Oakland Holiday Rentals
About Casai's Private Villas and Holiday Rentals in Oakland
Discover more than 50 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 733.65 ft², with nightly prices averaging CA $438.
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.
Top Accommodation Types in Oakland
| Type | Count |
|---|---|
| Vacation Homes | 18 |
| Holiday Apartments | 10 |
| Cottages | 5 |
Use these Quick Filters to Find a Holiday Rental in Oakland
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Oakland.
Weather in Oakland, ME
View the weather forecast for Oakland before booking your Oakland Vacation Rentals to confirm your best time to go.
Top Attractions Around Oakland, ME
Casai offers a large selection of top attractions around Oakland . Research things to do on your vacation before you visit Oakland.
Frequently Asked Questions About Oakland?
What are the top holiday rentals in Oakland?
With numerous options available in Oakland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oakland:
- Rustic & Cozy Cabin – Steps away from beautiful Salmon Lake
- Classy AF Home Steps from Colby and Trails
- Central Maine Apartment offering 4 Seasons of Fun.
- Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes
- Lakefront home near Colby College and Thomas College
- Quaint Little Cottagen
- Lake Front with Amazing Sunsets on McGrath Pond
- Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
- Sister A Frame in the Woods
- Belgrade Lakes McGrath Pond
Which holiday homes in Oakland are best for families?
If you're searching for a family-friendly holiday home in Oakland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Oakland:
- Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe
- Lakefront Oakland Vacation Rental with Dock and Views!
- Rustic & Cozy Cabin – Steps away from beautiful Salmon Lake
How many Casai.ca holiday rentals are available in Oakland?
As of 2026, Casai boasts over 50 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.













































