Riley Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Riley vacation rentals

Terrace/patio
King Suite | Free Breakfast. Pool and Hot Tub

Condo in Middleton

King Suite | Free Breakfast. Pool and Hot Tub
8.0 out of 10, Very Good, (5)
"Great place for a stay."
United States
Andy D.
$129 nightly
The price is $147
Jan 4 - Jan 5
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
Outdoor dining
Enjoy Nature with Full Comfort!

Apartment in Verona

Enjoy Nature with Full Comfort!
9.2 out of 10, Wonderful, (39)
"Clean room, nice host, good air conditioning, beautiful location."
United States
Michael S.
$121 nightly
The price is $128
Jan 8 - Jan 9
Total with taxes and fees
Enjoy Nature with Full Comfort!
Outdoor dining
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Apartment in New Glarus

Sugar River Suite - Your Sweet Escape in the Heart of it All!
10.0 out of 10, Exceptional, (20)
"Super clean & right in the middle of town. Great place for a girls getaway weekend!"
United States
Rachel I.
$163 nightly
The price is $180
Jan 4 - Jan 5
Total with taxes and fees
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Exterior
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Vacation Home in Mount Horeb

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, (20)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
$186 nightly
The price is $211
Jan 3 - Jan 4
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Lobby
Pool with Slide. Great for Business Travelers!

Apartment in Fitchburg

Pool with Slide. Great for Business Travelers!
$144 nightly
The price is $163
Jan 2 - Jan 3
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Interior
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Apartment in Middleton

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
$274 nightly
The price is $303
Jan 4 - Jan 5
Total with taxes and fees
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Private kitchen
Studio Queen in the heart of downtown.

Vacation Home in Downtown Madison

Studio Queen in the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
$193 nightly
The price is $223
Jan 4 - Jan 5
Total with taxes and fees
Studio Queen in the heart of downtown.
Lobby
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Condo in Fitchburg

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
$163 nightly
The price is $184
Jan 2 - Jan 3
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fridge, microwave, oven, stovetop
Doty ★ Walk to Everything -Hotel Quality- Downtown

Vacation Home in Downtown Madison

Doty ★ Walk to Everything -Hotel Quality- Downtown
9.8 out of 10, Exceptional, (37)
"The property itself was fantastic-clean and comfortable. The location was also very convenient in terms of access to downtown, the lake and so on. The neighborhood seemed to be a lot of college housing so there was some evening noise that quieted down by 10 or so. "
United States
Lily H.
$248 nightly
The price is $287
Jan 4 - Jan 5
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Vacation Home in Monona

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
9.8 out of 10, Exceptional, (47)
"We had a great time on our weekend trip to Madison. Location was super quick to get to downtown, house was clean, and we really enjoyed taking the canoe out on the lakes to explore."
United States
Molly S.
$438 nightly
The price is $497
Jan 4 - Jan 5
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Fridge, microwave, oven, stovetop
“Steps into Little Switzerland” Indoor Parking at The Belvedere.

Vacation Home in New Glarus

“Steps into Little Switzerland” Indoor Parking at The Belvedere.
10.0 out of 10, Exceptional, (7)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
United States
Brooke
$621 nightly
The price is $686
Jan 17 - Jan 18
Total with taxes and fees
“Steps into Little Switzerland” Indoor Parking at The Belvedere.
Private kitchen
One Bedroom Queen in the heart of downtown.

Vacation Home in Downtown Madison

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 "
United States
Alexandrines H.
$193 nightly
The price is $223
Jan 4 - Jan 5
Total with taxes and fees
One Bedroom Queen in the heart of downtown.
Outdoor dining
One Bedroom King with views of the heart of downtown.

Vacation Home in Downtown Madison

One Bedroom King with views of the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
United States
Vikki T.
$205 nightly
The price is $237
Jan 4 - Jan 5
Total with taxes and fees
One Bedroom King with views of the heart of downtown.
WiFi
Studio Queen in the heart of downtown.

Vacation Home in Downtown Madison

Studio Queen in the heart of downtown.
2.0 star property
$180 nightly
The price is $208
Jan 4 - Jan 5
Total with taxes and fees
Studio Queen in the heart of downtown.
Private kitchen
One Bedroom King with Office with views of Lake Monona in the heart of downtown.

Vacation Home in Downtown Madison

One Bedroom King with Office with views of Lake Monona in the heart of downtown.
2.0 star property
10.0 out of 10, Exceptional, (2)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
United States
Maggie C.
$236 nightly
The price is $273
Jan 4 - Jan 5
Total with taxes and fees
One Bedroom King with Office with views of Lake Monona in the heart of downtown.
1 bedroom
One Bedroom King with views of Lake Monona in the heart of downtown.

Vacation Home in Downtown Madison

One Bedroom King with views of Lake Monona in the heart of downtown.
2.0 star property
$213 nightly
The price is $246
Jan 4 - Jan 5
Total with taxes and fees
One Bedroom King with views of Lake Monona in the heart of 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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Top Riley Hotel Reviews

Best Western East Towne Suites

Best Western East Towne Suites

10/10 Excellent
"The room was very clean, breakfast was good, the staff was very friendly!"
Nicole 2-night trip
Posted 1 day ago
Best Western East Towne Suites

Find out more about Riley

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

Riley vacation 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 low season months. For more hustle and bustle, you may prefer to visit Riley 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 $163 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 Riley rentals

At Expedia, we put the best Riley 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 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 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 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Riley?

Yes, we give you a choice of vacation rentals close to popular points of interest in Riley, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Riley?

ONE OF A KIND vacation rental with a view: Visitors like this Riley vacation home rental. It offers a fireplace, a furnished patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Riley?

Explore the area and family-friendly sights such as Verona Ice Arena, or get out into nature at a spot like Cave of The Mounds National Natural Landmark. In the larger area, you’ll find Reddan Soccer Park and Mt. Horeb Area Museum.

What are vacation rentals like in Riley?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Riley. Vacation rentals feature amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for small groups.