Oakland Vacation Rentals from ￥12,492: Search Short-Term Rentals

Q: What's the top vacation rental in Oakland?

Brickway Retreat : This vacation home rental outside of Oakland is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Oakland vacation rentals

Bell Tent Under the Stars

Charleston

￥12,492 total

includes taxes & fees

Jun 5 - Jun 6

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway

Mattoon

Daniel S.

￥31,987 total

includes taxes & fees

Jun 14 - Jun 15

Brickway Retreat

Mattoon

VINCENT

￥28,696 total

includes taxes & fees

Jun 8 - Jun 9

Cozy 2BR Loft in Downtown Charleston, IL

Charleston

Thomas

￥31,229 total

includes taxes & fees

Jun 2 - Jun 3

Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Paris

Mike R.

￥76,126 total

includes taxes & fees

Jun 2 - Jun 3

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

Marshall

Kylie N.

￥75,957 total

includes taxes & fees

Jun 2 - Jun 3

View all properties

Find vacation rentals that suit your style

Apartments

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Oakland Hotel Reviews

Hampton Inn Paris

6/10 Okay

"We got there at 4 o’clock and had four rooms reserved and two of the rooms were not done. We had to go out to eat and get everything in the car and come back and could not check into the last two rooms until 5 o’clock wasn’t very convenient."

Quality Inn Arcola

8/10 Good

"Checking went without any issues, Staff was nice. The room was satisfactory, clean and ready. nice to have a mini fridge for leftovers from dinner, but unfortunately the microwave did not work. Thankfully the AC worked. We checked in late and only stayed for one night, so it was fine. We didn't even turn on the TV to see if it worked LOL, (too tired). I was looking forward to the swimming pool, but it was closed. By the looks of it it has seen better days. Breakfast was good, but ran out of Orange Juice and no Apple Juice and I could not locate staff. I think the hotel was short staffed due to the State T&F Championship at Eastern Univ. which we came from. overall our stay was good."

Fairfield by Marriott Inn & Suites Mattoon

4/10 Poor

"AC unit was broken and making noises. The pool was still being built so my kids were sad and wish they told us sooner that it wasn’t ready yet. The elevator broke multiple times with people inside. Place was brand new and probably opened too soon. Once all the kinks are ironed out it will be a nice place to stay. Our room was clean and staff was really nice. Location was great too and next to gas station, grocery and restaurants."

Hilton Garden Inn Mattoon, Il

4/10 Poor

"When we checked in there was no one at the desk which required us to wait for several minutes. The bed frame had a piece of it sticking out the side on which my wife cut her leg. The breakfast wasn’t bad, however all they had to drink was coffee or hot tea. They had cereal which meant there had to be milk somewhere. It took a trip to the front desk to ask about it. The desk attendant went to get someone from the kitchen staff who finally brought out a few cartons of milk. The hotel wasn’t bad overall but for the price this was a highly disappointing experience. Would not recommend."

Find out more about Oakland

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

View our selection of featured holiday rentals in Oakland
Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

Frequently asked questions

Are there vacation rentals in Oakland?

Yes, there are vacation rentals near popular sights in Oakland, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Oakland?

Brickway Retreat: This vacation home rental outside of Oakland is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Oakland?

While you're exploring the area, Kelly Moore Memorial Park and Rockome Gardens are a couple of picturesque spots to get outside and enjoy nature. Walnut Point State Park and Eastern Illinois University are a couple of places you'll find in the larger area.

What are vacation rentals like in Oakland?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Oakland. Vacation rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oakland vacation rentals

Bell Tent Under the Stars

The Little House on Prairie: Family-Friendly 2-Bedroom Getaway

Brickway Retreat

Cozy 2BR Loft in Downtown Charleston, IL

Luxury Log Retreat with Hot Tub, Near Homestead & Winery

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

Find vacation rentals that suit your style

Top Oakland Hotel Reviews

Hampton Inn Paris

Quality Inn Arcola

Holiday Inn Express & Suites Mattoon by IHG

Unique Suites Hotel

Holiday Inn Express Tuscola by IHG

Days Inn by Wyndham Charleston

Fairfield by Marriott Inn & Suites Mattoon

Best Western Heartland Inn

Hilton Garden Inn Mattoon, Il

Find out more about Oakland

Frequently asked questions

Go further with the Expedia app