Oaktown Holiday Rentals

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Holiday Rentals in Oaktown

Charming 2-bedroom apartment with WiFi, AC in Pleasant Lawrenceville

2.0 star property
8.0 out of 10, Very good, (1)
"Was nice base on toliet down stairs leaked a bit shower upstairs lraked through the door a little "
The price is AU$313
includes taxes & fees
25 Nov - 26 Nov
Charming 2-bedroom apartment with WiFi, AC in Pleasant Lawrenceville

Pleasant Grove Farm LLC

3.0 star property
9.2 out of 10, Wonderful, (96)
"We can’t wait to come back!"
The price is AU$224
includes taxes & fees
24 Nov - 25 Nov
Pleasant Grove Farm LLC

Eagles Nest Camping Bee Hunter Cabin

9.8 out of 10, Exceptional, (31)
"Clean and had everything we needed"
Eagles Nest Camping Bee Hunter Cabin

Cozy and relaxing

10.0 out of 10, Exceptional, (6)
"We were in town for a family funeral. This home was perfect for our family. Such a great home. Comfortable, cozy and very nice. The Host was very easy communicate with and was very accommodating. Highly recommend!"
The price is AU$386
includes taxes & fees
23 Nov - 24 Nov
Cozy and relaxing

Lake View Cabin

9.8 out of 10, Exceptional, (69)
"Wonderful stay, beautiful cabin and scenery"
Lake View Cabin

Hillenbrand Hideaway- perfectly located!

10.0 out of 10, Exceptional, (11)
"Very relaxing after a long day in the woods"
Hillenbrand Hideaway- perfectly located!

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

10.0 out of 10, Exceptional, (4)
"We enjoyed the condo. Plenty of room & very nice. "
The price is AU$533
includes taxes & fees
23 Dec - 24 Dec
Cozy East Side Condo in Washington close to City Park and Hospital

Peaceful Robinson Home w/ Yard, Near Golf Courses!

3.0 star property
Peaceful Robinson Home w/ Yard, Near Golf Courses!

Quaint studio loft apartment on Eastside

10.0 out of 10, Exceptional, (1)
"I had a nice, convenient 10-days stay with much privacy. Matthew the host was friendly and helpfull and easy to be reached by messages."
Quaint studio loft apartment on Eastside

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

9.8 out of 10, Exceptional, (14)
"Beautiful, quaint, quiet and perfect place to get away from too busy hotels! We loved it and Gloria was fabulous! 5 stars on every thing. Can't wait to go back and stay longer!"
Unique cozy 14x40 Cabin with a nice deck by the water .

Eagles Nest Camping Black Creek Cabin

9.8 out of 10, Exceptional, (18)
"Property as described in listing.. Small campground in a remote area but still close to town! We had everything we needed for our short getaway weekend. We enjoyed our stay here!! Thank you to the hosts!"
Eagles Nest Camping Black Creek Cabin

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

10.0 out of 10, Exceptional, (2)
"Super cute, great location, would definitely stay here again "
LakeWay II- 4 min from US-41 and Lake Sullivan

Eagles Nest Camping Brewer Cabin

10.0 out of 10, Exceptional, (15)
"New condition, well appointed, good stay"
Eagles Nest Camping Brewer Cabin

Peaceful Cabin By The Lake

9.0 out of 10, Wonderful, (13)
"Cabin was perfect. The only let down was the pond which was overgrown with moss and was unable to catch any big fish. "
Peaceful Cabin By The Lake

The Chestnut Nest - Robinson

9.6 out of 10, Exceptional, (20)
"Nice property, spacious, convenient. Will stay again"
The Chestnut Nest - Robinson

Cozy Loft Hideaway in Robinson

10.0 out of 10, Exceptional, (1)
"Cute little place very cozy laundry just across the hall would definitely book again"
The price is AU$241
includes taxes & fees
22 Dec - 23 Dec
Cozy Loft Hideaway in Robinson

Pet-friendly home in Palestine with Fenced Yard! Weekly and monthly discounts!

10.0 out of 10, Exceptional, (3)
"Lovely home"
Pet-friendly home in Palestine with Fenced Yard! Weekly and monthly discounts!

The GreyStone House

9.6 out of 10, Exceptional, (8)
"I would recommend some nonslip mats for the bathtubs. I slipped while entering the shower and have likely broken my ankle. Otherwise we very much enjoyed the comfort and convenience of the house. "
The GreyStone House

Updated Robinson Vacation Rental w/ Fireplace!

8.8 out of 10, Excellent, (3)
"Great place, very roomy. There are no “extras” such as washcloths, soap, shampoo, or coffee, so be prepared. Also, bring your own pillows; one was very obviously yellowed. "
Updated Robinson Vacation Rental w/ Fireplace!

Cozy cottage 4 minutes from Lake Sullivan!

10.0 out of 10, Exceptional, (11)
"The place was great and the host was great, I don’t think it was obvious that it is connected to a bait shop (shares a wall) and basically in the parking lot of a Dairy Queen. So it’s loud traffic until midnight"
Cozy cottage 4 minutes from Lake Sullivan!
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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Other types of properties in Oaktown you may be interested in

Baymont by Wyndham Washington

2.5 star property
8.0 out of 10, Very good, (565)
"This hotel has a very good breakfast!"
The price is AU$170
includes taxes & fees
22 Dec - 23 Dec
Baymont by Wyndham Washington

Country View Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (181)
"Breakfast was great. The only thing that could be better is access to water other than out of the sink in your room. "
The price is AU$203
includes taxes & fees
7 Dec - 8 Dec
Country View Inn & Suites

Comfort Suites

2.5 star property
8.4 out of 10, Very good, (465)
"We stayed here after an IU game with our 3 children. I was pleased with tbe customer service with checking in and out. The room was clean some furniture a little dusty/outdated(no biggie). But what was amazing was the lady who was taking care of breakfast she was so polite and helpful. We would definitely stay again"
The price is AU$142
includes taxes & fees
18 Dec - 19 Dec
Comfort Suites
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Oaktown?

Yes, there are holiday rentals close to the most popular sights in Oaktown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oaktown has to offer?

Cozy and relaxing: This holiday home rental outside of Oaktown offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

What’s there to see and do in Oaktown?

While you're exploring the area, Sullivan County Park and Gregg 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 wider area.

What’s a holiday rental in Oaktown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oaktown. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for families.