Riley Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Riley Vacation Homes

One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Exterior

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.6 out of 10, Exceptional, (30)
"The property was beautiful, safe, and in a perfect location for the event we were attending!"
The price is CA $387
CA $511 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of Lake Monona in the heart of 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, (62)
"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
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, (14)
"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 CA $143
CA $257 total
includes taxes & fees
Aug 23 - Aug 24
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
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
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Interior

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (8)
"We loved everything about this property. Would definitely stay there again."
The price is CA $484
CA $639 total
includes taxes & fees
Sep 1 - Sep 2
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Two bedroom suite with city views in the heart of downtown Madison
Fridge, microwave, oven, stovetop

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (34)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is CA $456
CA $602 total
includes taxes & fees
Sep 1 - Sep 2
Two bedroom suite with city views in the heart of downtown Madison
One Bedroom King with Den with views of the heart of downtown.
Exterior

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is CA $373
CA $493 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of the heart of downtown.
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
Paoli Den - Newly Remodeled!
Fridge, microwave, oven, stovetop

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (23)
"Prefect"
Paoli Den - Newly Remodeled!
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)
"It was so good to come back to a clean and cozy house each evening after spending the day at the World Dairy Expo."
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
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
3 bedrooms, desk, free WiFi

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

10.0 out of 10, Exceptional, (34)
"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
Spacious & Modern Home w/ Deck in Oregon!
Fridge, microwave, stovetop, dishwasher

Spacious & Modern Home w/ Deck in Oregon!

8.0 out of 10, Very good, (3)
"Very nice and spacious house. "
Spacious & Modern Home w/ Deck in Oregon!
Premium 3BR | Quick to Downtown
Fridge, microwave, oven, stovetop

Premium 3BR | Quick to Downtown

10.0 out of 10, Exceptional, (10)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
The price is CA $484
CA $1,140 total
includes taxes & fees
Aug 21 - Aug 22
Premium 3BR | Quick to Downtown
Beautifully remodeled 2 bed 104 Berkley Verona #6
Exterior

Beautifully remodeled 2 bed 104 Berkley Verona #6

9.6 out of 10, Exceptional, (24)
"The apartment is well maintained and Joel was helpful. We’d stay again if we need a place to stay in Verona"
Beautifully remodeled 2 bed 104 Berkley Verona #6
Studio queen with views of Lake Monona in the heart of downtown Madison
Exterior

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (9)
"The property location is great, walking distance to great restaurants, the Farmers market, and close to walking/running trails. "
The price is CA $290
CA $383 total
includes taxes & fees
Sep 1 - Sep 2
Studio queen with views of Lake Monona in the heart of downtown Madison
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, (51)
"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 King with views of the heart of downtown.
1 bedroom, WiFi

One Bedroom King with views of the heart of downtown.

2.0 star property
8.8 out of 10, Excellent, (3)
"I loved the location and the area it was located. I really loved the view and the clearness of the place as well. It was very homey and cozy. "
The price is CA $345
CA $456 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with views of the heart of downtown.
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!"
The price is CA $344
CA $711 total
includes taxes & fees
Aug 27 - Aug 28
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Amazing townhouse, amazing attractions, amazing city!
Fridge, microwave, oven, stovetop

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (179)
"Everything was very clean, amenities were awesome and overall we had a great time! "
Amazing townhouse, amazing attractions, amazing city!
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

Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"Clean, pleasant people, breakfast was fresh and surprisingly good, even the coffee."
Charles 1-night trip
Posted 2 days ago
Hampton Inn & Suites Madison-West