Riley Vacation Rentals

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    Upfront pricing

    We're not like the others - we include taxes and fees

Check prices for these dates

Tonight
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14

Vacation Rentals in Riley

Our top choices for Riley vacation rentals

The Dylin by Mint House
Interior entrance

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (86)
"Nice, clean, well-equipped and well-decorated rooms. "
$114 nightly
The price is $132
Sep 14 - Sep 15
Total with taxes and fees
The Dylin by Mint House
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Dining

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!
Lobby

Pool with Slide. Great for Business Travelers!

$153 nightly
The price is $173
Sep 2 - Sep 3
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Doty ★ Walk to Everything -Hotel Quality- Downtown
Fridge, microwave, oven, stovetop

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
Smart TV, fireplace, video games, DVD player

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
Paoli Den - Newly Remodeled!
Fridge, microwave, oven, stovetop

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (24)
"Prefect"
Paoli Den - Newly Remodeled!
ONE OF A KIND vacation rental with a view
Exterior

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
Contemporary home in quiet neighborhood with pool & great back yard close to all
Outdoor pool, a heated pool

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

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."
$168 nightly
The price is $186
Sep 2 - Sep 3
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
Indoor pool, a heated pool

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!
Enjoy Nature with Full Comfort!
Outdoor dining

Enjoy Nature with Full Comfort!

9.4 out of 10, Exceptional, (30)
"Great location, beautiful, clean, and friendly host"
$121 nightly
The price is $128
Sep 2 - Sep 3
Total with taxes and fees
Enjoy Nature with Full Comfort!
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior

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

9.8 out of 10, Exceptional, (42)
"We enjoyed our stay!"
$444 nightly
The price is $504
Sep 2 - Sep 3
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
TV, DVD player, books, video library

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
Madison & ~UW~-Madison Area Lakefront Home
Fridge, microwave, oven, stovetop

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

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

$174 nightly
The price is $196
Sep 2 - Sep 3
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
One Bedroom Queen in the heart of downtown.
Private kitchen

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 "
$251 nightly
The price is $290
Sep 22 - Sep 23
Total with taxes and fees
One Bedroom Queen in the heart of downtown.
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
Smart TV, video games, stereo, computer monitors

A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!

9.6 out of 10, Exceptional, (18)
"Great location, very clean and updated, Danny was great to work with!"
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Outdoor spa tub

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

10.0 out of 10, Exceptional, (116)
"My husband and I live hear Chicago and wanted a quick getaway and this beautiful apartment felt like a home away from home. The hosts thought of every detail when designing this fun and very functional space (even the shower soap was a special luxury!) The bed was incredibly comfortable and the fireplace added warmth and coziness. We would love to stay here again!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Beautifully updated home close to downtown New Glarus
Exterior detail

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
Escape to tranquility – your countryside haven, and at times with a horse or two
Outdoor dining

Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
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 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 $128 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

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

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.