Khyra Beaucrest Ranch
With limited accommodations in Oak Glen proper, consider staying in neighboring Cherry Valley at this 15-acre estate, where a three-story mansion has eight bedrooms—each with a private bath and access to the library, dining area, kitchen, and bar—and the grounds have four private cottages with kitchenettes, all of which can be booked if the entire estate isn’t reserved for a wedding or other private event. On-site amenities include tennis courts, a catch-and-release fishing pond, a barbecue area, a swimming pool, and a horse ranch.