Downtown Apt, above shops & coffee!

* Be sure to check out our winter extended stay discounts for 3+ nights! * Welcome to historic downtown Oregon! Nestled in a picturesque setting, this elegant retreat combines modern comfort with historic charm. You'll be steps away from locally owned coffee and gift shops, a wine reserve & restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!

Oregon, WI, United States
4 guests
2 bedrooms
1 bathroom

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Clothing storage

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Bathroom

  • Bathtub
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Clothing storage

Family

  • Board games
  • Crib

Heating and cooling

  • Ceiling fan
  • Indoor fireplace

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Kitchen and dining

  • Baking sheet
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Hot water kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses

Parking and facilities

  • Free parking on premises

Accessibility

Neighborhood

Guest Access

You will have access to the entire apartment - 2 bedrooms (1 King/1 Queen), 1 bathroom, kitchen, dining room, and living room. Do not access any locked spaces, as they are only for our staff.

Good to know

Our building was built in 1877 and is 2 stories. The apartment is located on the 2nd floor and requires guests to climb steep steps. We do not own the building, but welcome private feedback on any suggestions or maintenance as our landlord is very quick to correct any issues. There are 2 apartments on the 2nd floor and both are listed here on Airbnb. If you're traveling with friends and need to sleep more, check out our sister listing: www.airbnb.com/h/downtown-gem-apt1 And one across the street: www.airbnb.com/h/peaceful-apt-ntwd1

Other Details to Note

Other things to note ** Very Important - Please Review ** By confirming your reservation, you and all parties in your group agree to the following Release of Liability: 1. AGREEMENT TO FOLLOW DIRECTIONS. I agree to observe and obey all posted rules and warnings, and further agree to follow any oral instructions or directions given Apiary Vacation Rentals, or its employees, representatives, owners, agents, landlords, or property managers of Apiary Vacation Rentals. 2. ASSUMPTION OF THE RISKS AND RELEASE. I recognize that there are certain inherent risks associated with the above described activity and I assume full responsibility for personal injury to myself and (if applicable) my family, or other guests during my reservation, and further release and discharge Apiary Vacation Rentals, its employees, representatives, owners, agents, landlords, property managers, for injury, loss or damage arising out of my or my party's use of or presence upon the facilities of Apiary Vacation Rentals, whether caused by the fault of myself, my family, my party, my guests, Apiary Vacation Rentals, or other third parties. 3. INDEMNIFICATION. I agree to indemnify and defend Apiary Vacation Rentals against all claims, causes of action, damages, judgments, costs or expenses, including attorney fees and other litigation costs, which may in any way arise from my, my family's, or my guest's use of or presence upon the facilities of Apiary Vacation Rentals. 4. FEES. I agree to pay for all damages to the facilities of Apiary Vacation Rentals caused by any negligent, reckless, or willful actions by me, my family, my guests, or my party. 5. APPLICABLE LAW. Any legal or equitable claim that may arise from participation in the above shall be resolved under Wisconsin law. 6. NO DURESS. I agree and acknowledge that I am under no pressure or duress to sign this Agreement and that I have been given a reasonable opportunity to review it before signing. I further agree and acknowledge that I am free to have my own legal counsel review this Agreement if I so desire. I further agree and acknowledge that booking a reservation with Apiary Vacation Rentals is equal to my signature of this agreement. 7. ARM'S LENGTH AGREEMENT. This Agreement and each of its terms are the product of an arm's length negotiation between the Parties. In the event any ambiguity is found to exist in the interpretation of this Agreement, or any of its provisions, the Parties, and each of them, explicitly reject the application of any legal or equitable rule of interpretation which would lead to a construction either "for" or "against" a particular party based upon their status as the drafter of a specific term, language, or provision giving rise to such ambiguity. 8. ENFORCEABILITY. The invalidity or unenforceability of any provision of this Agreement, whether standing alone or as applied to a particular occurrence or circumstance, shall not affect the validity or enforceability of any other provision of this Agreement or of any other applications of such provision, as the case may be, and such invalid or unenforceable provision shall be deemed not to be a part of this Agreement. RELEASE OF LIABILITY Please read carefully – this affects your legal rights. In exchange for participation in the activity of visiting the property, as a day guest, long-term guest, mid-term guest, or short-term rental guest organized by Apiary Vacation Rentals, of Wisconsin, and /or use of the property, facilities, and services of Apiary Vacation Rentals, I agree for myself and (if applicable) for the members of my family, party, or other guests, to the following:   9. DISPUTE RESOLUTION. The parties will attempt to resolve any dispute arising out of or relating to this Agreement through friendly negotiations amongst the parties. If the matter is not resolved by negotiation, the parties will resolve the dispute using the below Alternative Dispute Resolution (ADR) procedure. Any controversies or disputes arising out of or relating to this Agreement will be submitted to mediation in accordance with any statutory rules of mediation. If mediation is not successful in resolving the entire dispute or is unavailable, any outstanding issues will be submitted to final and binding arbitration under the rules of the American Arbitration Association. The arbitrator's award will be final, and judgment may be entered upon it by any court having proper jurisdiction. I HAVE READ THIS DOCUMENT AND UNDERSTAND IT. I FURTHER UNDERSTAND THAT BY CONFIRMING THIS RESERVATION, I VOLUNTARILY SURRENDER CERTAIN LEGAL RIGHTS.

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Reviews

Jillian
March 2026 · Airbnb
This was a lovely place for a girls’ weekend near Madison! We loved the decor and the place was very cozy and had everything we needed. We appreciated the small details such as extra towels and blankets, the lovely smelling shampoo and conditioner, perfect water pressure in the shower, fans in each room, and nice dishes to eat with. The apartment is in a cute town with some nice restaurants and coffee shops in walking distance, and a grocery store nearby. I would definitely stay here again!
Luke
February 2026 · Airbnb
We had a great stay at this place. We mostly travelled into Madison while staying so it was a nice little break from the busyness of the city. Very well stocked Airbnb that is very clearly curated and maintained by the hosts. Proactive and clear instructions helped to answer any questions we might have had.
Annastacia
February 2026 · Airbnb
We had an excellent stay, Christin’s place is beautiful, it’s clear they care about and take very good care of it. I love that they have live plants. Plenty of blankets to keep yourself cozy on winter nights and a couple of small extra heaters- we had no issues at all. It’s right downtown, plenty of restaurants in the area that are walkable, a great brewery that’s less than a mile away.. We would definitely say here next time we’re in the area and appreciate their hospitality.
McKenzie
January 2026 · Airbnb
We stayed in Oregon for a mini girls trip to Madison and it was perfect! Christin’s recommendations and attentiveness was amazing and just what we needed for our stay! We will definitely have to book again for another trip!
Kristin
December 2025 · Airbnb
This is our second stay in this adorable apartment. Very clean and safe. It's the perfect location for us. Cute restaurants and shopping all within walking distance. Well appointed kitchen and nice dining area. An easy choice to come back to. Being Wisconsin in winter, we really appreciated the extra blankets and space heaters overnight. We were very comfortable despite the -7 temps outside. This year, they added an additional curtain to the window off the hall for more overnight darkness and locks to the common stairwell doors. Much appreciated!
Karen
December 2025 · Airbnb
We were booked for a couples retreat in Stoughton and the hotels weren't very attractive. This apartment was a perfect home for the weekend. We even participated in caroling and Santa lighting the community tree - all just outside our door. I also appreciated the decorating palette - the rose and green is pretty and calming.

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Approximate location. Full address will be provided on booking.