Riley Holiday Rentals

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Holiday Rentals in Riley

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (88)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House

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

Pool with Slide. Great for Business Travelers!

The price is AU$283
includes taxes & fees
11 Sept - 12 Sept
Pool with Slide. Great for Business Travelers!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"We had a wonderful time in Madison. We were close to everything so we could walk. "
The price is AU$859
includes taxes & fees
11 Sept - 12 Sept
Doty ★ Walk to Everything -Hotel Quality- Downtown

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

9.8 out of 10, Exceptional, (42)
"Such a nice house! Great location and excellent amenities!"
The price is AU$763
includes taxes & fees
11 Sept - 12 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Paoli Den - Renovated Flat!

9.8 out of 10, Exceptional, (25)
"Staying here at Paoli Den was enjoyable. The hosts were very attentive to my needs and always quick to respond to any questions or comments I had. The full kitchen was really nice and well equipped. The welcoming snacks were a nice touch."
Paoli Den - Renovated Flat!

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (142)
"Awesome stay with Son and Grandsons. Great place to stay."
ONE OF A KIND vacation rental with a view

Enjoy Nature with Full Comfort!

9.4 out of 10, Exceptional, (30)
"Great location, beautiful, clean, and friendly host"
The price is AU$197
includes taxes & fees
15 Sept - 16 Sept
Enjoy Nature with Full Comfort!

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

9.6 out of 10, Exceptional, (64)
"The place was perfect. We can’t wait to return. Thank you for a seamless check in and check out. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

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

10.0 out of 10, Exceptional, (15)
"My girlfriend and I stayed at this property and we are so grateful we found it. At first we didn’t know if we were going to find anywhere available due to all the hotels/motels being booked in the surrounding area of Madison. This place had a great rate and looked really cute so we chose to book it, and I am so glad we did. Pam was really quick on communicating back to us, the check in process was seamless and the space is decorated in such a unique style. They even had some candy and other...
The price is AU$285
includes taxes & fees
28 Sept - 29 Sept
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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

9.6 out of 10, Exceptional, (8)
"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

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

9.6 out of 10, Exceptional, (5)
"Perfect spot for a family getaway"
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (195)
"The cottage is a great location, hiking trail, restaurants and pubs in walking distance, and short drive to Madison. It is well-furnished, comfortable and is located on the water with great views. My friends and I would highly recommend this property."
Madison & ~UW~-Madison Area Lakefront Home

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 "
The price is AU$444
includes taxes & fees
25 Sept - 26 Sept
One Bedroom Queen in the heart of downtown.

On the Yahara River, access to Madison Lakes

10.0 out of 10, Exceptional, (42)
"Beautiful home in a great setting. Really enjoyed our stay. "
On the Yahara River, access to Madison Lakes

Winter Special w/Indoor Parking in Unique New Glarus, see details below.

10.0 out of 10, Exceptional, (3)
"Enjoyed the accommodations. Loved the location. Beds were comfortable We would highly recommend "
The price is AU$904
includes taxes & fees
11 Sept - 12 Sept
Winter Special w/Indoor Parking in Unique New Glarus, see details below.

Luxurious Country Retreat

10.0 out of 10, Exceptional, (13)
"Amazing house both inside and outside. Would definitely stay here again. "
Luxurious Country Retreat

Beautifully updated home close to downtown New Glarus

10.0 out of 10, Exceptional, (59)
"Nice home, good neighborhood. Host easy to reach and very helpful."
Beautifully updated home close to downtown New Glarus

Spacious 3BR | 2 Living Rooms | UW Area

10.0 out of 10, Exceptional, (12)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
The price is AU$1,169
includes taxes & fees
15 Sept - 16 Sept
Spacious 3BR | 2 Living Rooms | UW Area

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

10.0 out of 10, Exceptional, (117)
"We thoroughly enjoyed everything about this stay! The outdoor hot tub was the icing on the cake."
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
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 Riley Hotel Reviews

Find out more about Riley

Find out more about Riley

Everything you need to know about Riley 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 Riley 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 Riley holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Riley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Riley. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Riley 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 Riley holiday rentals we have selected for you start as low as AU$197 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Riley rentals

At Expedia, we put the best Riley 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 Riley 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 Riley 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 Riley. 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

Are there holiday rentals in Riley?

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

Paoli Den - Newly Remodeled!: This holiday home rental outside of Riley offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Riley?

Explore the area and family-friendly sights such as Henry Vilas Zoo, or get out into nature at a spot like Cave of The Mounds National Natural Landmark. In the wider area, you’ll find University Ridge Golf Course and Reddan Soccer Park.

What are holiday rentals like in Riley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Riley. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a small group gathering.