Riley Vacation Rentals from SAR 322: Search Short-Term Rentals

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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

Verona

Elizabeth C.

SAR 467 total

includes taxes & fees

7 Dec - 8 Dec

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

2. The Dylin

Downtown Madison

ANCA

SAR 451 total

includes taxes & fees

14 Dec - 15 Dec

A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

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

Mount Horeb

Mike G.

SAR 916 total

includes taxes & fees

21 Nov - 22 Nov

An outdoor patio with a brick grill and seating area.

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

Middleton

Andy D.

SAR 687 total

includes taxes & fees

15 Nov - 16 Nov

A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

5. Pool with Slide. Great for Business Travelers!

Fitchburg

SAR 783 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a sofa, coffee table, and dining area.

6. Historic Luxury 2-bedroom apartment in Cross Plains, WI

Cross Plains

SAR 1,504 total

includes taxes & fees

15 Nov - 16 Nov

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

Fitchburg

SAR 895 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

8. Charming Downtown Two Bedroom w/ Fireplace

New Glarus

Heather & Nick V.

SAR 995 total

includes taxes & fees

17 Nov - 18 Nov

A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

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

Dane

Katelyn F.

SAR 983 total

includes taxes & fees

1 Dec - 2 Dec

A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

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

Downtown Madison

Garrett M.

SAR 1,131 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a central island, dining area with a round table, and a visible refrigerator.

11. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Madison

SAR 2,167 total

includes taxes & fees

17 Nov - 18 Nov

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Find vacation rentals that suit your style

Top Riley Hotel Reviews

A cozy living area with a fireplace, comfortable seating, and decorative shelves.

Homewood Suites by Hilton Madison West

Madison

10/10 Excellent

Timothy

An outdoor patio with a stone fire table, seating, and a pergola.

Springhill Suites By Marriott Madison Fitchburg

Madison

10/10 Excellent

I give the staff the highest rating. They were all friendly, efficient and accommodating. Our room was clean, fresh clean towels everyday, and also made our bed. The breakfast had everything you need. Protein, dairy, juice, fruit, variety of breads and scones. The lady that took care of the breakfast buffet was friendly, kept the area clean, refilled the food as needed. She actually came to our table to ask if everything was okay.

Peggy A

A hotel with a modern architectural design, featuring large glass windows and a brick facade. There are three delivery vans parked in front of the hotel.

Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Verona

10/10 Excellent

The hotel is new, located comfortably close to (driving distances) many local attractions. I am no stranger to hotels and this one is on top of my list! I am not a big fan of hotels. I'll always find a hair on the floor, mold around the tub or tear on the bed sheets or dust in the corner of a room. NOT in this one! Very nice bed sheets! Clean, no dust, no hair! The fridge was clean, the room was big. We arrived way early prior to check in and the staff managed to put us in 2 very clean...

Anonymous traveler

A reception area with a modern design, featuring a reception desk, a blue accent wall, and a wooden floor.

Fairfield Inn & Suites by Marriott Madison Verona

Verona

10/10 Excellent

diane

A spacious lounge area with a sofa set, a coffee table, and a fireplace.

Hampton Inn & Suites Madison-West

Madison

10/10 Excellent

Lori

An outdoor patio area with a circular fire pit surrounded by chairs, a brick building in the background, and string lights.

Courtyard by Marriott Madison West Middleton

Middleton

10/10 Excellent

Anonymous traveler

A modern hotel lobby with a stone accent wall, a large painting, and a reception desk.

Fairfield Inn & Suites by Marriott Madison West/Middleton

Middleton

10/10 Excellent

lucia

A modern hotel with a covered entrance, multiple floors, and a parking lot.

Hyatt Place Madison / Verona

Verona

10/10 Excellent

Michelle

A multi-story hotel with a stone facade and a sign reading "Townplace Suites by Marriott."

TownePlace Suites by Marriott Madison West/Middleton

Middleton

10/10 Excellent

Charles

A brick building with a sign reading "Residence Inn by Marriott" and a stone fire feature in front.

Residence Inn by Marriott Madison West/Middleton

Middleton

10/10 Excellent

We closed on our house and the house we were buying wasn't ready yet. So it was a very comfortable place to live with our cat and dog. A one time deposit rather than a $30 a night fee was welcome. We stayed there for a couple weeks before we were able to get in our new home. Whirlpool in pool area wasn't working, but the workout room was very nice. Their breakfasts were the best of where we stayed.

A large indoor swimming pool with lounge chairs and a sun terrace.

Staybridge Suites Madison - Fitchburg by IHG

Madison

10/10 Excellent

Anonymous traveler

A breakfast buffet with fruits, yogurt, and a pitcher of water on a granite countertop.

GrandStay Hotel & Suites Mount Horeb - Madison

Mount Horeb

10/10 Excellent

Anonymous traveler

An indoor swimming pool with a waterfall feature, surrounded by artificial trees and a thatched-roof structure.

Holiday Inn Hotel & Suites Madison West - Middleton by IHG

Junction Ridge

10/10 Excellent

Ian

A modern hotel dining area with a self-service breakfast station, a refrigerator with beverages, and a buffet with various food items.

Best Western West Towne Suites

Madison

10/10 Excellent

Anonymous traveler

An indoor swimming pool with a blue and white color scheme, a palm tree, and a water slide.

Hilton Garden Inn Madison West/Middleton

Middleton

10/10 Excellent

Haley

A living room with a stone fireplace, wooden bookshelves, a sofa, and a staircase.

Country Inn & Suites by Radisson, Middleton - Madison West

Middleton

10/10 Excellent

Daron

A modern living room with a beige sofa, red armchairs, a wooden accent wall with a clock, and a fireplace.

Country Inn & Suites by Radisson, Madison Southwest, WI

Madison

10/10 Excellent

Luis

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.

Riley Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Riley vacation rentals

1. A Room with a View

2. The Dylin

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

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

5. Pool with Slide. Great for Business Travelers!

6. Historic Luxury 2-bedroom apartment in Cross Plains, WI

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

8. Charming Downtown Two Bedroom w/ Fireplace

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

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

11. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Find vacation rentals that suit your style

Top Riley Hotel Reviews

Homewood Suites by Hilton Madison West

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Riley?

What are some of the best vacation home rentals in Riley?

What can I see and do in Riley?

What are vacation rentals like in Riley?