Title: Oakland Vacation Rentals from $74: Search Short-Term Rentals | Expedia.com

[Oakland Travel Guide](https://expedia.com/Oakland.dx140460)[Hotels in Oakland](https://expedia.com/Oakland-Hotels.d140460.Travel-Guide-Hotels)[Flights to Oakland](https://expedia.com/Cheap-Flights-To-Oakland.d140460.Travel-Guide-Flights)[Car Rentals in Oakland](https://expedia.com/Car-Rentals-In-Oakland.d140460.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.com/Oakland.d140460.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=140460&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=140460&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=140460&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=140460&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oakland vacation rentals

![Exterior detail](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/w908h683x59y0-c71cbe8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/w505h639x260y44-7d2a8426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/w904h683x59y0-58146da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83880000/83870900/83870884/w904h683x60y0-b7e4f1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brickway Retreat

[](https://www.expedia.com/Mattoon-Hotels-Newly-Remodeled-2-Bed.h83870884.Hotel-Information)

Mattoon

9.8/10

Exceptional

(42 reviews)

"Always super clean and inviting!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melinda G.

$170 nightly

$180 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Mattoon-Hotels-Newly-Remodeled-2-Bed.h83870884.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/f3b1e21b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/056624fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/cc76d8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111970000/111960300/111960285/478ce805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

[](https://www.expedia.com/Mattoon-Hotels-Greenwave-Cottage-Fully-Furnished-3-Bedroom-Home-On-The-West-Edge-Of-Mattoon.h111960285.Hotel-Information)

Mattoon

10/10

Exceptional

(2 reviews)

"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chad S.

$248 nightly

$263 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Mattoon-Hotels-Greenwave-Cottage-Fully-Furnished-3-Bedroom-Home-On-The-West-Edge-Of-Mattoon.h111960285.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115910000/115907200/115907141/63f80e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115910000/115907200/115907141/93697920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115910000/115907200/115907141/0518eb73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115910000/115907200/115907141/3aa9c049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2BR Loft in Downtown Charleston, IL

[](https://www.expedia.com/Charleston-Hotels-Cozy-2BR-Loft-In-Downtown-Charleston.h115907141.Hotel-Information)

Charleston

10/10

Exceptional

(10 reviews)

"Cute little loft and great location in the main square with lots of walkable restaurants."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

$185 nightly

$196 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Charleston-Hotels-Cozy-2BR-Loft-In-Downtown-Charleston.h115907141.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119370000/119369800/119369739/6b4ef76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119370000/119369800/119369739/78e38a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/120000000/119370000/119369800/119369739/3f8667a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119370000/119369800/119369739/e6703383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bell Tent Under the Stars

[](https://www.expedia.com/Charleston-Hotels-Bell-Tent-Under-The-Stars.h119369739.Hotel-Information)

Charleston

$70 nightly

$74 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Charleston-Hotels-Bell-Tent-Under-The-Stars.h119369739.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112450000/112440500/112440416/72da4141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112450000/112440500/112440416/56d52d6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112450000/112440500/112440416/9feaa0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112450000/112440500/112440416/17378d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Log Retreat with Hot Tub, Near Homestead & Winery

[](https://www.expedia.com/Paris-Hotels-Hilltop-Hideaway-Log-Cabin.h112440416.Hotel-Information)

Paris

9.4/10

Exceptional

(9 reviews)

"Great experience "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph M.

$451 nightly

$478 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Paris-Hotels-Hilltop-Hideaway-Log-Cabin.h112440416.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/84000000/83580000/83572800/83572800/86f7a85d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83580000/83572800/83572800/65d129e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83580000/83572800/83572800/56de98d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83580000/83572800/83572800/53eb7274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

[](https://www.expedia.com/Marshall-Hotels-FAMILY-FRIENDLY-LAKE-HOUSE.h83572800.Hotel-Information)

Marshall

9.8/10

Exceptional

(25 reviews)

"Thanks Anna for all your help and hospitality!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie B.

$422 nightly

$447 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Marshall-Hotels-FAMILY-FRIENDLY-LAKE-HOUSE.h83572800.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=140460&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Oakland%2C+Illinois%2C+United+States+of+America&regionId=140460&latLong=39.653923%2C-88.026146&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Oakland%2C+Illinois%2C+United+States+of+America&regionId=140460&latLong=39.653923%2C-88.026146&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Oakland%2C+Illinois%2C+United+States+of+America&regionId=140460&latLong=39.653923%2C-88.026146&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

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## Top Oakland Hotel Reviews

![Holiday Inn Express Tuscola by IHG](https://images.trvl-media.com/lodging/1000000/70000/64300/64216/726be99e_y.jpg)

### Holiday Inn Express Tuscola by IHG

10/10 Excellent

"The room was very clean and breakfast was delicious."

[](https://expedia.com/Champaign-Hotels-Holiday-Inn-Express-Tuscola.h64216.Hotel-Information)

![Clarion Pointe Mattoon near University](https://images.trvl-media.com/lodging/1000000/20000/10800/10742/6dee7d6c_y.jpg)

### Clarion Pointe Mattoon near University

10/10 Excellent

"Room was clean and smelled nice. Staff was friendly. Breakfast was less than anything exciting but great for a quick grab and go. Stayed during a busy weekend for a sporting event. "

[](https://expedia.com/Mattoon-Hotels-Baymont-By-Wyndham-Mattoon.h10742.Hotel-Information)

![Green Mill Village Hotel & Suites, BW Signature Collection](https://images.trvl-media.com/lodging/6000000/5450000/5440700/5440683/4c932e25_y.jpg)

### Green Mill Village Hotel & Suites, BW Signature Collection

10/10 Excellent

"Our stay was wonderful!! The room was very clean, the breakfast was always good and the staff were very respectful! "

[](https://expedia.com/Champaign-Hotels-Best-Western-Plus-Green-Mill-Village-Hotel-Suites.h5440683.Hotel-Information)

![Comfort Suites Mattoon East](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/6759fc3e_y.jpg)

### Comfort Suites Mattoon East

10/10 Excellent

"Great stay!"

[](https://expedia.com/Effingham-Hotels-Comfort-Suites-Mattoon.h474235.Hotel-Information)

![Super 8 by Wyndham Mattoon](https://images.trvl-media.com/lodging/1000000/50000/49800/49707/2e073a1e_y.jpg)

### Super 8 by Wyndham Mattoon

10/10 Excellent

"The staff went above and beyond to accommodate me and my family "

[](https://expedia.com/Effingham-Hotels-Super-8-By-Wyndham-Mattoon.h49707.Hotel-Information)

![Hilton Garden Inn Mattoon,  Il](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/12c48720_y.jpg)

### Hilton Garden Inn Mattoon, Il

10/10 Excellent

"Great hotel with a pool, fitness center, bar and restaurant. "

[](https://expedia.com/Mattoon-Hotels-Hilton-Garden-Inn-Mattoon.h78285150.Hotel-Information)

![Baymont by Wyndham Tuscola](https://images.trvl-media.com/lodging/1000000/10000/300/278/63f30274_y.jpg)

### Baymont by Wyndham Tuscola

10/10 Excellent

"Room was very clean, hot tub and pool were great. The kids loved everything and wasn't ready to leave."

[](https://expedia.com/Champaign-Hotels-Baymont-By-Wyndham-Tuscola.h278.Hotel-Information)

![Hampton Inn Paris](https://images.trvl-media.com/lodging/59000000/59000000/58990600/58990518/943b56cf_y.jpg)

### Hampton Inn Paris

10/10 Excellent

"We requested an accessible room and we got it. The room was very large and my husband's wheelchair had no problems in the doorways or the shower. The front desk staff is very personable. But the breakfast staff is beyond excellent! Some of the best oatmeal I've eaten. And she's also very friendly. "

[](https://expedia.com/Paris-Hotels-Hampton-Inn-Paris.h58990518.Hotel-Information)

![Super 8 by Wyndham Tuscola](https://images.trvl-media.com/lodging/1000000/60000/50700/50682/1c71885d_y.jpg)

### Super 8 by Wyndham Tuscola

10/10 Excellent

"very clean and comfortable stay.."

[](https://expedia.com/Champaign-Hotels-Super-8-By-Wyndham-Tuscola.h50682.Hotel-Information)

## Find out more about Oakland

**Everything you need to know about Oakland vacation rentals**

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

**Oakland vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $74 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Oakland rentals**

At Expedia, we put the best Oakland vacation 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 Oakland 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 Oakland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. 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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- [Vacation Homes in Oakland ](https://expedia.com/Oakland-Private-Vacation-Homes.d140460-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Motels in Oakland ](https://expedia.com/Oakland-Motels.d140460-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Oakland ](https://expedia.com/Oakland-Cottages.d140460-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Oakland ](https://expedia.com/Oakland-Apartments.d140460-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakland ](https://expedia.com/Oakland-Cabins.d140460-aaCabins.Travel-Guide-Accommodation)
- [B&B in Oakland ](https://expedia.com/Oakland-Bed-And-Breakfast.d140460-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Oakland?

### What's the top vacation rental in Oakland?

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### What are vacation rentals like in Oakland?

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