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
The price is CA $178
CA $199 total
includes taxes & fees
Feb 8 - Feb 9
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.
The price is CA $157
CA $303 total
includes taxes & fees
Feb 9 - Feb 10
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.
The price is CA $142
CA $285 total
includes taxes & fees
Feb 8 - Feb 9
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.
The price is CA $181
CA $316 total
includes taxes & fees
Feb 8 - Feb 9
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.
The price is CA $148
CA $317 total
includes taxes & fees
Feb 9 - Feb 10
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.
The price is CA $197
CA $441 total
includes taxes & fees
Feb 8 - Feb 9
Cozy East Side Condo in Washington close to City Park and Hospital

Large Private Studio with Garage Washer Dryer AC WiFi Pet Friendly Sleeps 4

Large Private Studio with Garage Washer Dryer AC WiFi Pet Friendly Sleeps 4
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.
The price is CA $183
CA $383 total
includes taxes & fees
Feb 9 - Feb 10
Large Private Studio with Garage Washer Dryer AC WiFi Pet Friendly Sleeps 4

Studio with Queen Bed

Studio with Queen Bed
Robinson
The price is CA $107
CA $204 total
includes taxes & fees
Feb 8 - Feb 9
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)
The price is CA $234
CA $297 total
includes taxes & fees
Feb 10 - Feb 11
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
The price is CA $164
CA $338 total
includes taxes & fees
Feb 8 - Feb 9
1 Bedroom Apartment Near Marathon and Hershey

Quaint 1BR with Kitchenette

Quaint 1BR with Kitchenette
Robinson
The price is CA $194
CA $333 total
includes taxes & fees
Feb 8 - Feb 9
Quaint 1BR with Kitchenette

Spacious 3BR on the Square

Spacious 3BR on the Square
Robinson
The price is CA $306
CA $500 total
includes taxes & fees
Feb 8 - Feb 9
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

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 Oaktown. 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 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.