Oregon Township Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oregon Township vacation rentals

Vacation Home in Madison

The Artist’s A-Frame
10.0 out of 10, Exceptional, (27 reviews)
"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"
United States
Laura P.
The price is CA $152
CA $305 total
includes taxes & fees
Mar 1 - Mar 2
The Artist’s A-Frame
9.8 out of 10, Exceptional, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is CA $150
CA $311 total
includes taxes & fees
Mar 5 - Mar 6
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is CA $159
CA $340 total
includes taxes & fees
Mar 1 - Mar 2
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
10.0 out of 10, Exceptional, (24 reviews)
"Always a wonderful place to stay!"
United States
Leann L.
The price is CA $146
CA $290 total
includes taxes & fees
Mar 1 - Mar 2
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is CA $130
CA $201 total
includes taxes & fees
Mar 2 - Mar 3
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Aparthotel in Tyler Park

The Bellwether Hotel
3.5 star property
8.8 out of 10, Excellent, (38 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is CA $155
CA $180 total
includes taxes & fees
Mar 5 - Mar 6
The Bellwether Hotel
10.0 out of 10, Exceptional, (15 reviews)
"We thought the house was great and the location was perfect! We would definitely stay there again. "
United States
Tom or Karen K.
The price is CA $190
CA $515 total
includes taxes & fees
Mar 17 - Mar 18
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

Aparthotel in Downtown Louisville

The Duke Hotel
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great stay! Clean and very easy to acess. "
United States
Justin
The price is CA $97
CA $192 total
includes taxes & fees
Mar 1 - Mar 2
The Duke Hotel
10.0 out of 10, Exceptional, (53 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is CA $185
CA $333 total
includes taxes & fees
Mar 2 - Mar 3
Carriage House, 7 minutes from downtown Louisville
8.8 out of 10, Excellent, (8 reviews)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
The price is CA $105
CA $364 total
includes taxes & fees
Mar 4 - Mar 5
St. Matthew’s - Walk to Shops & Restaurants
10.0 out of 10, Exceptional, (38 reviews)
"Nice place"
United States
Amanda C.
The price is CA $107
CA $286 total
includes taxes & fees
Mar 9 - Mar 10
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Vacation Home in Scottsburg

Cozy Tiny House in Scottsburg
9.6 out of 10, Exceptional, (7 reviews)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
Cozy Tiny House in Scottsburg
9.8 out of 10, Exceptional, (24 reviews)
"Great place "
United States
Scott L.
The price is CA $92
CA $218 total
includes taxes & fees
Mar 4 - Mar 5
Cozy Tree-Lined Carriage Home - Stay in Serenity!
10.0 out of 10, Exceptional, (31 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is CA $72
CA $235 total
includes taxes & fees
Mar 2 - Mar 3
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
10.0 out of 10, Exceptional, (37 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is CA $258
CA $574 total
includes taxes & fees
Mar 1 - Mar 2
#207 King Suites, River Views, Deck, Downtown

Apartment in Jeffersonville

Secretariat Twin Spires Suite!
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place in a wonderful location. Walking distance to almost everything. Host was extremely helpful and made our stay unforgettable. The unit itself is very nice with easy access in and out. Lots of parking in the back. I would definitely recommend. "
United States
Drew J.
The price is CA $82
CA $168 total
includes taxes & fees
Mar 1 - Mar 2
Secretariat Twin Spires Suite!
9.4 out of 10, Exceptional, (83 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is CA $190
CA $460 total
includes taxes & fees
Mar 2 - Mar 3
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Vacation Home in Jeffersonville

Urban Explorer Pad | Near Downtown + Yard
9.0 out of 10, Wonderful, (41 reviews)
"Amazing stay, would stay again any time! Host was easy to communicate with and home was clean when we arrived and had everything needed for a wonderful stay!"
United States
Cameron J.
The price is CA $144
CA $508 total
includes taxes & fees
Mar 8 - Mar 9
Urban Explorer Pad | Near Downtown + Yard
10.0 out of 10, Exceptional, (118 reviews)
"Host met onsite, informed of details and was friendly and helpful. Good location and nicely remodeled older home w lots of updates. Would stay again. "
United States
Dale K.
The price is CA $178
CA $324 total
includes taxes & fees
Mar 2 - Mar 3
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Oregon Township Hotel Reviews

Find out more about Oregon Township

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oregon Township. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Oregon Township?

Yes, there are vacation rentals near the most popular points of interest in Oregon Township, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Oregon Township has to offer?

Charming home in the heart of the city!: Visitors like this Oregon Township vacation home rental. It is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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.

What can I see and do in Oregon Township?

While exploring the area, visit family-friendly sights like Charlestown Family Activities Park, or get outside and enjoy nature at Deam Lake State Recreation Area. Charlestown State Park and Champions Pointe Golf Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Oregon Township?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Oregon Township. Vacation rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family gatherings.