Oaktown Vacation Rentals

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Our top choices for Oaktown vacation rentals

Pleasant Grove Farm LLC

Pleasant Grove Farm LLC
3.0 star property
Linton
9.4 out of 10, Exceptional, (101 reviews)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
United States
Craig
$130 nightly
The price is $146
Feb 10 - Feb 11
Total with taxes and fees
Pleasant Grove Farm LLC

Cozy cottage 4 minutes from Lake Sullivan!

Cozy cottage 4 minutes from Lake Sullivan!
Sullivan
10.0 out of 10, Exceptional, (17 reviews)
"Cute place, exceptionally clean. Close to several restaurants. Rate is reasonable. Good for couple or close family stay."
United States
Lana D.
$195 nightly
The price is $218
Feb 10 - Feb 11
Total with taxes and fees
Cozy cottage 4 minutes from Lake Sullivan!

Relaxing Small-Town Retreat in Lawrenceville

Relaxing Small-Town Retreat in Lawrenceville
Lawrenceville
10.0 out of 10, Exceptional, (13 reviews)
"Great stay."
United States
Gerald B.
$196 nightly
The price is $207
Feb 10 - Feb 11
Total with taxes and fees
Relaxing Small-Town Retreat in Lawrenceville

Cozy and relaxing

Cozy and relaxing
Linton
9.4 out of 10, Exceptional, (9 reviews)
"The property was very clean and as advertised. We had a wonderful stay!"
United States
Jason L.
$203 nightly
The price is $228
Feb 10 - Feb 11
Total with taxes and fees
Cozy and relaxing

LakeWay II- 4 min from US-41 and Lake Sullivan

LakeWay II- 4 min from US-41 and Lake Sullivan
Sullivan
10.0 out of 10, Exceptional, (6 reviews)
"Super cute, great location, would definitely stay here again "
United States
Melinda S.
$207 nightly
The price is $232
Feb 23 - Feb 24
Total with taxes and fees
LakeWay II- 4 min from US-41 and Lake Sullivan

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
10.0 out of 10, Exceptional, (23 reviews)
"Clean location, perfect for our stay"
United States
chris t.
$279 nightly
The price is $324
Feb 10 - Feb 11
Total with taxes and fees
Cozy East Side Condo in Washington close to City Park and Hospital

Large Private Studio with Garage Washer Dryer AC WiFi Pet Friendly Sleeps 6

Large Private Studio with Garage Washer Dryer AC WiFi Pet Friendly Sleeps 6
Sullivan
10.0 out of 10, Exceptional, (2 reviews)
"This is the perfect place to stay! Communication was great and such an easy check-in/check-out. We will definitely stay here again!!! Thank you Lisa!"
United States
Jamie H.
$247 nightly
The price is $277
Feb 10 - Feb 11
Total with taxes and fees
Large Private Studio with Garage Washer Dryer AC WiFi Pet Friendly Sleeps 6

Studio with Queen Bed

Studio with Queen Bed
Robinson
$148 nightly
The price is $149
Feb 10 - Feb 11
Total with taxes and fees
Studio with Queen Bed

Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.
Linton
10.0 out of 10, Exceptional, (6 reviews)
$191 nightly
The price is $214
Feb 10 - Feb 11
Total with taxes and fees
Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

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
$235 nightly
The price is $248
Feb 14 - Feb 15
Total with taxes and fees
1 Bedroom Apartment Near Marathon and Hershey

Quaint 1BR with Kitchenette

Quaint 1BR with Kitchenette
Robinson
$243 nightly
The price is $245
Feb 10 - Feb 11
Total with taxes and fees
Quaint 1BR with Kitchenette

Spacious 3BR on the Square

Spacious 3BR on the Square
Robinson
$365 nightly
The price is $368
Feb 10 - Feb 11
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.

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?

Waterfront Gem w/ Private Dock on Sullivan Lake!: This vacation home rental outside of Oaktown is located on a lake and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. 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’s there to see and do in Oaktown?

While you're exploring the area, Indiana Territorial Capitol 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.