Compare Villas, Resorts, & Rentals in Oakland, Maryland, USA
About Oakland Vacation Rentals
There are more than 983 incredible getaway rentals that are available in Oakland. These choices include villas, 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. Relax with BedroomVillas and uncover great stays in Oakland.
BedroomVillas features numerous last-minute deals on villas, hotels, and 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 BedroomVillas 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 BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Oakland. Places to stay near Oakland are 1751.58 ft² on average, with prices averaging US $460 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime 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 place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Oakland, MD
Frequently Asked Questions About Oakland?
What are the top hotels or resorts in Oakland?
- Sunny Escape 2 - A new era for a well loved lake front home
- 5 STAR OWNER Managed, Lake Xcess, dock, Pool, Pickle-ball, Home Theater, firepit
- Level lakefront, family-friendly, hot tub, low fees, private dock
- Timroc II, FIVE STAR REVIEWS! 15 MINUTES FROM WISP! HOT TUB! PRIVATE 2 ACRES!
- Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swingn
- Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table
- Fall Fun at our Centrally Located Lake View Condo that sleeps 6!
- Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip
- Unobstructed lake views from living areas. Restaurants & activities in minutes
- Gathering Place: Lakefront w. boat slip | Dog friendly | Hot tub | Fire pit
How many hotels, resorts, or rentals are available in Oakland?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 983 in the Oakland area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Oakland.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Mountainside Rental Villas and Private Getaways in Cumberland, Maryland | 63 |
| Blakeslee Rental Villas and Private Getaways in Cumberland, Maryland | 40 |
| Paradise Point Rental Villas and Private Getaways in Cumberland, Maryland | 27 |
| Silver Ridge Rental Villas and Private Getaways in Cumberland, Maryland | 1613 |
| The View Rental Villas and Private Getaways in Cumberland, Maryland | 1483 |
| Timbers on the Yough Rental Villas and Private Getaways in Cumberland, Maryland | 139 |
