Photo by Marc Maheu
Search Vacation Homes in Oakland
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Compare 125 Vacation Homes in Oakland with updated reviews, rates, and availability.
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
10.0 out of 10, Exceptional, (236)
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
10.0 out of 10, Exceptional, (14)
The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access
The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access
9.0 out of 10, Wonderful, (4)
Charming Wilton Vacation Rental w/ Fire Pit
Charming Wilton Vacation Rental w/ Fire Pit
10.0 out of 10, Exceptional, (4)
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.0 out of 10, Very Good, (15)
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
9.0 out of 10, Wonderful, (18)
Lakefront, Stunning Home only 30 min to Sugarloaf!
Lakefront, Stunning Home only 30 min to Sugarloaf!
10.0 out of 10, Exceptional, (25)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Oakland
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
8.6 out of 10, Excellent, (14)
Central Maine Apartment offering 4 Seasons of Fun.
Central Maine Apartment offering 4 Seasons of Fun.
10.0 out of 10, Exceptional, (32)
The price is SAR 394
SAR 941 total
includes taxes & fees
25 Nov - 26 Nov
Cozy Long Pond Cottage: private mooring & shared dock
Cozy Long Pond Cottage: private mooring & shared dock
9.8 out of 10, Exceptional, (8)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Oakland hotels
Recent reviews of Oakland hotels
5/5 Excellent
"Great- clean, friendly staff, great breakfast. "
A verified traveler stayed at Hampton Inn Augusta
Posted 3 days ago