Oaktown Vacation Rentals from $146: Search Short-Term Rentals

Q: What's the top vacation rental in Oaktown?

Modern Tiny Home w/ Hot Tub Retreat : This vacation home rental outside of Oaktown offers a hot tub, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

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In two weeks

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Our top choices for Oaktown vacation rentals

Cottage, Ensuite (Storybook House) | Exterior

1. Pleasant Grove Farm LLC

Linton

Bailey

$130 nightly

Aug 12 - Aug 13

Total with taxes and fees

2. Illinois Vacation Rental Home: Pets Welcome

Palestine

$327 nightly

Aug 12 - Aug 13

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

3. 3 Bed/1 Bath Close to Everything in Robinson

Robinson

$232 nightly

Aug 12 - Aug 13

Total with taxes and fees

4. Relaxing Small-Town Retreat in Lawrenceville

Lawrenceville

Lori L.

$235 nightly

Aug 14 - Aug 15

Total with taxes and fees

5. Enjoyable 3-bedroom house in charming Robinson

Robinson

$156 nightly

Aug 12 - Aug 13

Total with taxes and fees

6. Illinois Vacation Rental Home: Pets Welcome

Palestine

Dori N.

$336 nightly

Aug 12 - Aug 13

Total with taxes and fees

7. Unique cozy 14x40 Cabin with a nice deck by the water .

Jasonville

Glen C.

$176 nightly

Aug 17 - Aug 18

Total with taxes and fees

8. Cozy East Side Condo in Washington close to City Park and Hospital

Washington

ERIC

$279 nightly

Aug 12 - Aug 13

Total with taxes and fees

9. Comfortable 2BR on the Square

Robinson

Brent G.

$232 nightly

Aug 12 - Aug 13

Total with taxes and fees

10. Cozy and relaxing

Linton

Jason L.

$225 nightly

Aug 27 - Aug 28

Total with taxes and fees

11. Studio with Queen Bed

Robinson

$120 nightly

Aug 12 - Aug 13

Total with taxes and fees

12. Cozy Loft Hideaway in Robinson

Robinson

Mitchell M.

$193 nightly

Aug 16 - Aug 17

Total with taxes and fees

13. 1 Bedroom Apartment Near Marathon and Hershey

Robinson

Robert

$187 nightly

Aug 12 - Aug 13

Total with taxes and fees

14. ACE STAYS: Modern 1 BR apartment in Vincennes

Vincennes

$151 nightly

Sep 8 - Sep 9

Total with taxes and fees

15. Quaint 1BR with Kitchenette

Robinson

$176 nightly

Aug 12 - Aug 13

Total with taxes and fees

16. The Robinson Roost

Robinson

$297 nightly

Aug 13 - Aug 14

Total with taxes and fees

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Top Oaktown Hotel Reviews

TownePlace Suites by Marriott Vincennes

8/10 Good

"We stayed for three nights. Our room had a mold smell. But we tolerated it because we knew we wouldn’t be in the room much. The hotel is still ongoing renovations (has been for a long time) part of the parking lot is unavailable due to semi trailers sitting on them so we weren’t able to park our suv with a small trailer. We had to drop the trailer off and leave it at friends house. The bed was extremely uncomfortable and hard. Pillows were awful as well. Breakfast was decent. The room is equipped for extended stay. The gentleman at the front desk when we checked in was very nice and helpful. This hotel also allows pets which is a bonus. Our beagle had plenty of room to stretch out. Recommend building a dog park. This hotel also has a lot of construction and CSX workers staying at it so parking is even more limited but they were quiet."

Unique cozy 14x40 Cabin with a nice deck by the water .

10/10 Excellent

"The cabin was very clean and comfortable. It was very cozy and peaceful. We spent mornings and evenings on the deck that looks out over a small lake. We did not make use of them, but we noticed there were kayaks available, fishing docks and a rustic gazebo on the property. We enjoyed our stay and would rent this property again when in the area. Gloria was very friendly and helpful."

Lake View Cabin

10/10 Excellent

"This cabin was the perfect little retreat to unplug for the weekend. The pictures really do not do this property justice! We had the best time cooking over a fire, fishing, reading and just relaxing! Everything we needed was in the cabin and the hosts were a simple text away if we needed anything at all! David met us at the property to walk us through the cabin and answer any questions and there was even a plate of freshly baked chocolate chip cookies! Highly recommend and cannot wait to visit again!"

Modern Tiny Home w/ Hot Tub Retreat

10/10 Excellent

"The tiny home was very well appointed. It is exactly as advertised and then some. We walked in to find a hand-written note of welcome and a fresh-baked cake. Everything we needed from the kitchen to the bathroom and all other areas was ready and clean. The hot tub was great. The area was very peaceful and quiet throughout the day and night."

Find out more about Oaktown

Everything you need to know about Oaktown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oaktown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oaktown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oaktown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oaktown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oaktown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oaktown rentals

At Expedia, we put the best Oaktown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oaktown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oaktown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oaktown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Oaktown?

Yes, we give you a choice of vacation rentals near top points of interest in Oaktown, or you can choose a secluded option if you're looking for relaxation.

What's the top vacation rental in Oaktown?

Modern Tiny Home w/ Hot Tub Retreat: This vacation home rental outside of Oaktown offers a hot tub, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

What’s there to see and do in Oaktown?

While you're exploring the area, Rogers Clark National Historical Park and Sullivan County Park are a couple of picturesque spots to get outside and enjoy nature. Fife Opera House and Vincennes University are a couple of places you'll find in the larger area.

What’s a vacation rental in Oaktown like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Oaktown. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.

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Check prices for these dates

Our top choices for Oaktown vacation rentals

1. Pleasant Grove Farm LLC

2. Illinois Vacation Rental Home: Pets Welcome

3. 3 Bed/1 Bath Close to Everything in Robinson

4. Relaxing Small-Town Retreat in Lawrenceville

5. Enjoyable 3-bedroom house in charming Robinson

6. Illinois Vacation Rental Home: Pets Welcome

7. Unique cozy 14x40 Cabin with a nice deck by the water .

8. Cozy East Side Condo in Washington close to City Park and Hospital

9. Comfortable 2BR on the Square

10. Cozy and relaxing

11. Studio with Queen Bed

12. Cozy Loft Hideaway in Robinson

13. 1 Bedroom Apartment Near Marathon and Hershey

14. ACE STAYS: Modern 1 BR apartment in Vincennes

15. Quaint 1BR with Kitchenette

16. The Robinson Roost

Find vacation rentals that suit your style

Top Oaktown Hotel Reviews

TownePlace Suites by Marriott Vincennes

Holiday Inn Express Vincennes by IHG

Country View Inn & Suites

Hampton Inn Vincennes

Baymont by Wyndham Washington

Unique cozy 14x40 Cabin with a nice deck by the water .

Lake View Cabin

Modern Tiny Home w/ Hot Tub Retreat

Park Inn Motel

Find out more about Oaktown

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