Oakland Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Oakland

Property grounds
Bell Tent Under the Stars

Camping in Charleston

Bell Tent Under the Stars
Fridge, microwave, oven, stovetop
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Holiday Home in Mattoon

10.0 out of 10, Exceptional, (1)
"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."
United States
Chad S.
The price is HK$934
HK$2,046 total
includes taxes & fees
7 Dec - 8 Dec
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Fridge, microwave, oven, stovetop
Cozy 2BR Loft in Downtown Charleston, IL

Apartment in Charleston

10.0 out of 10, Exceptional, (8)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is HK$1,168
HK$1,526 total
includes taxes & fees
6 Dec - 7 Dec
Cozy 2BR Loft in Downtown Charleston, IL
Fridge, microwave, oven, stovetop
Brickway Retreat

Holiday Home in Mattoon

9.8 out of 10, Exceptional, (39)
"This house was perfect! Very clean, beautifully decorated and very cozy. So many nice extras. Because of bad weather we had to modify our stay and we were very grateful that the hosts were able to accommodate us. We would absolutely stay here again. "
United States
Shari
The price is HK$856
HK$1,403 total
includes taxes & fees
6 Dec - 7 Dec
Brickway Retreat
Terrace/patio
Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Cabin in Paris

9.4 out of 10, Exceptional, (9)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
United States
Hollie D.
The price is HK$2,102
HK$3,572 total
includes taxes & fees
5 Dec - 6 Dec
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Outdoor dining
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

Holiday Home in Marshall

9.8 out of 10, Exceptional, (23)
"Thanks Anna for all your help and hospitality!"
United States
Julie B.
The price is HK$1,627
HK$3,341 total
includes taxes & fees
8 Dec - 9 Dec
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
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 Oakland Hotel Reviews

Baymont by Wyndham Tuscola

Baymont by Wyndham Tuscola

10/10 Excellent
"The room was huge and very clean"
Aimee 1-night trip
Posted 6 days ago
Baymont by Wyndham Tuscola

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 holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, 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 Oakland has to offer?

Cozy 3 bedroom home! Located in the heart of Arthur, Illinois : This holiday home rental outside of Oakland is located in the city centre, and has a patio, a BBQ and air conditioning 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. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in Oakland?

While you're exploring the area, Rockome Gardens and Kelly Moore Memorial Park 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 wider area.

What are holiday rentals like in Oakland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakland. Holiday rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.