Vacation Homes in Oakland City, IN

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Vacation Homes in Oakland City

Don't see what you're looking for?
See all available properties in Oakland City
View all properties
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.

Top hotels in Oakland City

Find the Best Vacation Homes in Oakland City

Why book a vacation home in Oakland City?

Vacation homes in Oakland City make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Oakland City?

Private Oakland City rental homes range between $77 total - $327 total per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Oakland City vacation home rentals. You might look for Oakland City rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Oakland City offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Oakland City?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Oakland City. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Oakland City hotels and vacation homes that best suit your stay. We also have deals for flights, and Oakland City car rentals. You’ll save even more when you bundle your items into a Oakland City vacation package!

How many vacation homes are available to book in Oakland City?

There are 65 rental homes in Oakland City. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Oakland City?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Oakland City Vacation Homes essential information

Accommodation
65 Vacation Homes
Lowest Price
$77 total
Highest Price
$327 total
Popular accommodation
Nature’s Retreat with Game Room | Hot Tub | Sauna, Chestnut Street Retreat, Cozy Bungalow in a nice friendly neighborhood, Another Oasis just 6 miles from Holiday World, THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water, Vibrant and art-filled retreat, perfect for families and small groups., Tranquil Hideaway: Your Private Lakefront Retreat, The Family Oasis just 6 miles from Holiday World, Spacious 1450 sf 2 BR Private Suite w/Dog Fe, Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky. , Comfort and Charm Highly Recommended, Cozy Cottage, 3 mins from EVV, fenced yard