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Riley Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Riley vacation rentals

Outdoor dining

A Room with a View

A Room with a View
Verona
9.2 out of 10, Wonderful, (49 reviews)
"It was nice and clean! I would definitely stay again!"
United States
David T.
The price is ￥15,187
￥22,936 total
includes taxes & fees
Aug 26 - Aug 27
A Room with a View
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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, (28 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is ￥18,174
￥36,982 total
includes taxes & fees
Jul 29 - Jul 30
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Smart TV, computer monitors

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, (9 reviews)
"The property details provided were exactly what we found when we arrived. Definitely will book again if we need a place in the area. The hosts did an outstanding job with the layout of the space and providing everything we needed. Our dog was comfortable with no noise and a safe outside area. Thank you!"
United States
Lois P.
The price is ￥22,251
￥38,339 total
includes taxes & fees
Aug 18 - Aug 19
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Terrace/patio

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very Good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is ￥23,037
￥30,285 total
includes taxes & fees
Aug 2 - Aug 3
King Suite | Free Breakfast. Pool and Hot Tub
Lobby

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ￥24,519
￥31,918 total
includes taxes & fees
Aug 2 - Aug 3
Pool with Slide. Great for Business Travelers!
Lobby

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 ￥27,810
￥36,024 total
includes taxes & fees
Aug 23 - Aug 24
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (167 reviews)
"Amazing"
United States
Jennifer
The price is ￥24,911
￥28,772 total
includes taxes & fees
Aug 9 - Aug 10
The Dylin
Smart TV, fireplace, stereo, printers

Warm Days | Madison 3BR Home

Warm Days | Madison 3BR Home
Fitchburg
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is ￥55,542
￥134,588 total
includes taxes & fees
Jul 29 - Jul 30
Warm Days | Madison 3BR Home
2 bedrooms, WiFi, bed sheets

Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is ￥27,015
￥53,734 total
includes taxes & fees
Aug 4 - Aug 5
Charming Downtown Two Bedroom w/ Fireplace
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
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 ￥30,290
￥48,489 total
includes taxes & fees
Aug 4 - Aug 5
Escape to tranquility – your countryside haven, and at times with a horse or two
Exterior

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, (53 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is ￥41,935
￥85,878 total
includes taxes & fees
Aug 11 - Aug 12
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Smart TV

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"The house was super clean and well stocked, and very comfortable. Great location, easy to walk everywhere we wanted to go. Street parking was a little hard to find on the weekend, but parking garages were close and very reasonably priced. We would definitely stay here again "
United States
Deborah G.
The price is ￥70,240
￥103,443 total
includes taxes & fees
Aug 9 - Aug 10
Doty ★ Walk to Everything -Hotel Quality- Downtown
Pool

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Oregon
8.0 out of 10, Very Good, (3 reviews)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
United States
Nikil P.
The price is ￥282,434
￥391,246 total
includes taxes & fees
Aug 20 - Aug 21
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
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

8/10 Good
"Nice place. About 15 min walk to Badger stadium"
Evelyn 1-night trip
Posted less than an hour ago
The Madison Concourse Hotel and Governor's Club

Find out more about Riley

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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?

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 4 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 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.