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Riley Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Riley vacation rentals

A covered outdoor area with a wooden deck, a sofa, a table, and chairs.

1. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is CA $122
CA $187 total
includes taxes & fees
Sep 8 - Sep 9
A Room with a View
A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

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

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (31 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is CA $180
CA $344 total
includes taxes & fees
Sep 18 - Sep 19
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
A spacious living area with a wooden floor, a round mirror on the wall, and a dark-colored sofa.

3. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (14 reviews)
"This property is the nicest property we have stayed in. Everything was there for our convenience. It was extremely pet friendly and very nicely furnished. We hope to stay there again."
United States
Donald V.
The price is CA $181
CA $314 total
includes taxes & fees
Sep 10 - Sep 11
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
An outdoor patio with a brick grill and seating area.

4. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is CA $181
CA $239 total
includes taxes & fees
Sep 7 - Sep 8
King Suite | Free Breakfast. Pool and Hot Tub
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

5. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is CA $193
CA $251 total
includes taxes & fees
Sep 10 - Sep 11
Pool with Slide. Great for Business Travelers!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

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

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is CA $235
CA $303 total
includes taxes & fees
Sep 7 - Sep 8
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

7. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (178 reviews)
"The freaking best place."
United States
Seth
The price is CA $177
CA $204 total
includes taxes & fees
Sep 7 - Sep 8
The Dylin
A spacious living room with a fireplace, a large TV mounted on a stone wall, and a dining area with a kitchen in the background.

8. Campus-Area 4BR | Panoramic Bluffs

Campus-Area 4BR | Panoramic Bluffs
Fitchburg
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is CA $417
CA $1,057 total
includes taxes & fees
Sep 7 - Sep 8
Campus-Area 4BR | Panoramic Bluffs
A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

9. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (23 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is CA $187
CA $398 total
includes taxes & fees
Sep 30 - Oct 1
Charming Downtown Two Bedroom w/ Fireplace
A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

10. 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
Dane
10.0 out of 10, Exceptional, (2 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is CA $206
CA $344 total
includes taxes & fees
Sep 7 - Sep 8
Escape to tranquility – your countryside haven, and at times with a horse or two
A wooden dock leading to a house with a balcony, surrounded by trees and a body of water.

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

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is CA $352
CA $726 total
includes taxes & fees
Sep 14 - Sep 15
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

12. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"Great place!"
United States
Robert F.
The price is CA $529
CA $782 total
includes taxes & fees
Sep 7 - Sep 8
Doty ★ Walk to Everything -Hotel Quality- 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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Loved it."
Jason 2-night trip
Posted 8 hours ago
The Madison Concourse Hotel and Governor's Club

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Riley vacation rentals we have selected for you start as low as CA $187 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 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. 

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?

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail: Visitors like this Riley vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 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.