What are the top rated Cottage Rentals in Oakland?

There are a lot of options in Oakland. If you plan on staying in the Oakland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Oakland: <a href="/property/classy-af-home-steps-from-colby-and-trails/HA-3211533417" class="class="static-page-link"">Classy AF Home Steps from Colby and Trails</a> <a href="/property/central-maine-apartment-offering-4-seasons-of-fun/HA-3212506542" class="class="static-page-link"">Central Maine Apartment offering 4 Seasons of Fun.</a> <a href="/property/modern-lakeside-log-cabin-on-pristine-east-pond-oakland-maine-s-belgrade-lakes/HA-3213057133" class="class="static-page-link"">Modern lakeside log cabin on pristine East Pond Oakland Maine&#39;s Belgrade Lakes</a> <a href="/property/quaint-little-cottagen/HA-3213581111" class="class="static-page-link"">Quaint Little Cottagen</a> <a href="/property/lake-front-with-amazing-sunsets-on-mcgrath-pond/HA-3212037344" class="class="static-page-link"">Lake Front with Amazing Sunsets on McGrath Pond</a> <a href="/property/lakefront-3-bedroom-pet-friendly-on-messalonskee-relax-rejuvenate-and-restore/HA-3214124971" class="class="static-page-link"">Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore</a> <a href="/property/sister-a-frame-in-the-woods/HA-3213903758" class="class="static-page-link"">Sister A Frame in the Woods</a> <a href="/property/belgrade-lakes-mcgrath-pond/HA-3213275094" class="class="static-page-link"">Belgrade Lakes McGrath Pond</a> <a href="/property/cozy-getaway-farmhouse-with-wood-stove-jacuzzi-tub/HA-3214460005" class="class="static-page-link"">Cozy getaway: farmhouse with wood stove &amp; jacuzzi tub</a> <a href="/property/sister-a-frame-in-woods-b/HA-3214486398" class="class="static-page-link"">Sister A-Frame in Woods B</a>

How much does it cost to rent a cottage in Oakland?

The average cost for a cottage rental in Oakland is $303 per night. Journey2asia has a wide list of great cottages near Oakland that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Oakland that allow pets?

Yes, here are the top cottage rentals in Oakland that allow you to bring your pet: Lavender Haze Cottage in the Woods Belgrade lakes waterfront on Messalonskee 4 bedroom cabin Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe NEW LISTING ♥ Lake-House on Water, East Lake, Belgrade Lakes Classy AF Home Steps from Colby and Trails My Valhalla Farm Pressey House Lakeside Bed & Breakfast Central Maine Apartment offering 4 Seasons of Fun. <a href="/all/usa/maine/oakland" class="class="static-page-link"">See all pet-friendly vacation rentals in Oakland on Journey2asia</a>

Do you have any rental cottages in Oakland that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Oakland to find one that works for you.

Are there quality cottages in Oakland that have indoor swimming pools?

As of 2026, the data from Journey2asia shows that there are Over 5 private swimming pools or cottages with indoor pools in the Oakland area along with other great amenities.