Paoli Vacation Rentals

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Oct 17 - Oct 19
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In three months
Dec 26 - Dec 28

Vacation Rentals in Paoli

The Dylin by Mint House
Interior entrance

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (96)
"Great stay at the Dylin"
$140 nightly
The price is $162
Nov 2 - Nov 3
Total with taxes and fees
The Dylin by Mint House
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Smart TV, fireplace, video games, DVD player

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.
Pool with Slide. Great for Business Travelers!
Lobby

Pool with Slide. Great for Business Travelers!

$169 nightly
The price is $191
Oct 5 - Oct 6
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Smart TV, fireplace, video games, DVD player

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
Doty ★ Walk to Everything -Hotel Quality- Downtown
Fridge, microwave, oven, stovetop

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (34)
"Had a great stay!"
$485 nightly
The price is $561
Oct 5 - Oct 6
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
ONE OF A KIND vacation rental with a view
Exterior

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (142)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior

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

9.8 out of 10, Exceptional, (43)
"Such a nice house! Great location and excellent amenities!"
$449 nightly
The price is $510
Oct 7 - Oct 8
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Conveniently Located just off University Avenue on Madison's West Side
Smart TV, fireplace, DVD player, books

Conveniently Located just off University Avenue on Madison's West Side

10.0 out of 10, Exceptional, (128)
"We had a group of 5 and this worked out great. Beds were decently comfy. Utilized the fire pit which was a bonus."
Conveniently Located just off University Avenue on Madison's West Side
Contemporary home in quiet neighborhood with pool & great back yard close to all
Outdoor pool, a heated pool

Contemporary home in quiet neighborhood with pool & great back yard close to all

9.6 out of 10, Exceptional, (9)
"Everything was just as advertised. The backyard & stay was very enjoyable. Thank you for a lovely stay, Sheila!"
Contemporary home in quiet neighborhood with pool & great back yard close to all
Enjoy Nature with Full Comfort!
Outdoor dining

Enjoy Nature with Full Comfort!

9.2 out of 10, Wonderful, (32)
"Best water pressure in a shower I've ever had"
$121 nightly
The price is $128
Oct 6 - Oct 7
Total with taxes and fees
Enjoy Nature with Full Comfort!
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Exterior

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (154)
"Great location to roam around the southern area of Wisconsin"
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Spacious 3BR | 2 Living Rooms | UW Area
Fridge, microwave, oven, stovetop

Spacious 3BR | 2 Living Rooms | UW Area

10.0 out of 10, Exceptional, (13)
"Visited Madison for the first time and found this amazing house that had everything we needed to make our stay memorable "
$672 nightly
The price is $756
Oct 5 - Oct 6
Total with taxes and fees
Spacious 3BR | 2 Living Rooms | UW Area
Paoli Den - Renovated Flat!
Fridge, microwave, oven, stovetop

Paoli Den - Renovated Flat!

9.8 out of 10, Exceptional, (26)
"Prefect"
Paoli Den - Renovated Flat!
Luxurious Country Retreat
Fridge, microwave, oven, stovetop

Luxurious Country Retreat

10.0 out of 10, Exceptional, (13)
"Amazing house both inside and outside. Would definitely stay here again. "
Luxurious Country Retreat
One Bedroom Queen in the heart of downtown.
Private kitchen

One Bedroom Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
$238 nightly
The price is $275
Oct 27 - Oct 28
Total with taxes and fees
One Bedroom Queen in the heart of downtown.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Outdoor spa tub

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

10.0 out of 10, Exceptional, (117)
"This property is perfect for a weekend in Madison. It was clean, easy-going, and fun. 11/10! "
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
TV, DVD player, books, video library

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
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
Exterior

Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.

10.0 out of 10, Exceptional, (12)
"This was the perfect place to stay for a family visiting Madison. Quiet, walkable to a super cute ice cream and coffee shop, and an easy drive to Madison!!"
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

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

10.0 out of 10, Exceptional, (15)
"We had a nice time here. Easy to get in and out. Very accommodating and clean! Pretty cool place to stay in! "
$168 nightly
The price is $186
Oct 6 - Oct 7
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Madison & ~UW~-Madison Area Lakefront Home
Fridge, microwave, oven, stovetop

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (196)
"What a lovely home with great design. We enjoyed 3 days of fishing, exploring Madison and relaxing on the back deck. Fantastic accommodations all around and especially amazing for my 2 year old who was spoiled with her own room, pack n play and loved running around the backyard. "
Madison & ~UW~-Madison Area Lakefront Home
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 Paoli Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Wonderful staff, clean and a convenient location"
Kathy 2-night trip
Posted 2 days ago
The Madison Concourse Hotel and Governor's Club

Find out more about Paoli

Find out more about Paoli

Everything you need to know about Paoli vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Paoli vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Paoli vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Paoli vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Paoli rentals

At Expedia, we put the best Paoli vacation 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 Paoli 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 Paoli vacation.

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Paoli?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Paoli, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Paoli?

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.: This vacation home rental near Paoli is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a private yard and a selection of games.

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. Reddan Soccer Park and University Ridge Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Paoli like?

Vacation rentals are private properties you can book for several days or longer in Paoli. Vacation rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.