Oregon Holiday Rentals, Wisconsin: Private House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Oregon

Pet friendly

Apartment

Pool

Condo

Family friendly

Hot tub

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Oregon hotels

A Sleep Inn & Suites building with a brick facade, large windows, and a covered entrance.

An indoor swimming pool with a basketball hoop, lounge chairs, and a seating area with tables.

A modern kitchen with a central island, a coffee station, and a breakfast sign.

A hotel room with a bed, a sofa, a blue ottoman, a nightstand, and wall art.

1. Sleep Inn & Suites Oregon - Madison

Oregon

james

฿2,497

฿2,834 total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with a wooden ceiling, a ceiling fan, and a seating area with chairs.

A hotel room with a bed, a sofa, a desk, a wall-mounted TV, and a framed picture.

A dining area with multiple tables and chairs, a kitchen area with cabinets and appliances, and a wooden door.

A hotel lobby with a reception desk, a sofa, a coffee table, and a chandelier.

2. Quality Inn & Suites Stoughton - Madison South

Stoughton

Mary

฿2,470

฿2,804 total

includes taxes & fees

28 Oct - 29 Oct

A lobby with a large wall-mounted painting of a capitol building, a reception desk, and a seating area with chairs.

A wedding reception setup with a stage, tables, chairs, and floral decorations.

A gym with treadmills, ellipticals, and a bench.

A large dining hall with round tables, wooden chairs, and a patterned carpet.

3. Wyndham Garden Madison Fitchburg

Madison

Cassidy

฿2,829

฿3,211 total

includes taxes & fees

20 Oct - 21 Oct

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

A hotel room with a large bathtub, two beds, a desk, and a chair.

A Country Inn & Suites by Radisson building with a brick facade, large entrance canopy, and a well-lit driveway.

An indoor swimming pool with a diving board, a basketball hoop, and lounge chairs.

4. Country Inn & Suites by Radisson, Madison Southwest, WI

Madison

Christy

฿2,664

฿3,023 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a stone fireplace, comfortable seating, and a flat-screen TV.

A hotel room with a large bed, two wall-mounted lamps, a nightstand with a clock, a chair, and a window with curtains.

A spacious lobby with a stone fireplace, leather seating, and a wooden floor.

A MainStay Suites hotel with a brick facade, a covered entrance, and a parking lot.

5. MainStay Suites Fitchburg - Madison

Madison

John

฿2,448

฿2,778 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, two bedside tables, a nightstand, a wall-mounted lamp, and a wooden wardrobe.

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

A modern hotel with a flat roof, large windows, and a central entrance.

A hotel room with a bed, a desk, a chair, a sofa, a lamp, and a painting on the wall.

6. Springhill Suites By Marriott Madison Fitchburg

Madison

Erin

฿3,972

฿4,508 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a sofa, a coffee machine, and a framed picture on the wall.

A coffee station with two espresso machines, a coffee press, and various coffee pods and cups.

A hotel room with a sofa, a yellow ottoman, a desk, a television, a framed picture, and a lamp.

A Holiday Inn Express & Suites building with a brick facade and large windows.

7. Holiday Inn Express & Suites Madison Central by IHG

Madison

JULIE

฿3,631

฿4,193 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk, a chair, a TV, and a window with a view.

A modern lounge area with seating options including sofas, chairs, and a seating area with a view.

A hotel sign with the name "tru by Hilton" and a modern building in the background.

A modern lounge area with a blue sofa, purple armchairs, and a small table.

8. Tru by Hilton Stoughton

Stoughton

Pat

฿2,857

฿3,243 total

includes taxes & fees

2 Nov - 3 Nov

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

A spacious lounge area with seating and tables, large windows, and a kitchen area visible in the background.

An outdoor patio with wicker furniture, a fire feature, and a stone wall.

A modern hotel room with a wooden dining table, a sofa, and a TV mounted on the wall.

9. Hyatt Place Madison / Verona

Verona

Kurt

฿4,273

฿4,807 total

includes taxes & fees

18 Oct - 19 Oct

A modern lounge area with sofas, a fireplace, and a large window.

A modern hotel lobby with a reception desk, seating area, and artwork on the walls.

A modern hotel room with a large bed, a desk, a flat-screen TV, and a window with a view.

A modern hotel with a prominent 'Baymont' sign, a covered entrance, and a parking lot.

10. Baymont Inn & Suites by Wyndham Madison

Leopold

Matthew

฿2,124

฿2,453 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with dark wooden cabinets, stainless steel appliances, and a central island with seating.

A modern lobby with a fireplace, comfortable seating, and a flat-screen TV mounted above it.

A modern hotel room with a kitchenette, a bed, a TV, and a sofa.

A modern kitchen with a central island, a dining area with a chair, and a television on a stand.

11. Staybridge Suites Madison - Fitchburg by IHG

Madison

Joanne

฿4,269

฿4,846 total

includes taxes & fees

31 Oct - 1 Nov

An outdoor patio with a fire pit, multiple seating areas, and a pergola with string lights.

An indoor swimming pool with clear views through large windows, surrounded by seating areas and a modern interior design.

A hotel room with a kitchenette, two beds, a red ottoman, and a view of the city.

A modern hotel lobby with a fireplace, seating area, and a bar.

12. Home2 Suites by Hilton Madison Central Alliant Energy Center

Madison

Fariha

฿3,280

฿3,789 total

includes taxes & fees

1 Nov - 2 Nov

A modern restaurant with a bar area, large windows with a city view, and a unique ceiling light fixture.

A dining area with a view of a large dome building through large windows.

A modern hotel lobby with a fireplace, comfortable seating, and a view of a historic building.

13. The Madison Concourse Hotel and Governor's Club

Downtown Madison

Lori

฿3,972

฿4,587 total

includes taxes & fees

1 Nov - 2 Nov

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

A Fairfield Inn & Suites by Marriott hotel with a stone facade, multiple floors, and a well-lit entrance.

An indoor swimming pool with clear water, tiled floor, and safety signs.

14. Fairfield Inn & Suites by Marriott Madison Verona

Verona

Deborah

฿4,299

฿4,836 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a breakfast bar, wooden flooring, and a view of the parking lot.

A vending machine with a lime slice graphic, a digital display, and various beverage options including Coca-Cola, Sprite, and Pepsi.

A modern hotel room with a large bed, a desk with a flat-screen TV, a microwave, and a coffee maker.

A reception area with a reception desk, two chairs, a small table, and a wall-mounted sign for Sleep Inn by Choice Hotels.

15. Sleep Inn & Suites Verona - Madison Southwest

Verona

Dawn

฿2,725

฿3,066 total

includes taxes & fees

18 Oct - 19 Oct

A multi-story hotel with a central courtyard, large windows, and a brick facade.

A modern kitchen with a built-in coffee station, a toaster, and a bowl of fruit on the counter.

An outdoor patio with a fire pit, seating, and a view of a residential area.

A living room with a fireplace, two armchairs, a sofa, and a coffee table.

16. Country Inn & Suites by Radisson, Madison, WI

Monona

Shua

฿3,126

฿3,548 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a bed, a sofa, a desk, a chair, a small table, a lamp, a coffee maker, and a sink.

A hotel room with a sofa, a table, a lamp, a radiator, and curtains.

A breakfast bar with a variety of food options including cereal, fruit, yogurt, eggs, and milk.

A hotel room with a sofa, two armchairs, a coffee machine, and a framed artwork on the wall.

17. Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Verona

Steven

฿3,563

฿4,009 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with seating and tables, string lights, and a fire pit.

A modern lounge area with yellow chairs, a large flat-screen TV, and a view of the outdoors through large windows.

A reception area with a digital kiosk, a refrigerator stocked with beverages, and a closed door.

18. Spark By Hilton Madison Central

Madison

Rena

฿2,829

฿3,267 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a chair.

A spacious restaurant with high ceilings, wooden flooring, and a large window offering a view of the outside.

A hotel entrance with a covered area, a sign reading "AmericInn by Wyndham", and a parking lot.

An indoor swimming pool with a basketball hoop, lounge chairs, and a wooden ceiling.

19. AmericInn by Wyndham Madison South

Monona

Jessica

฿3,086

฿3,503 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a view of a cityscape, including a prominent dome building.

A spacious lobby with seating areas, a reception desk, and a glass door entrance.

A bar area with a long counter, multiple bar stools, and a variety of bottles and glasses.

A gym with various exercise equipment, a wall-mounted TV, and a large window providing natural light.

20. DoubleTree by Hilton Madison Downtown

Downtown Madison

ZOE

฿4,261

฿4,922 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Oregon attractions

Legend at Bergamont

Designed by two-time US Open Champion Andy North, this championship course earned Golf Digest's "Top 10 New Courses" honour. Visitors enjoy resort amenities including pool, tennis, and panoramic clubhouse views.

See properties

Learn more about Oregon

Enjoy peaceful walks along the Oregon Ice Age Trail while watching for local wildlife in this charming small town. Anderson Farm County Park offers seasonal festivals, while nearby Madison's Capitol Square hosts Saturday farmers markets with Wisconsin cheeses you can't find elsewhere.

See all hotels in Oregon

A room with two armchairs, a globe, shelves with canned goods, and a traffic sign.

Top Oregon Hotel Reviews

AmericInn by Wyndham Madison West

8/10 Good

"Clean rooms, the breakfast buffet is very good. The staff are friendly and helpful. Will definitely stay here the next time we are in Madison."

Baymont Inn & Suites by Wyndham Madison

10/10 Excellent

"Breakfast has a little to be desired, but overall was a great place. Will stay again."

The Dylin

8/10 Good

"Room was wonderful. The neighborhood is run down and a little sketchy. Check in was tricky"

Best Western Plus InnTowner Madison

10/10 Excellent

"Room was clean, staff was friendly and restaurant was good."

DoubleTree by Hilton Madison Downtown

10/10 Excellent

"All staff were particularly helpful - front desk, restaurant and van drivers. Anxious to be sure my stay was exceptional."

Sleep Inn & Suites Oregon - Madison

10/10 Excellent

"The hotel was nice, clean and staff friendly. The room was very clean and the bed pretty comfortable. It was just an over night stop and we left early so I can’t comment on the breakfast or other areas of the hotel. But if we pass through again we would definitely stay there again."

DoubleTree by Hilton Madison East

10/10 Excellent

"Staff at morning checkout"

More cheap stays in Oregon

Motel 6 Madison, WI - East

4202 E Towne Blvd Madison WI

฿1,257

฿1,452 total

1 Nov - 2 Nov

includes taxes & fees

6.2/10 (1,036 reviews)

Baymont by Wyndham Madison West/Middleton WI West

8102 Excelsior Dr Madison WI

฿1,972

฿2,277 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,482 reviews)

Econo Lodge Madison East

4726 E Washington Ave Madison WI

฿2,076

฿2,398 total

12 Oct - 13 Oct

includes taxes & fees

Super 8 by Wyndham Madison South

1602 W Beltline Hwy Madison WI

฿2,085

฿2,408 total

26 Oct - 27 Oct

includes taxes & fees

Baymont Inn & Suites by Wyndham Madison

2810 Coho Street Madison WI

฿2,124

฿2,453 total

18 Oct - 19 Oct

includes taxes & fees

7.2/10 Good! (1,467 reviews)

Comfort Suites Madison West - Middleton

1253 John Q Hammons Dr Madison WI

฿2,162

฿2,497 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (633 reviews)

Frequently asked questions

Where is the best place for a stay in Oregon?

Sleep Inn & Suites Oregon - Madison is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and an indoor pool. Two other choices for your visit to the area are The Madison Concourse Hotel and Governor's Club and Best Western Plus InnTowner Madison. See all available top hotels, or vacation rentals in Oregon.

If I need to cancel my hotel reservation in Oregon, will I receive a refund?

Yes! You'll find that most room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Oregon.

What's the best dog-friendly place to stay in Oregon?

Sleep Inn & Suites Oregon - Madison is a top hotel for people travelling with their pets, and offers an indoor pool and free WiFi for its human guests. See more pet-friendly hotel accommodations in Oregon.

What are some hotels with pools in Oregon?

Sleep Inn & Suites Oregon - Madison: Features full, an indoor pool and free self parking. The Madison Concourse Hotel and Governor's Club and Best Western Plus InnTowner Madison are two additional hotels that feature an on-site pool. View all hotels with pools in Oregon.

How is it to stay in Oregon?

Visitors can enjoy all that Oregon has to offer, including its golf courses. In Oregon, there are 8 hotels and other accommodation options to choose from. Find out more about Oregon.

What should I do while I'm visiting Oregon?

A couple of favourite places to visit are Lake Waubesa and Legend at Bergamont. You'll also find Alliant Energy Center and University of Wisconsin-Madison Arboretum in the area. Take a look at what more there is to see and do in Expedia's Oregon guide.

What's the weather like in Oregon?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Oregon are January, December, March and November, with each month seeing an average of 22 cm of snowfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Oregon on Expedia.com

Find hotels in Oregon, WI from ฿1,452

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Oregon

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Oregon hotels

1. Sleep Inn & Suites Oregon - Madison

2. Quality Inn & Suites Stoughton - Madison South

3. Wyndham Garden Madison Fitchburg

4. Country Inn & Suites by Radisson, Madison Southwest, WI

5. MainStay Suites Fitchburg - Madison

6. Springhill Suites By Marriott Madison Fitchburg

7. Holiday Inn Express & Suites Madison Central by IHG

8. Tru by Hilton Stoughton

9. Hyatt Place Madison / Verona

10. Baymont Inn & Suites by Wyndham Madison

11. Staybridge Suites Madison - Fitchburg by IHG

12. Home2 Suites by Hilton Madison Central Alliant Energy Center

13. The Madison Concourse Hotel and Governor's Club

14. Fairfield Inn & Suites by Marriott Madison Verona

15. Sleep Inn & Suites Verona - Madison Southwest

16. Country Inn & Suites by Radisson, Madison, WI

17. Holiday Inn Express Hotel & Suites Madison-Verona by IHG

18. Spark By Hilton Madison Central

19. AmericInn by Wyndham Madison South

20. DoubleTree by Hilton Madison Downtown

Stay near popular Oregon attractions

Legend at Bergamont

Learn more about Oregon

Top Oregon Hotel Reviews

AmericInn by Wyndham Madison West

Baymont Inn & Suites by Wyndham Madison

The Dylin

Best Western Plus InnTowner Madison

DoubleTree by Hilton Madison Downtown

Sleep Inn & Suites Oregon - Madison

DoubleTree by Hilton Madison East

More cheap stays in Oregon

Motel 6 Madison, WI - East

Baymont by Wyndham Madison West/Middleton WI West

Econo Lodge Madison East

Super 8 by Wyndham Madison South

Baymont Inn & Suites by Wyndham Madison

Comfort Suites Madison West - Middleton

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app