're now senior citizens and meet up at least once a year. We had a delightful weekend!"
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (28)
"We loved our stay at this property. We visited in the winter so were unable to take advantage of all of the outdoor beauty but the hot tub overlooking the waterway was wonderful. We were in town to experience all that Madison has to offer including a Badger men’s basketball game. Easy access to state street and the Capitol area with short rides. House was clean and well set up with comfortable beds, great bathrooms, and shared areas for enjoying time together. We would definitely return! "
Lake Monona Waterfront + HOT TUB + Game Room

Legacy Guest House , Mount Horeb WI

10.0 out of 10, Exceptional, (53)
"This is a very cute place in a perfect location. We were blocks away from downtown with cute shops and restaurants. The kitchen was stocked with lots of spices and everything we needed to fix amazing meals. "
Legacy Guest House , Mount Horeb WI

Remodeled 3 bedroom home in Monona. Close to Downtown!

10.0 out of 10, Exceptional, (25)
"Perfect house to stay in while visiting family nearby. Everything comfortable and kitchen had everything we needed for our two little kids. Thank you!"
Remodeled 3 bedroom home in Monona. Close to Downtown!
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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Other types of properties in Paoli you may be interested in

The Madison Concourse Hotel and Governor's Club

3.5 star property
9.4 out of 10, Exceptional, (2244)
"Great stay "
The price is HK$1,082
HK$1,250 total
includes taxes & fees
19 Jan - 20 Jan
The Madison Concourse Hotel and Governor's Club

Best Western West Towne Suites

2.5 star property
8.6 out of 10, Excellent, (1115)
"Location was excellent "
The price is HK$529
HK$611 total
includes taxes & fees
27 Jan - 28 Jan
Best Western West Towne Suites

DoubleTree by Hilton Madison East

4.0 star property
9.4 out of 10, Exceptional, (830)
"quiet. great stay."
The price is HK$824
HK$951 total
includes taxes & fees
3 Feb - 4 Feb
DoubleTree by Hilton Madison East
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.

Frequently asked questions

Are there holiday rentals in Paoli?

Yes, there are holiday rentals close to the most popular sights in Paoli, 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 Paoli has to offer?

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access: This holiday home rental outside of Paoli is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Paoli?

While exploring the area, visit family-friendly sights like Henry Vilas Zoo, or get outside and enjoy nature at University of Wisconsin-Madison Arboretum. University Ridge Golf Course and West Towne Mall are a couple of places you'll find in the wider area.

What’s a holiday rental in Paoli like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Paoli. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.