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Top Holiday Rentals in Riley

Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, 165 reviews
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, 37 reviews
"Very good stay!"
Legacy Guest House , Mount Horeb WI
Enjoy Nature with Full Comfort!
9.8 out of 10, Exceptional, 10 reviews
"Space is clean, property is very pretty! Pool wasn’t ready for use, but can imagine it would add even more to the a summer stay! Owner is easy to communicate with. Ran into severe weather - owners were welcoming and ensured we were safe at all times. We will definitely be back to visit again!"
The price is £111
includes taxes & fees
2 Jun - 3 Jun
Enjoy Nature with Full Comfort!
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Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, 136 reviews
"We rented this place to visit family in Madison and attend a ren faire. It was great as we were looking for a small place with a full kitchen to cook. Neat touches with the Alexa with song and light recommendations. We enjoyed the living room white board - played lots of Pictionary. Our group was myself, my daughter, and my sister. The basement den made a great third bedroom. I might recommend a pull out couch."
Amazing townhouse, amazing attractions, amazing city!
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, 80 reviews
"Everything was absolutely great! Location was perfect, lots of good restaurants and shopping near the house. Beautiful scenery and tranquil setting for relaxing. House was just as advertised and had everything we needed. Hosts are amazing and so kind! You’ll love the visits from their pups! Highly recommend!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, 18 reviews
"Our stay at the Pink Acorn was amazing! Kelly truly makes her guests feel welcome. She left a sweet note and lovely treats. The house is stocked with everything you need and was exceptionally clean. The beds are super comfortable and have nice cozy blankets. Am added bonus was seeing rabbits and chipmunks in the backyard. Kelly leaves directions to walk to the beach around the corner and it’s a must do…and make sure to grab some ice cream at the shop across from the park."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
10.0 out of 10, Exceptional, 4 reviews
"Our family had a fantastic time! The host was flexible and generous, the accommodations beautiful, and the amenities unique and fun!"
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, 132 reviews
"We loved our stay. The house was comfortable and clean. It had all the amenities. The location was spectacular, and the backyard was super peaceful. Joan was a great host and communication was easy. There are three bedrooms for six people and a full-size futon, which is great for our group of 6."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, 49 reviews
"Great place for us. Came for a nearby high school graduation so spent time out and about with family. The house was a reat place to come back and rest each evening. Great town , will need come back again to explore the fun places in town"
Newly renovated home close to downtown New Glarus
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, 15 reviews
"St pattys fun with friends and family"
The price is £1,016
includes taxes & fees
9 Jun - 10 Jun
Waterfront w/ HOT TUB + King Suite + Game Room
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, 13 reviews
"We loved our visit to Madison, made even more special with our stay in this awesome retro house! All of the special touches throughout the house were amazing, we would definitely stay here again in the future."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, 4 reviews
"Our family enjoyed a delightful weekend stay at the EarthHouse for the graduation of our oldest son from UW. Pam wished us well from the onset & was extremely helpful when we added our middle son to our stay. At the time of booking, we were unaware that he would be able to join us for the graduation festivities. However, Pam accommodated our changing needs after arrival without creating any anxiety for us on our exciting weekend. We enjoyed a fantastic dinner in Mt Horeb Friday evening at Bistro...
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, 18 reviews
"Everything about our stay was fantastic! The house was nicely decorated and extremely clean. The kitchen was well appointed and had everything we needed. Beds were comfy. Shower was great. A perfect place for our group of friends to spend a long weekend. I wouldn’t hesitate to stay here again!"
The price is £435
includes taxes & fees
24 Jun - 25 Jun
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Conveniently Located just off University Avenue on Madison's West Side
10.0 out of 10, Exceptional, 108 reviews
"huge property lots of open outdoor area, lots of indoor space. Excellent host."
Conveniently Located just off University Avenue on Madison's West Side
Two Bedroom with views of Lake Monona in the heart of downtown Madison
The price is £571
includes taxes & fees
6 Jun - 7 Jun
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Cozy, Spacious Downtown Verona 3 Bedroom Home
10.0 out of 10, Exceptional, 17 reviews
"The property was clean, tidy and highly functional. 5 stars!"
Cozy, Spacious Downtown Verona 3 Bedroom Home
Two bedroom suite with city views in the heart of downtown Madison
10.0 out of 10, Exceptional, 2 reviews
"We enjoyed our stay at the Saddlery! The 2 bedroom suite was beautiful with plenty of room to relax. The building has a lovely exterior deck to sit and enjoy the view of Lake Monona. The location is great- a short walk to the capitol and its surrounding attractions. We would definitely stay there again!"
The price is £433
includes taxes & fees
2 Jun - 3 Jun
Two bedroom suite with city views in the heart of downtown Madison
Clean and charming home in great location near Epic and downtown Verona!
10.0 out of 10, Exceptional, 9 reviews
"We stayed in the three bedroom unit on the main floor of this beautifully renovated house. The kitchen is equipped with all the basics ( we made lasagne) including several options for making coffee. The backyard and adjacent bike/walk trail were perfect for dog walking, and we strolled to Sow’s Ear and Icki Sticki for yummy treats. The new king bed was very comfortable, and there are two desks with good chairs if you need to work during your stay. The washer and dryer were handy, and are shared...
Clean and charming home in great location near Epic and downtown Verona!
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
10.0 out of 10, Exceptional, 1 review
"This house was perfect for our large extended family who came to town for a graduation. It’s in a nice, quiet neighborhood but is a short 10 minute drive to the UW campus. Lisa was super helpful and responsive when I had questions for her. When we stayed, the house was undergoing some work (new siding and some work in the entryway stairs) but Lisa made me aware of this before we arrived so there were no surprises. I wouldn’t hesitate to stay here again!"
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Monona Home
10.0 out of 10, Exceptional, 20 reviews
"Comfortable, updated space. Great backyard. Walkable to several parks. Clean."
Monona Home
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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.

Other types of properties in Riley you may be interested in

The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, 1,646 reviews
"Hotel was clean. Staff was friendly. Walking distance to food, pubs, State Street , University, and the lake "
The price is £164
includes taxes & fees
13 Jun - 14 Jun
The Madison Concourse Hotel and Governor's Club
Best Western Plus InnTowner Madison
3.0 star property
9.0 out of 10, Wonderful, 1,003 reviews
"Great location very close to university. Parking on site. Good breakfast. "
The price is £139
includes taxes & fees
9 Jun - 10 Jun
Best Western Plus InnTowner Madison
AmericInn by Wyndham Madison West
3.0 star property
8.6 out of 10, Excellent, 1,049 reviews
"Only problem is air was out the first night and couldn’t get fixed til the next day "
The price is £65
includes taxes & fees
5 Jun - 6 Jun
AmericInn by Wyndham Madison West
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.

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, apart-hotels, 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 favorite 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 depends 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 £111 per night. Entering your travel dates in the search wizard you might find 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?

Amazing townhouse, amazing attractions, amazing city!: This holiday home rental outside of Riley offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.

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