Compare Cabins, Resorts, & Rentals in Oakland, Chicago, Illinois, USA
About Oakland Vacation Rentals
There are more than 998 incredible getaway rentals that are available in Oakland. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Oakland.
Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Oakland, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Oakland. Places to stay near Oakland are 798.74 ft² on average, with prices averaging US $416 a night.
Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Oakland. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.
Find Nearby Cabin Rentals in these Cities & Neighborhoods Oakland, IL
Frequently Asked Questions About Oakland?
What are the top cabins, lake houses & summer homes in Oakland?
- Penthouse, Lux stay near Downtown, McComick & Lake
- Beautiful Bronzeville Duplex!
- Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
- Just Minutes from Downtown Chicago
- Spacious 4 Bedroom (5 queen beds) 2 Bath in the kenwood neighborhood
- Just Minutes from Downtown Chicago
- Cheerful 4 bedroom smart home w/indoor fireplace
- Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.
- Cozy 3BR with Contemporary Vibe
- Modern Townhome in the Heart of Hyde Park
How many hotels, resorts, or cabin rentals are available in Oakland?
Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 998 in the Oakland area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Oakland.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Bronzeville Rental Cabins and Private Getaways in Chicago, Illinois | 101 |
| North Kenwood Rental Cabins and Private Getaways in Chicago, Illinois | 660 |
