Holiday Rentals in Riley

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Riley

Our top choices for Riley holiday rentals

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (86)
"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

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown

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

9.6 out of 10, Exceptional, (64)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Pool with Slide. Great for Business Travelers!

The price is €163
includes taxes & fees
1 Sept - 2 Sept
Pool with Slide. Great for Business Travelers!

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (141)
"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

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (24)
"Prefect"
Paoli Den - Newly Remodeled!

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

10.0 out of 10, Exceptional, (15)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is €163
includes taxes & fees
1 Sept - 2 Sept
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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

10.0 out of 10, Exceptional, (126)
"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

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

9.6 out of 10, Exceptional, (5)
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

Enjoy Nature with Full Comfort!

9.4 out of 10, Exceptional, (30)
"Great location, beautiful, clean, and friendly host"
The price is €114
includes taxes & fees
31 Aug - 1 Sept
Enjoy Nature with Full Comfort!

One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

10.0 out of 10, Exceptional, (53)
"A beautiful cabin, on a wonderful property, in a great part of the Driftless—not sure what more you could ask for... Highly recommended!"
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly

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 €255
includes taxes & fees
21 Sept - 22 Sept
One Bedroom Queen in the heart of downtown.

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

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

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

The price is €184
includes taxes & fees
1 Sept - 2 Sept
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

Spacious & Modern Home w/ Deck in Oregon!

8.4 out of 10, Very good, (5)
Spacious & Modern Home w/ Deck in Oregon!

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

9.8 out of 10, Exceptional, (42)
"We enjoyed our stay!"
The price is €494
includes taxes & fees
10 Sept - 11 Sept
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (35)
"We had a great time being close to the lake. Everything in the house was very charming and comfortable. Would stay again for sure!"
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
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

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, 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 €114 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?

ONE OF A KIND vacation rental with a view: This holiday home rental outside of Riley offers a fireplace, a furnished patio and a BBQ 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. Make the most 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 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.