Compare Villas, Resorts, & Rentals in Oakland, Maryland, USA
About Casai's Private Villas and Holiday Rentals in Oakland
Discover more than 925 vacation rentals available in Oakland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oakland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oakland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oakland. On average, places to stay near Oakland offer 1849.82 ft², with nightly prices averaging ZA R8,178.
With Casai, finding and comparing holiday rentals in Oakland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Oakland, MD
Frequently Asked Questions About Oakland?
What are the top holiday rentals in Oakland?
- Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
- The Love Shack- The BEST Couples and Small Family Retreat at Deep Creek Lake!
- Sunny Escape 2 - A new era for a familiar 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! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
- Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swingn
- Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
- Fall Fun at our Centrally Located Lake View Condo that sleeps 6!
- Lakefront, dog friendly, dock slip, hot tub, and fire pit
How many Casai.co.za holiday rentals are available in Oakland?
As of 2025, Casai boasts over 925 properties listed in the Oakland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oakland.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Mountainside Vacation Rentals in Cumberland, Maryland | 75 |
| Blakeslee Vacation Rentals in Cumberland, Maryland | 53 |
| Paradise Point Vacation Rentals in Cumberland, Maryland | 31 |
| Silver Ridge Vacation Rentals in Cumberland, Maryland | 1453 |
| The View Vacation Rentals in Cumberland, Maryland | 1734 |
| Timbers on the Yough Vacation Rentals in Cumberland, Maryland | 104 |
