Oaktown Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Oaktown vacation rentals

Cottage, Ensuite (Storybook House) | Exterior

Cottage in Linton

Pleasant Grove Farm LLC
3.0 star property
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 ￥20,298
￥22,734 total
includes taxes & fees
Mar 3 - Mar 4
Pleasant Grove Farm LLC
Interior

Cabin in Jasonville

Unique cozy 14x40 Cabin with a nice deck by the water .
9.8 out of 10, Exceptional, (18 reviews)
"Wonderful weekend, beautiful lake. Loved our stay!"
United States
Kenny H.
The price is ￥18,112
￥32,527 total
includes taxes & fees
Mar 29 - Mar 30
Unique cozy 14x40 Cabin with a nice deck by the water .
Private kitchen

Apartment in Lawrenceville

Relaxing Small-Town Retreat in Lawrenceville
10.0 out of 10, Exceptional, (13 reviews)
"Very open and spacious, clean rooms, had everything we needed for our short stay. Being over the “Off the Square” restaurant was a beautiful thing. We ate there for almost every meal 10/10. "
United States
Dawson B.
The price is ￥16,137
￥32,470 total
includes taxes & fees
Mar 3 - Mar 4
Relaxing Small-Town Retreat in Lawrenceville
Smart TV

Condo in Washington

Cozy East Side Condo in Washington close to City Park and Hospital
10.0 out of 10, Exceptional, (23 reviews)
"Clean location, perfect for our stay"
United States
chris t.
The price is ￥22,484
￥50,533 total
includes taxes & fees
Feb 27 - Feb 28
Cozy East Side Condo in Washington close to City Park and Hospital
Interior

Vacation Home in Linton

Cozy and relaxing
9.6 out of 10, Exceptional, (11 reviews)
"We had a great stay. Everything was perfect for us. We enjoyed it. "
United States
Justin K.
The price is ￥22,919
￥37,893 total
includes taxes & fees
Mar 29 - Mar 30
Cozy and relaxing
Interior

Vacation Home in Sullivan

LakeWay II- 4 min from US-41 and Lake Sullivan
10.0 out of 10, Exceptional, (7 reviews)
"Place was very clean and had everything you needed for the stay. Location is perfect-close to everything. Really appreciated the TV service so our son had something to watch in the evening. Love the place and will definitely stay again!"
United States
Ivan H.
The price is ￥18,737
￥38,123 total
includes taxes & fees
Mar 2 - Mar 3
LakeWay II- 4 min from US-41 and Lake Sullivan
Property grounds

Cabin in Linton

Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.
10.0 out of 10, Exceptional, (6 reviews)
"Our visit to Pine Oaks cabin was perfect in every way! Deloris met us there and showed my 4-year-old granddaughter the “secret room” and from then on she was in heaven! We don’t live close to each other, so our stay at the cabin felt like being at home together. There were board games, movies, a fire pit and a whole game room to enjoy! We could have stayed a week and not run out of things to do. The attention to detail was flawless and everything we needed was right there. Every room was a...
United States
Carolyn M.
The price is ￥26,661
￥33,353 total
includes taxes & fees
Mar 10 - Mar 11
Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.
Interior

Apartment in Robinson

Studio with Queen Bed
The price is ￥12,179
￥23,296 total
includes taxes & fees
Feb 27 - Feb 28
Studio with Queen Bed
Exterior

Apartment in Robinson

The Robinson Roost
The price is ￥20,463
￥45,734 total
includes taxes & fees
Mar 29 - Mar 30
The Robinson Roost
Exterior detail

Apartment in Robinson

1 Bedroom Apartment Near Marathon and Hershey
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 ￥18,737
￥38,778 total
includes taxes & fees
Feb 27 - Feb 28
1 Bedroom Apartment Near Marathon and Hershey
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

Pleasant Grove Inn

Pleasant Grove Inn

10/10 Excellent
"It was perfect for me. "
Carolyn 2-night trip
Posted 2 days ago
Pleasant Grove Inn

Find out more about Oaktown

Search for holiday rentals in Oaktown on Expedia! You can easily find your home rentals, villas, holiday apartments in Oaktown using one of the methods below:

  • View our selection of featured holiday rentals in Oaktown
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Look no further and take a look at our great range of rental properties in Oaktown!

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.