Holiday Rentals in Oaktown

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Our top choices for Oaktown holiday 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 €123
includes taxes & fees
3 Mar - 4 Mar
Pleasant Grove Farm LLC

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, (18 reviews)
"Wonderful weekend, beautiful lake. Loved our stay!"
United States
Kenny H.
The price is €180
includes taxes & fees
29 Mar - 30 Mar
Unique cozy 14x40 Cabin with a nice deck by the water .

Relaxing Small-Town Retreat in Lawrenceville

Relaxing Small-Town Retreat in Lawrenceville
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 €177
includes taxes & fees
27 Feb - 28 Feb
Relaxing Small-Town Retreat in Lawrenceville

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 €275
includes taxes & fees
27 Feb - 28 Feb
Cozy East Side Condo in Washington close to City Park and Hospital

Cozy and relaxing

Cozy and relaxing
Linton
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 €214
includes taxes & fees
29 Mar - 30 Mar
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, (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.
LakeWay II- 4 min from US-41 and Lake Sullivan

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)
"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 €185
includes taxes & fees
2 Mar - 3 Mar
Pine Oaks Cabin includes Guest Pole Barn. Modern comfort meets county living.

Studio with Queen Bed

Studio with Queen Bed
Robinson
The price is €130
includes taxes & fees
27 Feb - 28 Feb
Studio with Queen Bed

The Robinson Roost

The Robinson Roost
Robinson
The price is €247
includes taxes & fees
27 Feb - 28 Feb
The Robinson Roost

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 €212
includes taxes & fees
27 Feb - 28 Feb
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

Find out more about Oaktown

Everything you need to know about Oaktown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oaktown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oaktown holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oaktown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oaktown holiday rentals we have selected for you start as low as €123 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oaktown rentals

At Expedia, we put the best Oaktown holiday 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 holiday.

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. 

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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?

Waterfront Gem w/ Private Dock on Sullivan Lake!: This holiday home rental outside of Oaktown is located on a lake, and has a garden, a selection of games and a BBQ 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 that 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 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.