Riley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Riley vacation rentals

Aparthotel in Tenney-Lapham

The Dylin
4.0 star property
9.4 out of 10, Exceptional, (123 reviews)
"Great stay at the Dylin"
United States
Lauri
The price is ¥16,533
¥19,097 total
includes taxes & fees
Jan 28 - Jan 29
The Dylin
9.8 out of 10, Exceptional, (37 reviews)
"Very convenient"
United States
Joe R.
The price is ¥26,258
¥44,772 total
includes taxes & fees
Feb 8 - Feb 9
Doty ★ Walk to Everything -Hotel Quality- Downtown
10.0 out of 10, Exceptional, (20 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is ¥17,516
¥27,959 total
includes taxes & fees
Jan 28 - Jan 29
Sugar River Suite - Your Sweet Escape in the Heart of it All!
10.0 out of 10, Exceptional, (2 reviews)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
United States
Maggie C.
The price is ¥32,263
¥42,436 total
includes taxes & fees
Feb 9 - Feb 10
One Bedroom King with Office with views of Lake Monona in the heart of downtown.
9.8 out of 10, Exceptional, (47 reviews)
"It was lovely to be by the lake and have the view from the living room along with gas fireplace. So relaxing even in the off season."
United States
Justine K.
The price is ¥36,845
¥76,859 total
includes taxes & fees
Feb 4 - Feb 5
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is ¥14,665
¥28,033 total
includes taxes & fees
Feb 8 - Feb 9
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
9.2 out of 10, Wonderful, (39 reviews)
"Clean very friendly nice spot"
Canada
Oliver H.
The price is ¥12,504
¥19,707 total
includes taxes & fees
Feb 5 - Feb 6
Enjoy Nature with Full Comfort!
8.0 out of 10, Very Good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is ¥15,900
¥21,721 total
includes taxes & fees
Feb 9 - Feb 10
King Suite | Free Breakfast. Pool and Hot Tub
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is ¥22,090
¥46,758 total
includes taxes & fees
Jan 28 - Jan 29
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
The price is ¥15,278
¥20,738 total
includes taxes & fees
Feb 7 - Feb 8
Pool with Slide. Great for Business Travelers!

Vacation Home in Downtown Madison

Studio Queen in the heart of downtown.
10.0 out of 10, Exceptional, (1 review)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
The price is ¥24,756
¥32,731 total
includes taxes & fees
Jan 28 - Jan 29
Studio Queen in the heart of downtown.
10.0 out of 10, Exceptional, (20 reviews)
"Property was generally clean, spacious and had all the amenities that our family needed.An enjoyable stay at a nice property!"
United States
Kim & Jeff T.
The price is ¥41,847
¥109,782 total
includes taxes & fees
Jan 28 - Jan 29
Winter Trail Access | Cozy Fireplace Haven
The price is ¥18,415
¥24,283 total
includes taxes & fees
Feb 8 - Feb 9
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is ¥26,313
¥34,708 total
includes taxes & fees
Jan 28 - Jan 29
One Bedroom King with views of the heart of downtown.
The price is ¥27,956
¥36,428 total
includes taxes & fees
Jan 28 - Jan 29
One Bedroom King with views of Lake Monona in the heart of downtown.

Vacation Home in Downtown Madison

Studio Queen in the heart of downtown.
The price is ¥20,560
¥27,344 total
includes taxes & fees
Jan 29 - Jan 30
Studio Queen 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Riley Hotel Reviews

Find out more about Riley

Search for holiday rentals in Riley on Expedia! You can easily find your home rentals, villas, holiday apartments in Riley using one of the methods below:

  • View our selection of featured holiday rentals in Riley
  • Use the map to find apartments and other holiday homes in the Riley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Riley while they last

Look no further and take a look at our great range of rental properties in Riley!

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?

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!: Visitors like this Riley vacation home rental. It offers a balcony, a selection of games, 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.

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.