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Oaktown Vacation Rentals

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Our top choices for Oaktown vacation rentals

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

Unique cozy 14x40 Cabin with a nice deck by the water .
Jasonville
9.8 out of 10, Exceptional, (23 reviews)
"Very peaceful property with beautiful view of water"
United States
Garry
$174 nightly
The price is $195
Jul 1 - Jul 2
Total with taxes and fees
Unique cozy 14x40 Cabin with a nice deck by the water .

Illinois Vacation Rental Home: Pets Welcome

Illinois Vacation Rental Home: Pets Welcome
3.0 star property
Palestine
10.0 out of 10, Exceptional, (1 review)
$327 nightly
The price is $346
Jun 29 - Jun 30
Total with taxes and fees
Illinois Vacation Rental Home: Pets Welcome

Pleasant Grove Farm LLC

Pleasant Grove Farm LLC
3.0 star property
Linton
9.4 out of 10, Exceptional, (103 reviews)
"absolutely beautiful stay, if you are visiting the goose pond area stay here!! it is a birders dream, perfect weekend getaway for two birders looking for some peace and quiet out in nature. we will be back!"
United States
Bailey
$130 nightly
The price is $146
Jul 1 - Jul 2
Total with taxes and fees
Pleasant Grove Farm LLC

Relaxing Small-Town Retreat in Lawrenceville

Relaxing Small-Town Retreat in Lawrenceville
Lawrenceville
10.0 out of 10, Exceptional, (16 reviews)
"It was perfect "
United States
Lori L.
$198 nightly
The price is $209
Jul 1 - Jul 2
Total with taxes and fees
Relaxing Small-Town Retreat in Lawrenceville

Illinois Vacation Rental Home: Pets Welcome

Illinois Vacation Rental Home: Pets Welcome
Palestine
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable. "
United States
Dori N.
$336 nightly
The price is $355
Jun 29 - Jun 30
Total with taxes and fees
Illinois Vacation Rental Home: Pets Welcome

Quaint 1BR with Kitchenette

Quaint 1BR with Kitchenette
Robinson
$176 nightly
The price is $186
Jun 29 - Jun 30
Total with taxes and fees
Quaint 1BR with Kitchenette

Cozy Loft Hideaway in Robinson

Cozy Loft Hideaway in Robinson
Robinson
10.0 out of 10, Exceptional, (3 reviews)
"Very pleasant stay. The loft was very clean and cozy as advertised."
United States
Mitchell M.
$201 nightly
The price is $212
Jun 29 - Jun 30
Total with taxes and fees
Cozy Loft Hideaway in Robinson

Cozy and relaxing

Cozy and relaxing
Linton
9.6 out of 10, Exceptional, (11 reviews)
"The property was very clean and as advertised. We had a wonderful stay!"
United States
Jason L.
$204 nightly
The price is $229
Jun 30 - Jul 1
Total with taxes and fees
Cozy and relaxing

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

Cozy East Side Condo in Washington close to City Park and Hospital
Washington
9.8 out of 10, Exceptional, (28 reviews)
"The condo was very nice and it met our every need"
United States
Angela
$278 nightly
The price is $322
Jun 30 - Jul 1
Total with taxes and fees
Cozy East Side Condo in Washington close to City Park and Hospital

1 Bedroom Apartment Near Marathon and Hershey

1 Bedroom Apartment Near Marathon and Hershey
Robinson
5.0 out of 10, (2 reviews)
"For the price paid, it was well worth it and comfortable. Door lock was a bit sticky, but the owner mentioned was going to replace it after my stay. Definitely would stay here again should my work schedule me odd hours. "
United States
Robert
$190 nightly
The price is $201
Jun 29 - Jun 30
Total with taxes and fees
1 Bedroom Apartment Near Marathon and Hershey

Comfortable 2BR on the Square

Comfortable 2BR on the Square
Robinson
10.0 out of 10, Exceptional, (3 reviews)
"Great location in the heart of Robinson"
United States
Brent G.
$237 nightly
The price is $250
Jun 29 - Jun 30
Total with taxes and fees
Comfortable 2BR on the Square

Spacious 3BR on the Square

Spacious 3BR on the Square
Robinson
$248 nightly
The price is $262
Jun 29 - Jun 30
Total with taxes and fees
Spacious 3BR on the Square
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.
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Top Oaktown Hotel Reviews

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.

Explore a world of travel with Expedia

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 City 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.